Archive of Our Own ^beta

Chapter Text

Stiles Stilinski had an itch. Something working in the back of his mind that he couldn’t quite understand or comprehend. He didn’t know if it was a physical need or one that was crafted by his overactive imagination. All he knew was that he needed something to scratch this niggling feeling.

Scott had suggested he try to work his frustrations out through the gym. Join a Tae Bo class or try and see if he could take up swimming. Good suggestions, but while the adrenaline high kept him placated in the moment, he still felt it lying in wait.

He had opened the floor for suggestions, asking the pack what exactly it could possibly be that he craved more than fast food and attention.

Isaac mentioned writing; Erica suggested reading; Boyd brought up homework.

Derek said a muzzle.

Stiles – while knowing Derek was joking – couldn’t help but think about the idea of a muzzle. Not a wire trap like one you would see on a dog, but one that gagged him. Stopped him from talking.

He had the epiphany late one night while thinking about the muzzle. It was like lightning struck his neck and sent shocks through his spine, tingling through his whole body. Stiles needed to be dominated.

Not necessarily sexually, but the more he thought about it, the stronger the itch became. As a brand new 18-year-old virgin, he didn’t exactly know where to go to scratch something like this, but he was going to figure it out. He would start small, not diving into the deep end for this. A quick Google search and he found himself stumbling on a site that broke down the type of play and kinks that most enjoyed.

Stiles quickly scanned through the list and immediately thought he was way over his head already. Reluctantly, he moved to close the tab only to notice a somewhat innocuous link stating New? Try a chat!

Not seeing the harm in a one-time deal, he clicked the blue link and watched the little window pop up with a chat. A question box appeared:

Are you over 18?

Stiles swallowed. Here was the line, that danger he was crossing over to. He had just turned 18 not a week before, but somehow he still felt like he was 180 pounds of jailbait. He wasn't. He was a legal, consenting adult who was going to college this fall.

He licked his lips as he pressed the radio button next to the Yes option. Within seconds he was connected to a private room with someone called Maximus

[Maximus]: First time?

He hesitated for a moment, looking over the chatroom. He could choose what one-time name he wanted to be called, or he could randomly generate one. Feeling like he should make this as anonymous as possible, he clicked the randomizer.

[BatterUp]: Yeah, not really sure what I’m looking for.

[Maximus]: Sounds like you’re looking for me, then. I’m great for first-time chatters. Tell me a little about yourself.

[BatterUp]: Um, well. I just turned 18, never been… anything. Kinda scrawny, a little on the sarcastic side.

[Maximus]: Barely legal twink in need of serious discipline

[BatterUp]: How did you make that sound hot in like ten seconds?

[Maximus]: That’s what I do. I set people up with their ideal wants and get them to the people that will scratch that dirty itch.

And there it was. The itch Stiles had been thinking about the whole time. Someone else to scratch it might be exactly what he needed. But…. All good things cost money. This wasn’t going to be a free service. This was going to be Stiles having to pay for some overweight guy to pretend to be his master…

[BatterUp]: And how much is the scratcher?

[Maximus]: I suppose it depends. Some don’t charge, some pay you, and some expect to be paid with things like hotel visits or private video chats. It all depends on the Scratcher.

[BatterUp]: How much do I pay you?

[Maximus]: The site pays me, cutie. Don’t worry about me. Now, I can send you the work email I have and we need you to fill out a form and provide body shots. You can show as little or as much of your face as you want.

Stiles thought about it for a moment, his mind rolling over the possibilities. Finally, as a sort of final hurrah, he found himself agreeing.

[BatterUp]: Send me everything.

[Maximus]: My email is [email protected]. Once I receive an email with the subject “3245 BatterUp”, I’ll send you the rest of the details.

[BatterUp]: Can’t wait.

He opened his email, realizing he probably shouldn’t be doing this through his school email. Or his personal. Or his first spam. No, he was going to make a new one just for this. He decided to be smart, or as smart as he really could be, when lying to someone.

After he created the new address, he sent a quick message to Maximus regarding the form. It took only a few moments for the response to come back with a questionnaire of ten or so questions. Most of them were simple; pseudonym, height, hair color, age, virgin, hard nos… he paused, looking over the final question:

If you could be fucked/fuck a mythical creature, what would it be?

His palms grew cold as he thought about it. He knew the answer, knew that it was probably the itch he wanted most of all but would never admit it out loud to himself. But this wasn’t out loud. This wasn’t where anyone could see or hear.

Werewolf.

As soon as he finished everything, he got up from the bed to take the pictures they wanted. Slowly, he stripped out of his t-shirt and boxers, closing his eyes as his erection hit the air. He shivered a little more, thinking about how this was it.

Most of the photo requests were easy. The front, the back, and his side, all from the neck down. No showing his face unless he had to. The close-up of his mouth was pretty simple as well, ruby lips still red from worrying them over this decision. He only hesitated at the final two: spread out and a close-up of his erection, though that only took some gentle coaxing to himself.

Finally, he attached all the images and the filled-out form and sent it to the email.

[Maximus]: Awesome, I just received your email. I see you’re Little Red Riding Good?

[BatterUp]: Is that too long?

[Maximus]: OH no, not for the person I’m thinking about setting you up with. He’s very picky, though, so I won’t know anything right away. I have your email, so I’ll touch base with you if he says yes.

[BatterUp]: Um, in case he doesn’t like me…

[Maximus]: I wouldn’t worry too much. You check a lot of his boxes off. But, in case I’m wrong, I’ll set you up with someone else. Don’t worry, I got your back, Red.

[BatterUp]: Cool… so, I’ll talk to you later.

[Maximus]: See you soon, cutie.

Maximus has disconnected the chat.

Stiles swallowed hard. His fingers tingled as he looked over the computer screen. He had done it. His naked, lewd photos were now being sent to someone’s inbox to be reviewed and ogled.

Joy.

_-_-_-_-_-_-_

It had been nearly a week since he had filled out the form for Maximus, and yet there was still no response. Part of him was nervous that the person – whom he would probably never meet in person – rejected him. Another part of him was relieved that this was where his adventure would end.

It was during an evening patrol that his phone buzzed with a new email.

“I told you to turn your phone off,” Derek snapped at Stiles as he rounded the corner.

“It’s on vibrate, wolf. You can’t even hear it!” Stiles shot back, but he moved to check his phone.

His heart stopped as he saw what email it was sent from.

“Vibrate is not off,” the wolf’s voice cut in again. “Off is off. You can’t be distracted if you’re on patrol. I could have heard that and sliced your head off already.”

“Or – and this is just me – you could just let them slice my head off, then you never have to talk to me again! Win-win.”

“Then I’d still have to clean up the mess,” Derek countered.

Stiles, a little sexually charged by the email and a little fed up with being treated like shit by Macho Alpha, lost it.

“Fine. Then I’ll just go off and clean up my own mess. Thanks for the chat, fluffy. I really enjoyed our two hours of silence. Call me when you’ve decided what my purpose is.”

He stormed off towards the parking lot where his jeep was, realizing how much trouble he would be in once Derek finally talked to him again.

If Derek started talking to him.

He jumped into the front seat and opened the email on his phone to read.

From: Maximus <[email protected]>
To: Red Rider <[email protected]>
Subject: RE: 3245 BatterUp
Attach: Front.jpg

Hey there Red. Got you a match. Hope you have a good time:

Pseudonym: Bigby <[email protected]> Age: 26 Height: 6’ 1” Virgin: No Hard no: Bloodplay, Fireplay

Message: We will meet on Mondays, Wednesdays, and Saturdays only. All other days are restricted to Email and WhosApp only. Each session will be roughly two hours unless I choose to make it longer or shorter. You will address me as Sir, Mr. Bigby, or Master at all times. Your safe word will be Wolfsbane. I will not stop unless I hear this word from your lips.

I will only meet via chat or email, never in person. I will request you to send videos or images on occasion, and I will expect you to obey. If you don’t, there will be punishments.

I will pay for any and all the toys, outfits, and expenses you incur. Please provide a PO box so I can deliver these items at your earliest convenience.

I look forward to contacting you tomorrow.

Bigby.

Stiles’ heart skipped a thousand beats. This was real. This was the big leagues. He was going to be calling someone Sir within 24 hours.

He noticed the single attachment on the email and moved to open it up. His eyes went wide as he saw the Adonis that was before him. Like his own pictures, it was only from the neck down. His muscles were sculpted like an alabaster statue, dark curls of hair trailing down his stomach and chest in a neat and tidy pattern.

His hips formed a deep v that looked like Stiles could spend hours kissing and worshiping that alone. Dark curls continued to tastefully surround the painfully erect member that stood out like it was a soldier at attention. His mouth was dry as he thought about the man forcing him to take it to the root, his nose buried in the curls.

Stiles was now painfully aware of how horny he was.

“Ok, Stiles. You’re going to be just fine. Whoever this… Bigby is, it’s going to be great.”

His phone buzzed loudly, causing Stiles to jump. He eagerly checked to see if it was another message from Bigby. Unfortunately, it was only a text from Derek.

Get home safe. Text me when you are

Stiles sighed, shaking his head. Even though he knew Derek wanted to wring his neck, he was still Pack. Kinda. He put his phone to the side and started the car before driving himself home.

Chapter Text

He spent the early morning driving to Corona to buy himself a PO Box for the gifts Bigby was going to send. He didn’t feel like explaining to his father why he had a PO Box where sex toys were being sent in town. Potentially sent. If he wasn’t up to snuff, the other might drop him. He was picky, after all. His phone vibrated twice, two messages being sent at the same time.

One was a text from Derek, the other a message from Bigby

Pack meeting tomorrow, 1130. Food provided.

From: Bigby

To: Red Rider

Subject: First meeting

Red,

We will begin at 1900 PDT.

The link will become active ten minutes before and will be deactivated 10 minutes after.

Tardiness is punished.

https://www.chat4you.com/session-red-0001/invite&?32645

-Bigby

The message from Derek was easy to ignore. They always had pack meetings on Sundays, so nothing was new. But the email. That was what Stiles was hoping for. He looked the email over again; the three short lines were enough to make him giddy with excitement.

He finished his errands for the day before noon, driving back to Beacon Hills so he could spend the day preparing himself mentally for this. His phone buzzed the whole way back with responses from the pack group chat. Likely they were voting on what food they were going to force Derek to buy them.

Stiles made it home in less than 30 minutes with traffic, so that boded well with him. He would be able to stop by the Post Office on Saturdays to pick up packages and be home before anyone knew he was missing.

His phone buzzed again, the teenager finally grabbing it to see what the fuss was.

PackAttack 16 new messages

S.McCall 3 new messages

D. Hale 2 new messages

He flipped through the Pack Chat, nodding as they had all decided Ramen from the new place that opened up would be what they wanted for the meeting.

Scott’s texts were only confirmation that they didn’t have anything due to Economics this week, which he was wrong about. Stiles quickly corrected him about the 10 practice questions they were needing to complete by Monday.

Derek’s texts were, as always, curt and to the point.

Patrol tonight, 2300 – 0100. Isaac and you.

Don’t be late this time.

Stiles rolled his eyes at the message. He had been late plenty of times, and nothing had ever happened. Ever since all the baddies had miraculously left, Patrols had become glorified “gossip and walk”.

I’ll be there. Choosing not to join us this evening, or do you have other plans?

The three little dots at the bottom of his messages typed for a moment.

Jackson and I have the 0100 – 0300 shift.

Ah yes. Jackson. Fresh from across the pond. It had only been a few months since his return to the fold, but already he was showing an aptitude for being a pack wolf. Shocker.

Good to know. Hey, maybe you should make a schedule that we could go over together. Little gold stars for every time we go on a patrol.

Get some sleep, Stiles. You’re cranky.

Yeah, you’re right. It should be little paw prints.

Stiles finished the text as he reached his room. He tossed his phone on the bed and went through the plan in his head. He didn’t have to log into the site until 6:50 pm, which gave him plenty of time to think about how to ensure no wolves would be able to interrupt him.

He decided on a simple mountain ash circle around his room – at least for a temporary fix. He was going to have to look into warding spells and full-time mountain ash installation. He also thought about how perfect this would be for the late-night room barging he was used to from any member of the wolf pack.

With the plan in place, he grabbed his phone and opened the text Derek had sent him in response.

I’ll take it into consideration.

_-_-_-_-_-_-_

Stiles had set the barrier at 6:30 and sent the text out to the group that he would be napping until his Patrol shift. No one seemed to really bat an eye at the request, and he turned his phone on silent mode.

His heart raced as he watched the minutes count down until he was able to click the link. Finally, after what felt like ages, the clock on the computer showed 1850 PDT, and he was in.

Little Red Riding Good has entered the chat.

Bigby has entered the chat.

Bigby has changed Little Red Riding Good to Red

[Bigby]: You’re early. That bodes well.

[Red]: Have to make a good impression

[Red]: Sir.

Stiles kicked himself for nearly forgetting himself. He had to see this through the whole way. If he didn’t like it after this session, he could just… leave. He kept telling himself this, but his cock twitched the moment he typed sir.

[Bigby]: Quick learner and full sentences. Already you are better than the last sub they set me up with.

[Red]: I aim to please, sir. But this is my first… rodeo.

[Bigby]: That’s even more impressive. Let’s start simple, then. Take a picture of you in just your underwear and something red.

He shivered, knowing they were just words on a computer screen. He could easily ignore them and go about his day. There was something powerful about it, though, like it was a command in person. He shivered again, sliding everything off and looking around the room.

He had a few red shirts that were a little baggy, but none of them really screamed ravish me. He walked to his closet, pulling out a part of his Halloween costume from two years ago; a red and gold tie.

Figuring it was close enough, he stripped to his Batman boxers and slipped the tie over his head. He paused, deciding to put the tie over his mouth instead and take an angled shot of him from the mouth down. It actually looked pretty slutty, if he said so himself.

[Red]: Sir yes sir.

Red has added attachment first_request.jpg

[Bigby]: In the future, please respond with your affirmation right away so I know to give you time. But since you took the initiative for this pose, I’ll let it slide once.

[Red]: Thank you, Sir. I’ll remember that.

[Bigby]: Now. I have rules that I expect you to follow at all times. Break one of these rules, and you will receive a punishment. Do I make myself clear?

[Red]: Yes sir.

[Bigby]: Rule 1. You cannot have an orgasm without my permission. This includes days that we do not meet. You cannot jerk off in the shower. Accidents, such as orgasms in your sleep, do not count. You must tell me if this happens. Rule 2. You cannot see anyone but me. I am jealous and territorial, and you are mine at this point in time. Until our contract is completed, you will belong to no one but me. Rule 3. You will provide a new image of yourself at the start of every chat. Rule 4. You will tell me if something is bothering you emotionally or physically. If you are sick, we will not meet. If you have had a draining day, tell me, and we can make exceptions. Rule 5. If you miss 3 meetings in a row without first reaching out to me, we will terminate the contract. Rule 6. If I decide there is another rule to add to this list, I will revisit our contract. Do you accept?

Stiles read through the rules carefully. His body twitched at the idea of not being able to have an orgasm without Bigby’s permission, but it wasn’t the worst thing he could imagine.

[Red]: I accept, sir.

[Bigby]: Good. Now. I see on your sheet that you are interested in Werewolves. Does this include knotting?

His cock jumped to attention at that, heat pooling in his stomach. He had only looked into the idea of knotting on a whim. Once. Or twice. Or maybe it was one of the bookmarked videos he had under the folder For Later on his secret desktop.

[Red]: I have not tried it before, but the idea does excite me, sir.

[Bigby]: Good to know. We won’t start with that, but I’m glad to know it’s a possibility. For now, turn on your webcam and stroke yourself.

Stiles swallowed hard. He had prepared himself for this, knowing the right angle to have his webcam so only his chest and chair were showing. This was it. The big leagues.

[Red]: Yes sir.

He reached up and turned the camera on, clicking permissions for the chat room and watching as his somewhat shadowed body was in view. He winced a little, noticing how terrible the lighting was with the curtains drawn and the lights down. He would need to think of a much better way to light the room if this became a regular thing.

With a slightly shaky hand, he moved to slide his boxers off and spread his legs slowly for the camera. His hand moved to wrap around the very erect cock as he slowly began to stroke himself. It felt slightly weird, but soon he found himself in a rhythm that was familiar. He kept his eyes on the chat, hoping that Bigby was pleased.

[Bigby]: Good. Lift your hips a little more. Let me see you enjoying this.

Stiles obeyed, lifting himself up so he was in a better view. He ended up putting one foot on the desk and one on the floor, so he was spread out for the camera. It was lewd, to say the least, but he felt his cock enjoying the thought of someone else on the other side watching him, wanting him.

[Bigby]: You’re gorgeous. Look at those perky nipples just aching to be teased. That rosy pink cock begging to be touched…

Stiles watched the words appear on the chat, feeling his heart thump loudly. He whimpered softly as he found one hand moving to brush over his nipple. He hadn’t realized how sensitive they were when out in the open like this. His whole body was exposed and on display.

[Bigby]: I didn’t say you could touch any other part of your body, Red.

His hand dropped from his chest, shivering again as he continued to stroke himself.

[Bigby]: Now that I’ve seen what I’m working with….

Bigby has sent an Address Request

[Bigby]: I think what you need first is a little red mask. Something that will cover your face but leave that mouth open for me. And some new underwear that will better suit that perfect form you have.

Stiles was still stroking his weeping cock, the droplets of pre-cum sliding down his hand and adding to the slick feeling against his skin. He choked on a moan as he felt himself imagining someone else stroking him off. Not a face, per se, but a strong and thick hand gripping his needy cock.

[Bigby]: Are you a good little pup? Hm?

[Bigby]: Do you like showing off? Like other people seeing this slutty little side of you?

[Bigby]: I asked you a question. Do you like showing your pretty pink cock off?

“Yes sir!” Stiles' voice cracked as he said it without another prompt. It didn’t sound like his usual voice. It sounded needy like he was begging. At this point, he might start.

[Bigby]: Good. Don’t forget you have to answer me at all times.

“Yes, sir,” he whimpered again, feeling his balls tighten as he fought the urge to come. “Sir—“

[Bigby]: If you need to cum, you have my permission.

Stiles felt his body tremor as the orgasm was ripped from his body. Opaque globs of semen dripped down over his hand, still wrapped tightly around his still-hard cock.

[Bigby]: Now. Lick it off. Close to the camera.

He barely registered the command, sliding himself closer so only his lower face and neck were seen. He hesitated for a moment. After all, he had never really done something like this before.

“Yes sir,” he whispered as he moved the cum-dripped hand towards him. He gently began lapping his own seed, slowly at first. He picked the pace up as he became more accustomed to it, sliding his fingers into his mouth and out with a nice pop until his hand was clean.

[Bigby]: Good. You can turn your camera off.

Stiles obeyed and pressed the power button, slumping in his chair. He was still painfully hard and could have gone for another round, but he knew this was just the start.

[Red]: Yes sir. Thank you for letting me cum.

[Bigby]: Polite too. Your profile said you were a little stubborn.

[Red]: I can be. I challenge authority and have a bit of a sarcastic mouth… but I wanted to make a good impression, sir.

Stiles hesitated with the truth, wondering if Bigby would want to continue knowing he wasn’t the good little submissive he thought he was.

[Bigby]: Good. I like challenges. If you were perfect all the time, what good would having a master be?

[Red]: Sir, would it be alright if we used a different word than Master? I have some… issues with it.

Namely, the last master he had run into had a pet snake who still terrorizes him to this day.

[Bigby]: What did you have in mind?

[Red]: If you’re into it… Alpha?

He felt himself flushing at the word, thinking about the only other person who was an Alpha currently. Derek, for all intents and purposes, was Stiles’ wet dream. Big muscles, bright eyes, able to throw him up against the wall and take him whenever he wanted…. But they had bad blood, and Derek saw him as nothing more than a nuisance.

He could get the fantasy of having an Alpha wolf lusting after him through this safe, harmless computer screen.

[Bigby]: You are full of surprises. I’ll be your Alpha, pup. Now, I’m going to overnight a few things. Please send me your PO Box. Send me an email as soon as you have received them with you using everything I have provided no later than 2100 PDT Monday.

[Red]: Yes sir.

Red has shared an Address

[Bigby]: Good. Our next meeting will be Monday at 1900 PDT, I will forward you a new link to a new chat room through an email. I also expect you to send me pictures if you find yourself in a hard position.

[Red]: Thank you, sir. I will.

[Bigby]: I know I said I would keep you for two hours, but I think that is enough for tonight. I will see you on Monday, pup.

[Red]: See you Monday, Alpha.

[Bigby]: You are a very tempting treat. Sleep well.

The chat has been closed by the Host.

_-_-_-_-_-_-_

Stiles basked in the event that had transpired. It wasn’t nearly enough to stop the itch that was still in the back of his mind, but it was a start to something. He glanced over to the clock, seeing it was only 7:30. Plenty of time to take a shower, clean up, and meet Isaac at the rendezvous point.

He picked up the underwear and tie and tossed them into his laundry basket before breaking the circle of mountain ash.

The shower felt nice, warm water dancing over his shoulders and washing away what he had just done. His body reacted to the thoughts, mouth twitching as he felt himself grow harder again. He cursed loudly, lamenting his ability just to stroke one out.

“You wanted this. You’re going to see it through and not be weak. Don’t be weak, Stilinski.” Stiles chastised himself, resisting the urge to think about the pulsing member.

He finished his shower quickly, turning the water cold the rest of the time just in case. By the time he was out, it was 8:00 pm, and he still had a while before he was supposed to patrol. Feeling pretty great about himself, he walked back into his room only to find Derek Hale climbing into the window.

Stiles let out a squawk as he realized he was in only a towel, and the erection he had been trying to squash was now at full attention.

And he knew Derek could smell it.

“What are you doing, you pervert!” Stiles yelled, trying to hide from the werewolf’s view.

Derek had the good grace to turn around, his face now looking out the window so Stiles would have some semblance of privacy.

“You said you were taking a nap!” He argued, still not looking away from the window.

“So you crept in here to watch me sleep?! How is that any better than this?”

“I was coming to loop you in. You haven’t been answering our texts.”

Stiles paused in his angry tirade, realizing he had put his phone on silent and hadn’t checked it for nearly three hours. Unusual behavior for him, to be sure.

“Still doesn’t give you the right to barge in,” the human muttered as he moved to his drawers. He grabbed what he needed and walked back out the door to change in the bathroom.

Once he was dressed and mostly calmed down, he walked back into the room to see Derek still staring out the window.

“All clear, Grimace. You won’t be scarred by my nudity.” Stiles flopped on his bed and grabbed the phone as he looked over all the messages that had been sent. Derek turned around, still standing farther away from Stiles than their usual one-foot distance. Great.

“What’s going on?” he asked, not even looking up from his phone. “Is the world in danger? Is there someone in town dying?”

“Yes,” Derek spoke firmly. “There was a death out near the highway. The boy looked like he had been sucked dry.”

Stiles looked up at that, his mouth dropping in shock.

“It’s nothing we’ve actually seen before,” Derek explained cautiously, not sure how Stiles would react. “We were hoping you would run some searches on a few names.”

Stiles had originally thought it was in reference to the pack, but with time he learned Derek had a habit of saying we when he meant I.

“Yeah, give me a second.” Stiles went over to the computer from his bed, closing the open windows and launching the desktop he had installed specifically for Supernatural research.

“Look up Alex Trenten, Glendale.” Derek walked over to the computer, taking his usual spot behind Stiles so he could look over the screen as well.

This was always the hardest part about working with Derek. There was something about his scent that always threw Stiles’ senses for a loop. He knew the wolf didn’t wear anything; this was all his own personal musk that was getting everywhere. Fresh pine trees, campfire smoke, and the slightest hint of spearmint.

No one should smell this good all the time.

“He was reported missing last week by a friend of the family, Emmy Reinier,” Stiles read from the report. “She said he had been in trouble before but always came back after a week or so.”

Derek let out a sigh, moving closer to Stiles.

“How did you know his name was Alex Trenten?” He asked to distract himself from thinking about Derek.

“Your dad was on the scene. Isaac and I were listening in.” Derek pointed to the screen, “Who is this? Elder Joris?”

Stiles swallowed as he hovered over the name, clicking on it as a new file pulled up. A man with bright eyes covered by wire-rimmed glasses appeared. His hair was closely cropped and formed a widow’s peak above his wide forehead.

“Looks like… he’s spearheading some campaign to find the missing people. His daughter disappeared in April…”

Derek grunted a little.

“She was twenty-two. Taken off of her school campus, supposedly. No one had seen or heard anything suspicious, but he believes it’s related to all the missing persons over the past… year”

“Year? Wouldn’t we have heard about it?” Derek asked.

“Not unless it was local. I don’t put out alerts for any bump-scary feelies unless it’s within a 50 mile radius.” Stiles looked up at Derek, seeing how close their faces were.

“Why 50 miles?” Derek turned his head as well, their noses an inch apart.

“It’s how far you can run in wolf form in 30 minutes,” his voice was quiet now, eyes flicking down to the wolf’s lips. He licked his own lips slightly, feeling his heart pound.

Derek stood up again, clearing his throat. “Just be aware of it on your patrol. I don’t want you running off on a hunch. Got it?”

“Got it,” Stiles repeated. “Here I thought we were going to have a whole conversation without you bossing me around.”

“There’s the sarcasm I was waiting for.” Derek’s eyebrows furrowed as he turned to go back towards the window. “Don’t tell anyone else. We’ll bring it up at the pack meeting tomorrow.”

Stiles nodded in agreement, turning back to the computer to save what they found so far. By the time he turned around again, Derek was gone.

Chapter Text

“You smell like sex,” Isaac said bluntly as he opened the door.

“Thank you for that. Now I’ll forever think about why you know what my sex smells like.” Stiles responded as he pushed his way into the loft for the pack meeting.

Scott walked in after him, smiling at Isaac and the rest of the pack.

“Are you sleeping with someone?” Erica asked from her perch on the couch. “You can tell us.”

“Why is everyone so interested in my sex life all of a sudden?” Stiles asked, making his way to the fridge where Boyd was standing. “Are you going to ask me too?”

The wolf thought for a moment, “Honestly, I don’t care. But Isaac’s right.”

Stiles ripped the door open to grab himself a Dr. Pepper, then grabbed a second one for later before slamming the door shut.

“I’ll have you all know I am not sleeping around; in fact, I will probably be the only one among this great pack to die a virgin.” Stiles proclaimed this announcement right as the door opened up.

“Finally offering yourself to a convent?” Jackson asked, carrying part of the food in. Lydia and Derek trailed after him with Allison in tow.

“I think it’s noble,” Allison said as she closed the door and offered Stiles a small, dimple-filled smile. “Nothing wrong with waiting.”

Scott went over to kiss her hello, practically wagging his tail as they mingled.

Stiles could have gagged.

“Come eat before it gets cold,” Derek interrupted everyone.

For once, Stiles was grateful for the subject change. He moved to grab a bowl of Ramen and settled at his chair at the table. They didn’t exactly have assigned seats, but everyone seemed to find themselves in the same chair time after time.

Derek was always at the head of the table, Stiles at the right with the computer for meeting notes, Scott next to Stiles, Allison next to Scott, and Lydia next to Allison. Isaac was to the left of Derek, Erica next to Isaac, Boyd next to Erica, and Jackson next to Boyd.

It just worked.

“Stiles, please read back last week’s meeting notes,” Derek said, pulling his chopsticks apart and eating.

The rest of the pack continued to grab their food and settle in their spots as Stiles opened his laptop and quickly pulled up his folder for the pack meetings. He noticed a blip on the email icon showing that he had an email waiting.

Curious, he opened it up only to see a torso shot of Bigby in his car with his cock hard against the stomach. Quickly he scrolled past it to get to the text that Bigby had written.

Hope your day is going well. Tracking information confirmed it was delivered. Here's an incentive to be a good boy.

Bigby

Stiles licked his lips, shivering a little as he thought about what could possibly be in the package that was better than the deliciousness he already got.

He realized he was taking too long just to be looking over pack notes and quickly began reading off what had been discussed last week. Most of it was generic, cookie-cutter things like pack outings and grocery lists for the loft.

He opened a new document for this week’s notes and nodded to Derek when he was ready to start typing.

“Last night, the Sheriff's department found the body of Alex Trenten off the highway. It looked like he had been sucked dry---”

“Like a capri-sun package,” Isaac piped up.

“--- Stiles did some digging and found that he is one of a few missing person cases that have been happening around the state in the last year. This is the first time anything has come to Beacon.”

There were murmurs, though they all seemed to understand it was something that they would all be researching.

“I also found that according to the report, Alex wasn’t killed where they found him,” Stiles added, “they are thinking he was in a truck bed that opened, and he fell out.”

“Patrols will be doubled. Stiles and I will continue to research how many other missing persons we may be dealing with. I’m going to make a chart,” he paused, turning to Stiles as if waiting to see if he was challenged. “I’ll forward it to you all on WhosApp.”

Stiles didn’t say anything out loud but shot a smug smile to Derek with a wink.

“Anyone have any schedule conflicts?”

Stiles raised his hand a little, Derek giving him a look.

“We’ll research Sundays and Tuesdays. How’s that?”

Stiles lowered his hand with another smug smile.

“If no one has anything else, you can eat.” Derek moved back to his food, pulling his phone out as he slowly began making a chart on Google Docs for them.

Stiles rolled his eyes, taking the phone from Derek only to have his wrists grabbed tightly and pinned to the table. He gasped in surprise, feeling how easily and seamlessly the other pinned his hand to the table.

“Don’t touch my phone again or I’ll tie your hands behind your back at the table, understand me?” Derek leaned in and growled low enough so Stiles could hear but not quite enough for everyone to notice.

Stiles felt his heart leap into his throat, his body burning at the thought of Derek meticulously tying him to the chair and leaving him there. In his mind, he’s the only one in the room, and his clothing had been removed long ago, leaving him exposed to the room while Derek walked behind him and whispered all the things he was going to do…

“Yes sir,” Stiles whimpered. His eyes widened as he realized what he had said and who he had said it to. “I forgot I have to be—anywhere but here.”

Stiles slammed his laptop shut, Derek’s release from his wrists almost immediately after the comment. He didn’t answer any questions about where he was going, just grabbed his things and left without another word.

_-_-_-_-_-_-_

“Fucking stupid, Stilinski! Oh my god, you cannot just say yes sir to Derek Hale, holy shit no!”

He was screaming at himself as he got on the highway towards Corona to visit the PO Box to see what he had been sent. But he also just needed to not be within 50 miles of Derek. He hadn’t even looked at the wolf’s face to see if he had reacted.

How does one react to being called Sir after threatening to tie someone up: Confused? Mortified? Upset? Disgusted? Bewildered?

If Stiles had to hazard a guess, it would have probably been somewhere between angry and disgusted. He hoped no one else in the pack had heard that. He really hoped Jackson hadn’t heard that.

When he arrived outside the Post Office, he gathered all his courage to check his phone. Derek had already sent him a text message, and he had an email notification as well. With a shaky hand, he opened the message from Derek.

Tonight for research, 1900. I’ll order food.

That was it? No big message about how he should watch his mouth or that Derek knew he was a pervert? Nothing? Suddenly, Stiles felt a little hurt. Maybe he was overreacting. Maybe Derek didn’t realize just how sexual that had sounded.

Or he was playing dumb.

Stiles moved to open the email only to see it was the Post Office telling him his PO Box had mail. He got out of the car and walked to the main doors to open them quickly and dig the small key out of his pants pocket. He grabbed the package quickly, running back to his car and slamming the door behind him.

He ripped it open, flushing deeply as he saw the contents. A red, lacy mask that covered the upper half of his face was the first thing he pulled out followed by a little hood and capelet. He put them to the side as he took out the remaining few items.

A bottle of fancy lubricant, a leather-looking cage that he could only assume was for his cock, two small clips held together by a delicate chain, and a smaller anal plug that looked like it had the ability to be powered by something. There was an instruction booklet for the piece of equipment and a charging cord nestled down in the bottom of the box.

He grabbed the small piece of paper that was folded inside and read the message.

Red-

In here you will find everything that you will need to wear for every meeting going forward. For the days we do not meet, please always wear the nipple clamps, cock cage, and anal plug. The plug has a charge for seven days and will need to be charged on Sundays. It is waterproof and is connected to my Bluetooth account. If you attempt to turn it off on any day but Sunday, you will be punished.

You may remove the plug and cage for bathroom visits, but they must be placed back each time once you have finished. You may remove everything for showers and bathing purposes.

I will send you more things as we progress, but for now, this should be enough.

Bigby.

P.S. Please see the attached gift card for Amazon to choose new underwear for our sessions. You can use the remaining balance for whatever you want.

Stiles pulled the card off the piece of paper and looked to the back.

“Two hundred dollars?” he gasped, shaking his head. “Holy shit this rocks.”

He packed everything away in the box again, starting his car. He paused before putting it in reverse, grabbing his phone, and shooting a quick text to Derek.

Save my Dr. Peppers for me

_-_-_-_-_-_-_

Stiles was now sitting on his bed, naked and staring at the objects on his sheets. The nipple clamps weren’t too hard to finagle on himself, but they felt foreign, especially the chain gently swinging against his bare skin. He was sure he would regret them in a few days, but for now, that new feeling was exciting.

The one he was most concerned with was the plug. It was about the length of his finger and was no wider than an inch and a half at the largest part. He had never tried putting anything inside him before, but there was no time like the present.

He grabbed the lubricant, taking a deep breath before pouring a small amount on his fingers. It was like satin sheets, sliding over his skin like water. Once his fingers were covered, he moved to get on all fours with his ass facing the window. He took a moment to gather himself, gently circling his entrance with the bed of his finger.

“Now or Never, Stiles.” he swallowed and slowly slipped his finger inside.

It was intrusive but nothing too terrible. In fact, it felt pretty good. He began to slide his finger in deeper, his cock twitching at the thought of someone watching him do this. Suddenly, he was thinking about a certain wolf who had a habit of sneaking into his window at inopportune times.

He thought about Derek sitting by the window, watching Stiles work one of his fingers in and out of his ass, teasing and stretching himself. His finger brushed over something he assumed to be his prostate. He saw stars, a whimper passing from his lips. He didn’t know his body could feel like this.

His nipples brushed against the sheets, eyes opening as he realized how sensitive he was now that the clamps were there. It added to the pleasure of his finger sliding in and out of his body. He didn’t know why he had only just found out about the pleasure he could feel outside of his own hand.

Feeling confident, he added a second finger to his body. This was a bit more of a stretch but still felt good to have something inside. His mind went back to the idea of Derek watching, the gentle gaze of the wolf on him as he went to the knuckles on both fingers.

Don’t you dare cum, or else I’m going to tie you up and fuck that ass until it’s dripping with my own seed.

So he had to imagine the gruff voice saying something like that as he had never heard Derek utter the word seed in his life, but it was still enough to make the boy feel himself growing close.

He quickly pulled out his fingers, clenching his balls to stop the impending orgasm. It took a few moments for him to cool off, his mind still hazily thinking about Derek whispering in his ear and touching him gently. It was a strange contrast to think of the gentle hands of someone who had only shown animosity and venom to him, but for some reason, it was nice.

After a long moment, he finally grabbed the plug and lube again. He covered the silicone with enough to make the entrance smooth and easy. It slid in without much resistance and settled in right against his prostate. He shivered a little, realizing that Bigby would be able to control this from his Bluetooth anywhere he wanted.

He was never going to be safe.

Stiles grabbed the harness next, looking over it slowly. It was four straps connected to one long one that each had adjustable snaps. He moved to hook the first one at the base of his cock under the balls. The tightness felt new, but coupled with the plug it was something that he honestly couldn’t describe. He continued down the row until his cock was snug.

He licked his lips and grabbed the mask and hood to put them on. It felt strange, covering his face like he was a superhero or some exotic dancer. He quickly moved to snap a few photographs of his presents and sent them to Bigby’s email address with a wink emoji.

Task completed and photographs safely deleted from his phone, he moved to dress again. Everything seemed more sensitive, knowing that he had a little secret that he couldn’t share with anyone. It was his own thing, something just for him.

_-_-_-_-_-_-_

“Pizza alright?” Derek asked as he opened the door to the loft.

Stiles pushed past him, moving to set up his computer on the table. “Whatever you want, you’re the one ordering.”

It was a little curt, but Derek didn’t say anything about it. Stiles felt a little bad. It wasn’t Derek’s fault Stiles had fantasies about his body. He really shouldn’t be mean about it.

“But get those garlic knots,” Stiles shouted over his shoulder. “I like knots.”

Derek inhaled a sharp breath like he was about to say something, but he just closed the door instead.

Stiles sat on the edge of the chair, realizing just how hard the plug pushed up into him when sitting. This would make school interesting. Luckily, this was the last week of full classes, and they would be out for the summer the week after. He just had to make it through 8 days…

“I didn’t do too much digging yet, but just from visiting Elder Joris’ website, it looks like 15 missing persons for sure in the LA and San Diego areas. But this could be only the surface.” Stiles pulled up the website he had found when researching more on the elusive Elder.

“15… in the past year?” Derek moved to sit in the chair next to Stiles, pulling up his phone to the pizza app.

“He didn’t say, just said that these 15 people were abducted the same way as his daughter. They just vanished; no cellphone traces, no ransom note, and no one knowing anything about where they might have been. He’s convinced that it’s a sex ring.”

Derek turned his eyes from the computer screen to the phone again to finish the order. Once the order was placed, the wolf moved to the corkboard they had installed after taking up patrols. He wrote on a piece of paper Alex Trenten and tacked it in the middle.

“What was her name? His daughter who went missing?”

“Leigh De Anderson,” Stiles said, turning around to look at the board.

Derek wrote her name on another piece of paper and put it next to Alex. “She’s only missing, though. We don’t have a body for her…”

“Correct,” Stiles turned back to the computer. “He is the only body we really have. So we’re really only able to focus on him.”

They continued to work and research together, both actually having a decent enough time that they didn’t bicker as much as usual, but Stiles could feel the tension. Derek was treading lightly around the subject of Stiles calling him sir, even if he was trying to ignore it.

Stiles wasn’t going to be the one to say anything first.

When the pizza arrived, they both took a well-needed break from writing down missing people. Stiles retreated to his phone as he waited to see what Bigby’s reaction was. There was still no response, but he knew the man probably had other things to do.

And then he felt it. A low buzz through his entire body that Stiles thought was as loud as anything. He looked up to see if Derek reacted to the sound, but he was still looking at the corkboard, texting the pack the updates.

Just as the buzzing started, it instantly stopped again. He felt both relief and a little disappointment at the same time. His phone buzzed again with a new email, and Stiles quickly opened it.

From: Bigby
To: Red Rider
Subject: RE: Thanks for the gifts, Alpha.

Red-

Just remember, I’m in control of that little gadget. I can turn it on or off whenever I like.

This was just the lowest setting. Be a good pup, and you may get to feel everything.

See you tomorrow,

Bigby.

Stiles let out a small whimper, closing his eyes as he took a deep breath. It was enough to make him want more but not enough to truly be hard. Smart. The man knew his stuff, Stiles would give him that.

He reached for another slice of pizza when Derek turned around.

“What is he the Elder of?” He asked, sliding his phone back into his pocket.

Stiles paused with the slice halfway to his mouth, “Honestly, I didn’t look…”

He moved to put the pizza back down, opening a web browser to search for the man. A dozen articles appeared, mostly about his daughter missing, but then one that seemed to be a religious-looking site. Stiles’ eyes widened as he turned the computer around so Derek could see.

“Have you ever heard of that religious group that worships Therianthropy?” Stiles couldn't help but laugh a little.

“I don’t get the joke, Stiles,” Derek said with a confused face.

“Therianthropy is the belief people can shapeshift. Derek, he’s a priest in a cult that worships werewolves.”

“Bullshit,” Derek moved from the board to the table to look at the computer screen closer. His eyes widened before he handed it back to Stiles. “Are you free next Sunday? Suddenly I feel like going to church.”

Chapter Text

Monday dragged more than any school day had ever before. Stiles was on the edge of his seat, waiting for the bell to ring. Bigby had been relatively quiet all day, only sending a little teasing buzz this morning a few minutes before his alarm was set to go off. Other than that, Stiles was met with silence.

It was his independent study when he felt the buzz. It was a low level like before, and Stiles glanced around the room. No one was really paying attention, and the closest person to him was a table over. Still, he took his sweater off and sat on it just in case.

The vibration continued to grow in strength and changed from a consistent buzz to a pattern of some sort. Stiles swallowed hard and gripped his pen tighter. The toy was pressing up against his prostate perfectly, and his body reacted like any normal teenager.

Except the harness was holding him tighter than a vice grip. He could feel himself straining against the leather and his boxers. He wondered if it would be better just to undo the top one so he had some sort of relief.

Stiles steeled himself and refused to give into that thinking. He was going to make it and prove to Bigby that he was a good pup and could listen to instructions. But it was hard.

A new vibration ran up his leg, and he realized it was only his phone. Quickly he dug the electronic out of his pocket and quickly read through the messages.

Research on Tuesday; 1900 work?

Stiles cursed slightly at Derek’s text. He had hoped it would be Bigby sending a message or a threat to him regarding his behavior tonight. He knew the other was busy – probably – but he had enough time to torture Stiles.

Yeah, that sounds great, Wolfie. Your place? I’m thinking of Indian food.

He shot off the text as another rather strong vibration ribbed through him. He whimpered softly and attempted to play it off as a yawn for the people in the room.

My place works well. I’ll be sure to get you home in time to study.

Derek was always articulate with his texts. It astounded Stiles that for someone who spoke 50 collective words a day, he wrote texts that evoked actual meaning.

His mind was pulled back to the teasing toy as the bell rang, signaling the end of his need to wear pants. He quickly walked out the door, waving goodbye to the teacher and trying to make his way to the car before Scott or, god forbid, Jackson caught up with him.

“Stiles!” Scott’s voice echoed over the hall as he made his way to stand next to him.

The vibration was turned up again, Stiles letting out a soft whine as he tried to avoid his friend smelling how turned on he was.

“Are you going to the – Oh,” Scott’s voice dipped as he nodded to the boy. “Did Lydia walk by again? You know Jackson will tease you up if he smells—“

“It’s not Lydia! I promise, don’t worry about it, I’m going to take care of it. I’ll see you on patrol tonight?” Stiles babbled faster than usual, trying to make his way to the blue jeep.

“Yeah, sounds good,” Scott stated, “but are you—“

Stiles slammed the door before his friend could finish his question, gripping the wheel until his knuckles were white. God, this was going to suck if this happened all the time. But also he was extremely excited.

It took him from the time to drive home and run up to his room to realize Scott had started to say something else. He quickly shot a text to him saying he was sorry and they would chat during the patrol tonight. His phone buzzed, but it wasn’t Scott.

You have a request to join a private WhosApp channel! Do you accept it?

Stiles shivered at the thought, knowing it was probably Bigby contacting him for the meeting. He agreed, changing his name in the chat and sending a wink emoji to the other. He felt the vibrator in his body grow stronger, eyes rolling back as he rolled onto his bed. He knew this was only the beginning of his night, and he should be used to blue balls, but all he wanted once more was to have someone sneak into his window and see him like this.

With a little convincing, he moved to walk around the room and re-affirmed the Mountain Ash barrier. While he liked the idea of someone coming in, he didn’t want them to actually come in. It would be better if his fantasy would stay a fantasy.

When it was completed, the vibration suddenly stopped. It felt strange not to have anything vibrating inside him, which was a weird thought to have in the first place. He checked his phone, and sure enough, there was a link from the WhosApp room to the new chat.

He moved to his computer and logged into the application through his account. He opened the link and settled into the chair. He grabbed the mask and hood before snapping a picture of himself. His cock was clearly visible and hard in the Deadpool boxer briefs he was wearing.

[Bigby]: Early again. My lucky day.

[Red]: Can’t keep my alpha waiting, sir. Have to show him exactly how badly I’ve been thinking about him.

Red has added attachment second_day.jpg

[Bigby]: I see you have been enjoying my gifts. Have you had any… accidents?

[Red]: No sir, but I was very close this afternoon while you were teasing me.

[Bigby]: I’ll have to step up my game then. I see the nipples are a little swollen. Do they hurt?

[Red]: Honestly, after a while, I forgot that I had them on Sir.

It was true; Stiles had all but forgotten about the nipple clamps that were turning the once pale nubs a scarlet red. They stung if he touched them or his shirt rubbed too hard against it, but they were manageable.

[Bigby]: Turn the camera on and tug them softly. Not enough to remove them, though.

[Red]: Sir, yes sir.

Stiles reached up to turn the camera on, now grateful he had a mask on his face so he wouldn’t need to worry about angling it away. His fingers moved to brush against the red nipples, mouth opening as he felt the pain and pleasure radiate. He tugged one gently, whimpering loudly and curling in on himself.

[Bigby]: Don’t hide yourself. Show me everything.

He whimpered again as he spread out once more to show the nipple he had tugged on now a firetruck red. His eyes closed, tugging the second one now. Tears filled his eyes as he felt the metal move just a little with each tug.

“Sir, sir, please!” Stiles cried, knowing that the pain was probably the point. “It hurts”

[Bigby]: Take your boxers off, pup. Then pull the clamps off completely.

Stiles swallowed hard as he read through his tears. This was what he had feared the other would say. No remorse for Stiles’ pain, no plan to alleviate it. Only a command to continue.

He stood up, sliding his boxers down, and realized that despite all the pain, he was still very hard. His cock strained against the leather straps as he sat back down in the chair. Steeling himself, he grabbed the thin chain between the two of them and yanked it with one swift motion. Both clamps slid off with the force, eyes wide as he heard them clatter to the ground.

[Bigby]: Good. Now, play with them a little. Tug them, toy with them, lean back and show me how needy they are.

Without hesitation, Stiles leaned back and began to tug the swollen nipples. It felt good to work the blood back into the chest, his cock twitching in response to the stimulation. They were still a bit sensitive, but he was slowly starting to feel good now.

[Bigby]: You’re a gorgeous pup, you know that? Your body looks like it’s begging to be tied up and marked until you can’t take it.

Stiles cried out at the words; images of him tied up flooded his mind. He swallowed hard, rubbing his nipples more as he watched the screen for another command.

[Bigby]: Spread your thighs.

He swallowed again and moved to spread his thighs so everything was visible on the camera. He felt a blush creeping over his face as he thought about the man on the other side of the video. He was watching this, seeing everything without showing anything to Stiles. This control he had over the boy was intoxicating.

[Bigby]: Turn around. Bend down and spread your cheeks. I’ll play a sound when I want you to turn back around.

“Yes sir,” Stiles said softly.

He moved to adjust himself on the chair, bending over and gripping his cheeks to spread them apart. He felt the stretch around the toy and bit back a loud groan. As soon as he was in position, he felt the vibrations begin again. This time the pulsation was in a pattern similar to the first time; a low hum that was there but not quite intrusive. After a moment, the buzzing became faster and harder, Stiles losing his grip occasionally.

“Fuck! Sir…” he whimpered in a half-pleading voice, “Sir, it feels so good!”

The vibrations continued to grow, and the toy continued to push onto his prostate with each passing second. He knew he was done for. If he wasn’t allowed to have an orgasm in the next minute or so, he was going to break the first rule.

“I’m so close! Please!” He cried out, knowing the other could clearly hear him.

As soon as he said it, the vibrations stopped completely, and a loud sound played over his computer. He licked his lips, letting go of his cheeks and turning around again so Bigby could see the fruits of his labor. Stiles’ cock was dripping with precum, and the leather right beneath the tip was slick with how much had dribbled during this attack. Stiles’ face was a mess behind the mask, his body heaving from how close he was.

[Bigby]: You are a sight. Maybe I’ll make you stay hard like this until we meet again on Wednesday. Begging me for days to let you release. Sitting in your sexual frustration….

“No sir, please! Please let me cum. I promise I’ll be a good boy; I’ll do whatever you want. Just please, please let me cum!” Stiles was now pleading in such a broken voice he didn’t realize it was him saying this. He waited with bated breath for the man to type, his whole body trembling in need.

[Bigby]: Well, since you said anything…. I need you to use the card I gave you and purchase these:

[Bigby]: https://www.amazon.com/dp/B07MBM9YB2

[Bigby]: https://www.amazon.com/dp/B073W57CY2

[Bigby]: https://www.amazon.com/dp/B00SPNXNLW

Stiles clicked on each link, his eyes wide as he looked over each item. Lacy underwear with garter belts, skimpy schoolgirl skirts, and a pair of panties made specifically for men. He swallowed, shocked that he was so turned on by the idea of being seen in this.

“I will, Sir. I’ll order them as soon as you let me cum!” he whimpered, suddenly feeling the vibration return more powerful than before.

[Bigby]: Then come for me.

He didn’t take long after and an orgasm ripped through his body without touching his cock once. He collapsed on the chair as he felt the semen drip down his stomach and the harness.

[Bigby]: Don’t let it go to waste. Lick it all up and swallow it.

Stiles slowly scooped cum from his stomach and licked his fingers clean for the camera, eyes closing as he tried to make it as sexy as possible.

[Bigby]: You look so good when you do that. I’d like to see those lips around something soon. Maybe I’ll send you a nice dildo to suck for me.

“Please, Alpha. Let me suck your cock,” Stiles begged for the camera, opening his eyes so the other could see the need behind them.

[Bigby]: Dangerous. Order those outfits, and I’ll send you another gift this week. Be sure to send me pictures all through the week now that you have my WhosApp room.

“Yes sir, I’ll be sure to keep you updated.” Stiles pulled back from the camera, looking at him. “Should I put the clamps back on for you?”

[Bigby]: No, take a nice hot shower. Think about everything I’m going to do to you this week; think about how I’ve been going easy on you so far. This one time, I’ll allow you to cum again in the shower only because I will not be letting you have an orgasm until we meet again on Saturday.

Stiles’ eyes widened. It was Monday, and Bigby was going to meet him on Wednesday again for another one of these sessions as well. What was he going to do?

“What—what if I cum on accident during one of your teasing moments, sir?” he asked, his voice wavering in concern.

[Bigby]: Let’s cross that bridge when we get to it. But for now, I want you to try your best for me, pup. Can you do that?

“Yes Alpha,” he whispered. “I’ll do my best.”

[Bigby]: All I wanted to hear. Turn the camera off, wash yourself up, and send me pictures of you enjoying yourself in the shower. Understand?

“Yes, thank you, sir.” He offered a half smile as he turned off the camera.

[Bigby]: Goodnight, Red.

[Red]: Goodnight, Alpha.

The chat has been closed by the Host.

Stiles licked his lips as he felt himself visibly relaxing after the session. He took a deep breath and closed his eyes for the briefest of moments. Then reality sank in and he realized he was going to have a hard-on constantly these next few days if Bigby wasn’t going to allow him to orgasm. Luckily, the man didn’t say anything about having multiple orgasms in the shower today.

He paused, realizing that he probably shouldn’t overextend the generosity that Bigby bestowed on him. It would be better just to take the one that was implied and make it a great one. With that mindset, Stiles moved off his computer chair and walked into the bathroom. This time he kept the Mountain Ash circle up so if a certain Sourwolf decided to visit him again, he couldn’t sneak in.

The shower was great, especially since the plug and harness were able to be removed. His eyes closed against the spray, mouth twitching. His hand snaked his way down to his still semi-hard cock and began to stroke himself gently.

Bigby had told Stiles to think about what he was going to do to him this week, but Stiles' mind kept moving to Derek. The thick muscles beneath the tight Henley shirt always seemed to ripple just right. He imagined the wolf pulling that shirt off to reveal the three spirals interlocking tattoo on his back and stepping out of those tight bootcut jeans.

He had never actually seen Derek below the waist without clothing on, so he didn’t know what to expect, but he often imagined a large surprise with thighs that could crush Stiles’ head without much effort. That vision twitched through Stiles’ cock enough to get him to full mast.

Do you like watching me strip that much, Stiles?

The daydream continued as Derek stepped into the shower and pressed Stiles to the wall, the wolf’s nose burying into Stiles’ neck. He had seen the wolf do this for the betas, scenting them, he called it. Stiles had some innate need to be included in everything, so when he asked to be scented too, Derek ignored him. So now, in his dream, Stiles was going to be scented the fuck out of.

You have such smooth skin. I could connect the dots of your freckles with my tongue all day.

Stiles shook his head, knowing that Derek would never say something so cheesy. His mind just craved whatever attention he could get, and right now, it was Derek Hale whispering sweet nothings in his ear while pressing him against the wall.

I’m going to fuck you until you can’t stand and your body can’t remember what it feels like without me.

Now that sounded more like Derek.

He stroked himself as imaginary Derek began rubbing against Stiles’ back, spreading his cheeks and placing his thick member between them. Stiles arched himself so he could accommodate the position, aching to feel the real thing.

Look at this slutty ass, I could fuck you all night and it would still want more.

Stiles’ eyes rolled back as he began thrusting into his hand with more of an animal need. He had only just had an orgasm with Bigby, and yet the thought of Derek Hale using his ass cheeks as a cock sleeve was enough to make him painfully hard again.

I’m the only one who gets to touch you like this, Stiles.

“Yes sir,” Stiles whined to no one as he rubbed himself harder. His chest was pressed tightly against the tiles of the shower, and his ass was pushed out as if someone was going to come and fuck him like this. Like Derek was going to fuck him.

You’ll be mine, Stiles. I’ll own this ass. And I’m going to take what’s mine.

Stiles came at that thought, his body jerking violently as he thought about Derek wanting to own him. It was something he had never actually thought about until he had met Bigby. Now that it was on his mind, he honestly couldn’t stop thinking about Derek…

He grabbed his phone and moved to snap a few pictures of himself from the neck down for Bigby, his cum still dripping down his chest from his orgasm. He swallowed at the thought of his private nudes going out into the world, but it was a little bit of a turn-on.

He received a response from the dominant, confirming he had received the image and reminding Stiles that he wasn’t going to orgasm until Saturday.

Stiles didn’t need the reminder; his cock would remind him daily.

Chapter Text

“Stiles, are you coming over tonight?” Isaac asked at the end of their last period, “Derek said you both were going to be researching together.”

Stiles gave a noncommittal shrug, not really looking forward to sitting in the loft for hours while smelling like pent-up lust. He had been in a mood all day. It started with waking up with his nipples on fire and his cock harder than it had ever been.

If he thought Monday was terrible, Tuesday was taking an eternity and a half to finish. Luckily, Bigby seemed to be silent on the vibrator front, which helped Stiles concentrate as much as possible during the day.

“Are you fucking Derek?” Isaac asked after a little while.

“ISAAC!” Stiles shouted, alarming a group of freshmen. “How can you—“ he lowered his voice, “I’m not sleeping with Derek. Derek doesn’t like me, remember?”

Isaac rolled his eyes. “Yeah, because spending time alone with you to ‘research’ really means he hates you.”

“What do you mean?”

“I mean –“ Isaac paused for a moment, “he says that the loft needs to be vacated if you two are doing research. So he sends us on patrols or makes me go over to Jackson’s. Says he thinks better when it’s just you two.”

Stiles was – for once – speechless. Derek had said that? He felt pride swelling up inside him. Until he realized it wasn’t pride.

“Stiles, did you just get a boner?” Isaac asked though it felt more like a rhetorical question.

“So you’re going to Jackson’s tonight or patrol?”

“You got a boner from me talking about Derek?! Oh my god, you are sleeping with him!” Isaac hissed, pulling the other behind the school. “Since when?”

“I’m not! God, I just maybe… am doing something. With someone else,” Stiles whispered back, not looking the other boy in the eyes.

Isaac looked like a lost puppy.

“I’m… doing something online.” Stiles finally confessed. He didn’t know why he decided to disclose it to Isaac, of all people, but he didn’t want him blabbering all over that Stiles and Derek were sleeping together. As much as he would like it.

“Like a long-distance relationship?” he asked honestly. “Or are you just sexting back and forth?”

“The latter,” Stiles said with a roll of his eyes. “Just—don’t tell anyone.”

“Oh, I won’t. I just was a little worried that I’d walk into the loft and find you hanging from the ceiling on a sex swing.”

The human’s eyes widened as he thought about that. Derek tying Stiles spread eagle on a sex swing and showing off his slutty body to anyone that would walk in. His pride may have started to swell again.

“Please stop, Stiles.”

_-_-_-_-_-_-_

Stiles had tried to calm himself as much as he could before meeting with Derek that night. He had purchased the items Bigby had shared with him last night and felt a little giddy that they would be arriving by Wednesday. Thank you for one-day shipping.

He managed to get himself to the loft relatively on time, no more than a few minutes late. The wolf was standing in front of the corkboard, looking through the notecards with names that were connected with small strings to the big mysterious question mark Lydia had decorated with candy cane stripes.

“You’re late,” Derek’s voice was calm as he moved one of the cards so he could add another one.

“Sue me, I had school stuff.” Stiles lied easily as he put his bag on the table. If this had been a meeting with Bigby, he was sure there would have been some curt words and a punishment that followed. Derek, however, just continued to work on the actual issue at hand.

Stiles was a little disappointed.

“Did you find something new, or are you making it look prettier?” Stiles walked up behind the wolf and slapped his hand on the other’s shoulder. Derek glanced down at the hand with a cock of his eyebrow. Stiles slowly lowered the hand from him and crossed his arms instead.

“New information. I reached out to Elder Joris this morning. He confirmed a few more names that weren’t public yet.”

Stiles watched the additional names Ellie Lewis, Bryan Hopper, and Gene Figarro were placed on the growing corkboard. In total, 20 names for 19 missing people and one confirmed dead. Stiles took notes on each missing one and put out a feeler for any time the names were brought up on any web source.

“What was he like? Joris?”

Derek frowned a little, still not moving from the board. “Eager.”

The human waited for more information or at least something that would describe their only lead more, but Derek was done talking, it seemed. “Great. Real descriptive.”

He cracked his knuckles before continuing his search through the web, taking note of Facebook profiles, Spotify accounts, school records, and anything else that could potentially lead them to the others. He was so focused that he didn’t hear the wolf walking up behind him until Derek’s hand was resting on the table, and he was leaning over Stiles to gaze at the computer.

Derek’s hot breath caused a shiver to run over Stiles. A shiver that raised goosebumps on his skin and caused his still painfully needy cock to twitch against the confines of the leather straps.

“Personal space, fluffy. Ever heard of it?” Stiles tried to hide his arousal with sarcasm, but his voice lacked actual bite. Derek did ease up, though, moving from staring at the laptop screen to answering his phone.

He held a finger up, signaling he would be back, and began chatting with who he assumed was the delivery boy.

Stiles returned back researching when he felt the buzz between his thighs. Unlike the other times before, Bigby seemed to have a vendetta against him for being good. The buzzing was the highest he had ever felt and with the smallest intervals between them. It was one second of intense buzzing and then another nine of nothing.

He was gagging for it after the fourth time, gripping the table tightly and trying to be as quiet as he possibly could with sonar ears here. Part of him hoped that Derek would hear him, smell him, and take advantage of him. Then he wouldn’t have to wait until Saturday to have an orgasm. But Bigby’s first rule was that Stiles belonged to only him, and Stiles wasn’t a cheater.

No matter how much he lusted for Derek.

After the sixth cycle of vibrations, it became still. He thanked every god he could think of that Derek had been getting their food during all this. His cock was tightly bound by the cage, and he could feel the dripping against his body, threatening to overflow if a strong wind blew on it.

“You said Indian, so I got you Tikka Masala and garlic naan,” Derek put the takeout bags on the table next to his elbow and turned to face him.

Stiles made a small, noncommittal noise as he decided to sit at the table rather than stand.

This caused three things to happen:

Firstly, Stiles realized all too late that the chair was actually not at the table and had, in fact, been the reason he was standing in the first place.

Secondly, Derek had reached out with impeccable timing to grab Stiles by the shirt to prevent him from falling. By proxy, he grabbed the innocuous chain connecting the two nipple clamps. This wouldn’t have been too big of an issue if he had stopped falling, but Derek tugged him by the shirt to keep him upright while the rest of his body kept falling.

Thirdly, the yank to his nipples was the final straw and his orgasm was ripped from him like a storm. He made a very loud, very obvious noise that echoed through the loft. If the noise wasn’t enough, Derek could have just looked down upon his messy, wet jeans.

“Stiles.”

The brunet was still suspended in the air, Derek’s fist white-knuckled in the fabric.

“Yes?”

“Do you need to borrow the shower?”

“Yes.”

_-_-_-_-_-_-_

Stiles felt like his face would never return back to normal. He was currently standing in Derek’s bathroom naked and sticky from his own release. It had started to dry against the leather and his stomach which would have been enough to complain about, but add the fact that Derek had heard and seen and smelled it…

His hands shook as he pulled his phone out and texted the WhosApp that he had broken the rule. He had cum without permission and what’s more publicly. He sent a few snapshots of the mess and his red nipples before taking everything off and jumping into the shower.

The water was warm and washed away some part of his shame. He heard the door open slightly and close just as quickly. Stiles hoped, hoped that Derek had just tossed the towels on the floor without looking in. He probably wasn’t that lucky.

Stiles finished quickly and scrambled out to get dressed. His jeans and his boxers were gone, in their place were a pair of sweatpants and a three-pack of briefs that had never been worn. Derek probably had replacement clothing all over the loft for accidental werewolfing.

He grabbed his phone and felt his breath stop as Bigby wrote what looked like a novel. He licked his lips as he opened.

[Bigby]: I suspected this would happen. You did say it was your first time having a Master. Clean yourself up and be sure to replace everything back once you have. I have sent you a package that will be arriving tomorrow. Please be sure this is available for use by our Wednesday session. You will be punished accordingly. Please refrain from any further accidents or I will have to punish you more than I have planned. Remember, you are mine and only mine, and I am feeling very jealous you are naked like that in someone else’s presence.

Stiles shivered at the last sentence; you are mine and only mine. He had never been told that at least not in a sexual way. Scott had told him something similar as a friend, but it didn’t make his stomach tie in knots and his cock erect.

[Red]: Yes Alpha, I am sorry.

[Bigby]: Don’t be sorry, be better.

He licked his lips again as he moved to put the cage and plug back in. He grabbed the nipple clamps from the pile of his shirt and with a hiss replaced those as well. Dressed, he made his way back down the spiral stairs where Derek was sitting at the table with his phone in hand.

“So---”

“Your clothes are in the wash.” Derek’s words were terse, avoiding anything like actually having a conversation. So normal.

Stiles breathed a sigh of relief as he sat down on the replaced chair. He opened his laptop again and dove into the research while spooning rice and Tikka Masala into his mouth. It was good and spicy and distracted him from everything.

It was well past 10 when Isaac and Jackson walked through the door, arguing fiercely about something that seemed trivial.

Both of them paused when they saw Stiles still sitting on the chair in sweatpants that he could only assume was Derek’s. This didn’t look great.

“It smells like sex in here,” Jackson sneered with his nose lifted.

Isaac looked like he was about to agree when he met his eyes with Stiles. The two shared an almost telepathic conversation in that small glance. Isaac cleared his throat and walked over to slap his hand on Stiles' shoulder.

“Stiles always smells like sex. Mmm, Indian.” He grabbed the plate Stiles wasn’t finished with and proceeded to scoop it into his mouth. A small price to pay it seemed.

Jackson shrugged his shoulders, “You ready to patrol, Alpha?”

Stiles choked on his own spit, feeling his heart sputter at the term. No one else in the pack called Derek that as a title. Jackson seemed like the worst person to start the trend too. Derek got up, pressing a hand on Isaac’s shoulder and then another on Jackson’s. Scent Marking.

“Your jeans are done. See you on Thursday for Patrol.” Derek’s voice was muffled as he led Jackson out of the loft, leaving Isaac and Stiles alone.

The curly-haired boy leered, offering an almost lascivious smile.

“Not sleeping with Derek, my ass.”

_-_-_-_-_-_-_

Stiles had argued with Isaac for over an hour before finally giving up and driving home. His father was still out, the cruiser not parked in his usual spot in the driveway, so he didn’t need to sneak through the house. He made a pit stop at the kitchen to grab a glass of coke and a bag of something crunchy and then made a beeline to his bedroom.

His phone vibrated just as he was settling into his bed;

Home safe?

Derek’s name popped up on his screen, causing Stiles to shift a little uncomfortably. He had put the briefs and sweatpants on the table, so he hoped Derek hadn’t thought he just took them.

Yeah. Aren’t you on patrol? Derek Bartholomew Hale! No phones while on Patrol!

Jackson’s parents are calling from London. And that’s not my middle name

Of course it isn’t. Because it’s Susan!

Not even close.

Tell me, I promise I won’t use it as blackmail for future favors.

I think I have enough of that for both of us.

Stiles winced at the last message, licking his lips. Would Derek tell the pack about his accident? Worse, would Derek use that against him?

I was a teenager too, Stiles. Your secret is safe.

Go to sleep. See you Thursday.

Once Derek said goodnight, that meant every message that wasn’t “I’m dying” was going to be left on read. Stiles plugged his phone in by his bed and spent the rest of the night watching Netflix.

Chapter Text

Stiles had gotten out early from school, grateful that his independent study accepted “not feeling good” as an excuse. He drove to Corona to pick up the dozen or so packages they seemed to be telling him about. It ended up only being five, but that was more than he had ever had sent to him at once.

As soon as he got home and was in the comfort of his own locked bedroom, he began opening them one after another. The packages he had bought were tossed to the side in favor of the two Bigby had sent. He could tell they were from him thanks to the big letter B on each box. Slowly he opened the first to reveal more toys.

A stretching set and a new bottle of lube, cuffs for his ankles, and what looked like wrist cuffs that connected to the ankles. They had a magnetic lock that seemed to be released and opened by an application. He continued to unpack some of the other things until he found the bottom of the box.

Grabbing the second one, he ripped it open to reveal a dildo with a pointed tip and what looked like an inflatable knot. He looked over the instrument and saw it, too, was able to be controlled via Bluetooth. His mouth watered a little as he thought about taking it deep in his ass or his mouth as Bigby knotted him deep and hard like the Alpha slut he was.

His phone vibrated to signal Bigby’s invitation to the chat room. He quickly changed from his clothing to the new outfit he had purchased, including the silk panties that hugged him so well he couldn’t help but wonder why boxers weren’t made out of the material.

Only five minutes early this time, he took a picture of him in the outfit, lifting the skirt up a bit so he could see the panties as well.

[Bigby]: Welcome, pup. Hope you enjoy your gifts.

[Red]: They are from my Alpha, of course I do.

Red has added attachments third_day.jpg,third_day_2.jpg

[Bigby]: Two pictures? Are you trying to bribe me to forget that I need to punish you?

[Red]: No sir. I just thought I looked cute.

[Bigby]: You always look cute, but that skirt makes me want to bend you over a desk and fuck you into it like a dirty school girl. What I wouldn’t give to spread that ass and just take you with my fat cock, knot you deep like the slut you are.

Stiles’ breath hitched as he thought about it. One clawed hand wrapped around his head, pushing him into the desk while the other spread his thighs wider so he could have a better angle.

[Red]: I’m going to cum from just your words…

[Bigby]: Better not, or else I’m going to have to punish you even more. Now. Turn on your camera and grab the toys I just bought. Take your panties off but keep the skirt and stockings.

[Red]: Yes Alpha.

Stiles obeyed without much thought, taking the panties off and grabbing the box of things he had been given. He plopped down in his chair again to pause. In the box, there were what looked like several cameras you would see in a spy movie. He held them up to his webcam with a questioning look or as much as one he could muster under the mask.

[Bigby]: That’s for when I want to see different angles of you. It won’t record unless you turn it on. Press the green button.

Without too much hesitation, he pressed the button on one of the cameras and watched a green light flicker. He blinked, looking at the screen to see him from a different angle. He clicked the green button again and watched as it faded to black.

[Bigby]: Good. Now, I want you to put the new, bigger plug in and use the new clips and cock rings around you.

He slipped the cage off his cock and the clamps from his nipples in relief. It felt so nice not to have them for once, but he felt a little worried. How was this punishment?

The newer clamps were covered in a soft silicone that seemed much nicer than the metal ones, and the cock rings looked like they had the potential to vibrate. He put them on one after the other until four were wrapped snugly around his length and he only had the smallest one. One that looked like it had a tiny little stopper.

He swallowed, feeling it fit perfectly around his cockhead, and the small silicone plug fit in his urethra tip so snugly.

He grabbed the final piece, pulling his old plug out slowly. He eyed the new one, seeing that it had a loop that wrapped around his balls, which explained why his new rings didn’t have one. Slowly, with the help of lubricant, he slid the plug into his body and put the loop around his sack. The plug was larger, nearly three fingers wide and just as long with a curved tip that pressed against his insides.

[Bigby]: Looks good on you, pup. Now, I need you to set up the cameras so I can see you while you are punished. Put one in every corner of your room, one at the foot of your bed, and keep one between your legs.

Stiles quickly stood up, feeling a little weird with the new items on his body. He pushed past it to place the cameras exactly where Bigby had told him and turned the green button on. He returned back to the desk and held the remaining camera up for Bigby to see.

[Bigby]: Excellent. I can now see every angle of you.

Stiles watched as the screen filled with images of his room, all of the cameras focused on the center of the room.

[Bigby]: Go kneel on the floor, bring the cuff sets and your phone with you. Put the camera between your legs and lock your ankles together. Then put your hands behind your back and lock them in the timer handcuffs.

With only a slight delay, Stiles followed all the instructions. He felt a little nervous that he wouldn’t be able to control when his hands would be unlocked, but that only made his cock jump in excitement. Right before he locked his hands, his phone buzzed with a WhosApp call. He quickly answered and put in on speaker, expecting to hear Bigby’s voice for the first time. Instead, he heard a somewhat electronic voice reading off commands.

“Spread your legs wider and lock your wrists. When you are ready, say: Yes Alpha.”

Stiles put his arms behind his back, sliding them into the timed cuffs and spreading his legs. With a deep breath, he nodded his head.

“Yes Alpha.”

At first, nothing happened. Stiles felt a little foolish sitting there in the hardwood near the window. He looked up, realizing the curtains were slightly pulled apart and he could see outside clearly. Before he could think about what that might mean, the plug began to move. It vibrated gently at first, getting him used to the sensation before it began to pick up speed.

Stiles gasped, cock twitching against the binds as he felt himself attempting to move away from the sensation. The length poked out at attention, pushing itself past the short skirt material. After a moment, it subsided and turned off completely. He wondered if that was what his punishment would be like, and if so he wasn’t too nervous.

Then the clamps around his nipples shocked him.

He yelped, flinching away from the feeling but unable to get away. He whimpered a little as he felt the shocking continue in a pattern he couldn’t quite figure out. The plug began to vibrate again, this time harder and stronger.

Just when he thought he had everything he could take, each one of the rings around his cock began to shock him as well. All except the one wrapped snugly against his head. The plug in his urethra was vibrating and pulsing harder than he had felt before, his eyes rolling back from the combination of pleasure and pain.

“Since you couldn’t wait to cum, we should make sure you cum until you can’t.”

The electronic voice was just background noise as Stiles felt everything cranked up higher than he thought he could handle. His body was shaking in need, his mouth hanging open as he felt tears prick his eyes. All he wanted was to cum, but the plug was making it hard for anything more than convulsions.

He felt his balls tighten and an orgasm ripped through his body. It was probably the strongest one he had ever had and it was still going.

“Alpha! Alpha please!” Stiles' voice cracked as tears spilled down his cheeks. His ass twitched around the plug; wishing it was thicker, wishing it was deeper, wishing it was Derek’s.

He knew he shouldn’t be thinking about the other man while currently being with Bigby, but he couldn’t help it. All he thought about was the wolf’s hands tugging his wrists back, bending his body so that he could rub his cockhead over Stiles’ hole.

“Look at this slutty pup, wanting a cock already.”

The voice morphed in Stiles’ head to sound like Derek’s, visions of the dark-haired male slamming his cock in ruthlessly while Stiles panted and begged beneath him like a wanton whore. He spread his thighs wider as he tried to rock against the plug. The vibrations and shocks didn’t stop, in fact, they increased as he continued to beg.

It felt like time had effectively stopped and the only thing he could feel was his orgasms one after another. He lost count around ten; not sure if they were all actual orgasms or just after shock waves of pleasure. He didn’t care; all he cared about was staying upright. His vision began to grow spotty as he felt another orgasm ripped from his cock.

“Don’t quit on me now, Red. Tell me what you want.”

Stiles whined again, unable to really put together a full sentence, let alone explain what he needed.

“I want your cock, Alpha! I want you to pound into my slutty ass, take me like a bitch in heat! Fill me up as much as you can and knot me ...” Stiles cried out as he felt the vibrations turn up even more – if it was possible.

His nipples were raw, his cock was red and swollen, and his ass was dripping from lubricant and sweat. His cheeks were wet with tears and his lips were swollen from biting them to keep quiet. He wanted this to end, but he never wanted it to stop.

“I’ll be good, please! Fuck me until I’m nothing but a quivering mess filled with your cum. Please-- Please!”

The last orgasm was all he could handle, his body falling forward as his world went black.

Stiles woke a few minutes later, the vibrations and electricity had stopped and the binds on his hands were no longer locked closed. He slowly sat up, realizing the skirt he was still wearing was completely covered in cum. He flushed in embarrassment, looking over to his phone where a message read Come to the computer when you wake up.

He unbuckled his ankles and walked over to the chatroom.

[Bigby]: That was gorgeous, pup. You did so well for your punishment. I almost felt bad.

“Thank you, sir.” Stiles’ voice was hoarse and sounded rougher than usual. “I’ve never done anything like that before.”

[Bigby]: It was perfect. You can turn the cameras off. I want you to wash up, drink a nice, big glass of water, and take a nap. Then be sure to eat a big meal that isn’t just a hamburger.

Stiles had the good sense to flush, knowing he would have probably just gotten something quick to eat since he was lazy. He turned the camera off, trying to save what little face he had.

[Red]: Should I keep these ones on or put on my old ones?

[Bigby]: Please keep the new plug-in and the new cock rings. Return to the old nipple clamps as they are more discreet under clothing. I would also suggest ordering more panties. I think you should wear those from now on.

[Red]: Yes Alpha. Would you like me to send you pictures of me in the shower?

[Bigby]: If you wish. I want to have your nap as soon as possible. We’ve been going for nearly three hours.

Stiles’ eyes widened as he looked over to the clock. Sure enough, it clearly showed 8:59 PM. His dad should be getting home soon if he wasn’t pulling an all-nighter and he should think about getting something to eat.

[Red]: Alright, I’ll be sure to rest. Sorry again for having to punish me.

[Bigby]: It’s bound to happen with a new pup. Just be sure to keep trying your best. I won’t be letting you cum again until Saturday.

[Red]: Yes Alpha. Goodnight.

[Bigby]: Goodnight, pup.

The chat has been closed by the Host.

Stiles stretched his fingers and toes as he rolled from his chair. He went around the room, pressing the little green buttons on the cameras to make sure they were all off before removing his mask and hood. He then used a towel to clean up the floor before stripping the cum covered skirt and stockings. He then made his way to the bathroom and removed and cleaned the toys before hopping in.

The water was nice against his tired body, lulling him into a false sense of security. He was ready to pass out and sleep for a million years, but he knew he had to eat something that wasn’t just a hot pocket. He was debating on pizza or Chinese as he finished the shower and put all his toys back on. Before long, he was in his comfy pajamas, a big pepperoni pizza on his lap, and propped up against the bed watching Netflix.

He was so content he didn’t notice the small green light coming from the cameras around his room.

Chapter Text

School got easier and easier with the approaching summer vacation. Finstock had even spent the entire class period letting them watch old movies instead of whatever Economics they should have been learning.

“Stiles, are you free this weekend?” Scott asked quietly, trying not to wake the sleeping coach.

“Depends on what it’s for,” Stiles whispered just as quietly. He loved Scott, but if he was just asking Stiles to cover for him while he smooched on Allison, he wasn’t looking forward to it.

“There’s a big rave in Corona on Friday, and we were going to get everyone together to go. Danny made us fake IDs and everything.”

“Drinking with the pack, is Derek going?” Stiles asked sarcastically. His eyes widened as Scott nodded.

“He didn’t want to be far away from them. Something about 50 miles...”

Stiles opened his mouth and then closed it. There must have been another reason why Derek, fun sucker, dementor of a good time, was saying yes.

“Remember the last night club experience we had with everyone? With the whole Kanima?”

Scott shrugged his shoulders as the bell dismissed them. “Maybe he’s changing?”

“Who’s changing?” Isaac asked, meeting up with them as they filtered into the hall. “Is it Jackson?”

“Derek,” Scott offered.

Isaac rolled his eyes. “Because he’s taking us to a rave? No. There’s something in Corona that he’s investigating. We just reap the benefits.”

Suddenly, Stiles was feeling a little more anxious. If Derek had figured out about the PO box he had under his fake name, he was in serious trouble.

_-_-_-_-_-_

It turned out that Derek’s business in Corona had nothing to do with Stiles’ PO box and everything to do with another dead body that was found. This one was the same as before, completely sucked dry. There had been no name attached to the report, but after a bit of searching, Stiles was able to locate the report in the Corona Police files.

“Bryan Hopper,” Derek murmured as he looked over Stiles’ shoulders. The wolf looked back to the corkboard. “He was one of the earlier victims. If he’s showing up now, that means the rest are probably similarly dead.”

“Way to keep hope, wolfie.” Stiles rolled his eyes so loud it hurt his own ears. He continued to look through some research, pulling out recent photos of all the victims he could find. There was no discernible pattern; Males, Females, and Non-Binaries of every age, ethnicity, and sexual orientation. He didn’t know who or what was killing them, but he knew it could have been a human reason.

Derek was now standing in front of the board, looking over the names carefully again before scratching his neck.

“Are we really going to a rave on Friday?” Stiles asked finally, breaking the silence.

“We’re going to the club that our victim was last seen at to ask questions. It happened to be on a rave night.”

Stiles should have expected the answer, but it still surprised him; Derek seemed to really care about solving this. He wondered vaguely if the wolf was trying to make amends for his brutish way of solving the other Beacon Hills mysteries.

“We?”

“All of us. Pack and you.” Derek was sure to keep Stiles out of the Pack definition. Allison and Lydia were pack, but Stiles was just the plucky human who they brought along for sarcastic comedy. And half the time, they didn’t even want to hear it.

“Right. Not like I had plans or anything, just volunteer me.”

Derek turned to look at Stiles, cocking a brow in disbelief.

“I could have plans with my dad,” Stiles protested.

The brow only rose higher.

“Fine, I’m free Friday. Happy?”

There wasn’t a response, just Derek turning back to the corkboard and ignoring Stiles again. The two of them returned to their respective research until there was a knock on the door signaling the food had arrived.

They ate their tacos silently, only occasionally talking to ask for the hot sauce or napkins. Stiles felt a little awkward that they were comfortable like this, not sure exactly when they had been able to eat without throwing jabs at one another. Usually, he always tried to break the silence, but he felt that if he spoke now, it would ruin whatever fragile thing they had.

“Are you still free this Sunday to go visit Elder Joris with me?” Derek said finally.

“Should be. Haven’t been to church in years, so I might combust upon entering.” Stiles shot back lazily, licking his fingers clean from the burro’s sauce.

“I don’t think it’s that kind of church. The address looked more like a community center.” Derek finished his food and began cleaning up. “Bursting into flames doesn’t seem like a Stiles thing anyways.”

Stiles shot him a look as he grabbed another burro from the pile and bit into it. “You’re just jealous.”

Derek paused, looking over him. “I’m jealous that you’re going to burst into flames? Yes, because my lifelong goal is to be set on fire.”

The teen held his hands up, realizing what he had said. “I didn’t mean it like that.”

“How, exactly, did you mean it?”

Stiles opened his mouth to say something, but luckily their phones both began to buzz with messages from the WhosApp.

Come quick. Body found by the school.

The message had been from Erica, who was currently on patrol with Lydia. The two had made their rounds only to find the body in between some bushes near the Lacrosse field. It didn’t take long until both Stiles and Derek were outside the school.

“Same MO, sucked completely clean. This one is a girl, though.” Erica pointed to the corpse as they walked up, looking at Derek. “I haven't called the sheriff yet, but we should soon.”

Derek nodded as he moved to look over the body without actually touching it. Stiles watched the wolf take careful steps, eyes glowing red as he reviewed the corpse.

“There are no puncture wounds, so can’t be a Strigoi.” The alpha murmured as he took a step closer. “The body doesn’t smell like rotting, which indicates that there’s nothing left to rot…”

Stiles frowned a little as he took a step closer. Derek had been right, it looked like she had nothing but jerky skin and bones left to her. The body resembled a draugr from Skyrim rather than a human girl at this point. Her bones protrude out against the sickly gray-brown skin; her eyes were sunken so far back into her skull you couldn’t tell they were there. When he reached the right angle, he saw the milky, lifeless cataracts clearly.

“It’s like her life force was completely removed,” Stiles said finally. “We need to review the Bestiary.”

“Let’s get back to the loft. I want everyone to stay there tonight,” Derek spoke firmly to Erica, the she-wolf nodding before texting the pack. “I have enough clothing for everyone, Stiles. Just grab us coffee and meet me at the loft. You and I have research to do tonight.”

Stiles felt his mouth open at the invitation, realizing that he was being included in the pack. It was a small victory since it was only research, but he would take it.

_-_-_-_-_-_

After four cups of coffee and a hundred pages through the bestiary, the two were still at a loss. The rest of the pack had already gone to bed; Lydia and Jackson were asleep on the couch; Isaac, Erica, and Boyd collapsed on Isaac’s bed; Scott and Allison took the oversized La-Z-Boy.

Meaning that if Stiles and Derek ever did decide to sleep….

“Any luck?” Derek asked, looking up from his section of the Bestiary. His eyes were bloodshot and desperate, like he wanted an answer more than he wanted to sleep.

Stiles shook his head, putting his coffee cup down and debating on if he should pop an Adderall to keep himself awake. Caffeine and Adderall never mixed, but he was willing to try.

“Maybe we should call it a night, pick up where we left off in the morning. We have to go to Corona tomorrow to investigate the club,” Derek yawned.

Stiles frowned at the mention of the club, his mouth twitching, and he went through the list of victims. He quickly scanned all of their last known whereabouts and compared them to their activity for the last few months beforehand. It was a good thing that everyone posted everything on social media.

“Holy shit.”

Derek perked up at Stiles’ exclamation, moving from his side of the table to Stiles’.

“Holy shit. All of them were at a club several times over the past few months.” He turned the computer around to show the heat map he had created over one particular part of Corona. “Are we going to L'Aurore?”

The wolf grabbed the computer. He let out what could only be described as a sigh of relief, nodding his head as he got up.

“Yes, let’s get some fucking sleep. Do you have school tomorrow?”

Stiles shrugged, closing his laptop as he began to pack up. “Doesn’t really matter. I’ll just go home and pass out or something.”

Derek rolled his eyes, tugging Stiles towards the stairs. “My bed’s fine. I don’t want you driving on too little sleep. Get up there.”

The boy’s eyes widened as he realized that every other spot in the entire loft was filled with sleeping wolves and their significant others. He wondered where Derek would sleep as he trudged up the spiral stairs to where Derek had moved his bed. Without too much thought about it, he toed his shoes off and threw his overshirt to the side before unfastening his pants.

It wasn’t until the jeans were halfway down his calf that he realized Derek was stripping too. Derek was stripping too. He swallowed, watching the wolf until he was in just his boxer briefs and a gray tank top. Stiles quickly rolled into the bed to try and hide his shock. Derek was going to sleep in the same bed as him.

Sure, Isaac and the other betas were in a bed not ten feet below them, equally undressed, but Stiles still didn’t think the Alpha would willingly sleep next to him.

“We’ll talk tomorrow,” Derek said with a grunt, turning the side lamp off and leaving the room in total darkness.

Stiles lay on his back, glancing up at the paneled ceiling while he tried to think about anything else but the wolf sleeping next to him. His mind kept wandering through different scenarios where Derek ended up on top of him, pushing him down against the bed and whispering don’t wake them seductively.

He found himself thinking about Derek reaching over and finding out he was wearing the clamps and restraints. How the hand would slowly climb up his stomach and gently tease an inflamed nipple while the other hand twisted the plug between his thighs. He thought about him squirming and rubbing against the bed, trying to stay as quiet as possible with the betas in the room.

His imagination continued to run rampant as he thought about Derek manhandling him until he was sitting on his cock, grinding down against the bulge until his own cock was threatening to explode.

Stiles rolled over onto his stomach, trying to hide that he currently had the biggest boner in an Alpha wolf’s bed. Taking a few calming breaths, he managed to relax enough to fall into a fitful sleep finally.

Chapter Text

Stiles woke up to the sound of a phone alarm ringing through the Loft. His brown eyes slowly flickered open in annoyance, fully prepared to chew out whomever it was - until he felt the heat of skin under his cheek. His eyes trailed up to see that his face was resting firmly on the chest of the sleeping Scott.

Disappointment colored Stiles’ face as he realized that the wolf must have crawled into bed after Allison left for her morning run. He had hoped that he would find himself face to face with Derek, though if his usual morning struggle was any indication, it was better this way.

Stiles rolled off his best friend and slipped out of the wolf’s bed. Scott looked to be the only soul in the Loft at this time; a perfect opportunity to get coffee and take a shower without interruption. He had already sent an email to the school saying that he was staying home for the day, meaning he could take as much time this morning as he wanted.

The kitchen was completely deserted, but a pot of fresh coffee was still sitting on the percolator as if calling Stiles. The human grabbed his specific mug from the drying rack and poured the biggest cup he could. Two sugars and milk later, he was sipping it gently over the kitchen island.

It was moments like these that Stiles often wondered if this was what Pack life was like; what Pack life could be like if he was Pack. The sinking realization that he was still an outsider in this world dulled the once bright moment, Stiles now sipping his coffee with a disdainful face.

“I could be pack…” he murmured to no one in particular. He jumped in surprise as the loft door rolled open, and Derek walked in carrying grocery bags. Domestic.

“Help me put these away if you’re just going to stand there,” the wolf began placing bags on the island two at a time. “I have a few more in the car -”

“Yeah yeah, I’ll put your frozen waffles and chicken nuggets away, Grandpa.” Stiles put his mug down and began sorting through the bags for frozen and fridge items. The usual four gallons of milk, five dozen eggs, and four loaves of bread were put in their usual spots. He continued sorting through the items, placing each one where it belonged. It was like he knew the Loft better than his own home at this point.

Almost.

Derek returned with the next load of groceries, turning on his heel for another run.

“Did you buy the whole store, eyebrows?” Stiles called after him, opening the freezer to play jenga with the dozen pizzas and snack foods he knew would be gone in the next few days. Wolves ate like... well, like wolves.

Derek’s eyebrows furrowed at the comment as he returned but said nothing. The two of them continued to put everything away in gentle silence; something Stiles didn’t think was possible between them. Gentle was not a word he would use to describe his relationship with Derek.

Not that they had a relationship.

The two made quick work of the groceries. By the time the last box of Mac and Cheese was placed in the pantry, the loft door opened to reveal the remaining pack.

“Groceries, about time. We were running out of the flavors I like.” Erica flopped on the couch and began scrolling through her phone.

“You could always go to your house and eat your own food?” Boyd offered. The she-wolf didn’t exactly like that suggestion and tossed a throw pillow at his face.

Isaac made his way into the kitchen and handed Derek an envelope silently. The teenager seemed anxious at whatever was in the envelope - his hands continued to wring the bottom of his shirt as he watched the Alpha manhandle the paper.

Stiles caught a glimpse of the Beacon Hills Community College logo on it before Derek ripped the side open with one flick of a claw. He read through the letter for what felt like a full five minutes. He furrowed his eyebrows, letting out a somewhat dejected sigh before handing the letter back to Isaac.

Isaac’s eyes widened in fear as he snatched the letter out of Derek’s hands and read through the letter for himself. His eyes flicked from the paper to the wolf and back to the paper before he let out a combination of what Stiles could only describe as a puppy noise.

And then the impossible happened.

Derek’s lips split open into a full-blown, bunny-tooth grin. He reached out and gripped Isaac’s shoulder. Isaac flung his arms around Derek and let out the puppy noise once more.

“Am I missing something?” Stiles asked, feeling slightly out of the loop. He knew that after the Kanima experience, Derek and Isaac had become closer, but he didn’t know they had gotten this close. It was great for the two of them but left Stiles feeling once more like an outsider.

“I got my scholarship!” Isaac waved the letter a little more, pulling himself off Derek. “I didn’t know if I was going to be able to –”

“You have straight A’s,” Derek said with a sigh. “They would be idiots not to.”

Suddenly, Stiles saw the world he had no clue existed these last two years they had all been solving monster mayhems. Did Isaac ask Derek to help him study flashcards before a big test? Were there late nights finishing last-minute papers or projects? Did Isaac show each report card to Derek for approval? Did the two celebrate each small victory together?

“Are you all going to Beacon Hills?” Stiles asked, looking between the other betas.

“Beautician school, bitch!” Erica held her hand up with one particular finger proudly displayed, still not looking up from her phone.

“Gap year for me. But then yes,” Boyd reached over to put Erica’s hand back down. “What about you, Stiles?”

“Oh I–”

“Stiles got an internship!” Scott yawned loudly as he walked down the stairs shirtless. “He’s going to Quantico for the FBI program.”

Stiles glanced up at his friend descending into the conversation. He had told Scott he hadn’t accepted it yet. He still wasn’t sure if he wanted to be that far from his father, from his friends; from the pack. He glanced over to Derek, trying to see if this information changed any facial features.

“Stiles as an FBI agent?” Isaac let out a little chuckle. “That actually makes a lot of sense.”

“It does,” Derek agreed. His face didn’t seem to change from the half smile he was still reflecting from Isaac’s news.

A double edge sword. On one hand, Derek thought he was competent enough. On the other hand, he didn’t seem to bat an eye at the thought of Stiles being in Virgina.

“Scott’s going to the University of California,” Stiles pointed out in an attempt to take the attention off himself.

“With Allison and Jackson,” Scott made his way to the kitchen, took the coffee pot, and poured the rest into his cup. “Lydia’s going to Stanford.”

“So everyone is staying in California,” Stiles’ voice was soft, but he might as well have shouted it in a room full of werewolves.

He pushed himself off the counter and made his way to grab his bag. “I gotta go home before we go to the club tonight. What time are we meeting?”

“We leave at 1800,” Derek responded almost too quickly. “You can drive–”

“I got the keys to the Escalade. I’ll drive Scott, Allison, Lydia, Jackson, Boyd.” Erica piped up, her eyes finally looking up from the phone. The hazel green eyes were trained on Stiles. “Derek, you take Stiles and Isaac in the Camaro.”

Derek didn’t say anything but offered a nod at the plan.

“1800, sounds good.” Stiles’ words were terse, though he tried to brush it off as being tired. He pushed his way out of the loft and to his jeep without saying anything more. If he did, he wasn’t sure what would come out would be kind.

Once seated in the jeep, he took a moment to just calmly count down from fifty. Scott was trying to be a helpful friend by sharing his good news. He didn’t know that Stiles was struggling with the thought of leaving everything he knew and loved behind.

He didn’t exactly feel like going home, but he didn’t exactly feel like staying here. He wanted to talk to someone, but the only people he talked to were upstairs celebrating that their little pack would get to stay together. Without Stiles.

He wished it was Saturday so he could at least talk to Bigby. His eyes widened as he realized rule number four: You will tell me if something is bothering you emotionally or physically. This would fall under emotionally bothering him, right?

Stiles grabbed his phone, tapping the side with his pointer as he debated actually sending a message in Whosapp. He quickly typed out a message;

Alpha, I might be a little emotionally bothered.

He swallowed for a moment; this was something he wasn’t quite as good at. Bigby may have seen him without his clothing on, but this was completely different. This was laying himself naked.

Stiles hit send, closing his eyes in concern. What if he didn’t respond? What if he didn’t care?

The ding of a new message brought his eyes fluttering open.

Thank you for telling me, Pup. I’m here to listen to you or if you just need to forget, I can help too.

It was an almost refreshing message; no judgment, no asking how he was feeling, just… just an ear.

I’m just feeling anxious about moving away from my friends and family. What if I go off and they just forget me?

If your friends were to go away and you were staying, would you forget them?

No, but I’m not… them. They still have ties to one another. I’m a lone wolf.

You have family and friends. Even if you leave, your presence will still linger. Pup, you might think this is them leaving you behind; it isn’t. This is you moving on. You are on your way to bigger, better things. And if you need to, you can go back. But you are taking a step forward. You are growing. If they can’t see that and are holding you back, they aren’t worth your time.

Stiles licked his lips softly as he read and re-read the message over and over. It wasn’t telling him to make a choice; it was telling him it was his choice to make. He had been close to the pack for almost three years. If a six-month internship changed that relationship, maybe it wasn’t as strong as he thought.

Thank you, Alpha.

I also wanted to let you know I will be going to a club to celebrate a friend’s birthday tonight. I don’t know if that’s important?

Good to know. Expect me to send my warm wishes. Send me pictures of the evening, Pup. We will have a session tomorrow.

Yes Sir.

Stiles put his phone on the seat, feeling slightly better about the whole college situation. He was about to start his car when another ding sounded. Thinking it was Bigby, he opened the message. Rather than Bigby, it was a message from a certain wolf who communicated with the secret language of eyebrows.

Congratulations on the Internship. Maybe the FBI will finally have a competent person.

Are you saying I’m competent?

I said maybe.

See you tonight.

Now he was feeling better.

_-_-_-_-_-_

Stiles spent the rest of the morning and afternoon preparing for going out; he took the longest and hottest shower of his life, indulged in several Netflix episodes, ate his leftover pizza, passed out halfway through eating said pizza, and finally started to get ready for the night.

He was about to put his favorite pair of Batman boxers on when something else caught his attention. The black lacy panties that Bigby had told him to purchase. He hesitated for a moment but grabbed them and slipped them on.

Stiles quickly dressed in his jeans and plaid ensemble he had picked especially for this night, not exactly a clubbing attire but still better than his usual day-to-day. He glanced at the clock and moved to exit his room only to run into his father.

“Oh, Dad! Are you –”

Noah held his hand up as if he was trying to prevent a lecture from his only son. The man had dark rings around his eyes like he had barely been sleeping, though his smile was still plastered on.

“Just here to shower. Was hoping I would catch you, though,” he handed Stiles a few envelopes with his full name just plastered all over them. “Looks like you might have some other options.”

Stiles took the envelopes one by one, flipping through the schools. ASU, UoN, WSU - Arizona, Nevada, Washington state - schools closer to California than Virginia ever would be.

“I’m proud of you,” he said with a soft voice. “She would be proud of you. No matter what choice you make.”

His father had no idea that he was having this same crisis not four hours ago.

“Even if that choice is 3,000 miles away from here?” Stiles asked hesitantly, though he knew the answer. Sometimes he just needed to hear his father’s voice.

“Even if you choose Quantico,” Noah affirmed, “You would make a hell of an agent.” He put his hand on Stiles’ shoulder and squeezed it tightly.

Stiles offered him a smile, wrapping his arms around his dad and hugging him tightly. “I’ll have to think about it, I have until June to make the choice.”

“I think you’ve made it already, kiddo.” the sheriff chuckled in the hug. “Just gotta take the leap.”

They broke their hug, his dad still keeping a hand on Stiles' shoulder.

“Stay safe tonight, ok? Don’t get too caught up in the Ghost Gang thing.”

“Scooby Gang, Dad. Ghost Gang sounds like an MTV show,” Stiles made a face as he broke from his father’s grip and walked down the hall.

“Right, Scooby Squad. Tell Scrappy Doo I’m still waiting for him to accept my offer.” He called after Stiles.

He didn’t answer his dad, already running a little behind to meet the pack. The drive to the Loft took less time than he expected; when he reached the Loft, he took the steps two at a time until he opened the door to reveal a leather and latex scene.

Everyone seemed to have gotten the memo that tight pants and midriffs were required. Everyone except Stiles it seemed.

Derek had even cleaned up nicely, the black t-shirt hugged his body almost like a second skin and the deep v showed just how hirsute the alpha was. And don’t get Stiles started on the jeans…

“No.” Jackson’s voice was the last thing Stiles wanted to hear, yet there it was. “No, no. This is not it.” The wolf walked up and gave Stiles a once over with his eyes.

Stiles was very happy Jackson had finally come out over the past few years, so happy the boy could fully be whatever he wanted to be. He just fucking hated when the former scaley did this.

Jackson grabbed Stiles’ arm hard and began tugging him up the stairs with an ‘I’ll fix him’ look on his face. At this point, Stiles has learned not to argue with him. The only problem was…

“Strip, I’m choosing your outfit.”

Stiles usually didn’t mind stripping and dressing as he and Jackson had shared a locker room for four years, but today. Today. Not only was he wearing underwear that looked like it belonged on a Victoria's Secret mannequin, but he also clearly had the nipple clamps still firmly around him. Isaac knew he was in a relationship online? Fine. Jackson?

Never.

“Just give it to me, I’ll wear it.” Stiles murmured, sitting on Derek’s bed in anticipation.

Jackson pulled away from the closet, giving Stiles an incredulous look. “You’re not even fighting me today? Who fucked the stick out of your ass…” the wolf threw a pair of black pants and a reddish t-shirt that Stiles knew.

“This is Derek’s,” he held up the shirt feeling his heart skip a beat. There was an unwritten rule with all betas that no one wore Derek’s clothing. No one. And this would be Stiles' second time in less than a week.

Jackson closed the wardrobe and leaned against it so he was face-to-face with Stiles. There was a half smile on the former snake’s face that seemed out of place for the moment. “I know. Strip.”

“Whittmore –”

“Stilinski.”

“-- at least buy me dinner first.” Stiles sighed, turning around so Jackson couldn’t see his chest. He pulled off his plaid and slipped on Derek’s shirt. A waft of the wolf filled his nose - a combination of fresh pine trees and rain - causing his cock to twitch at the thoughts of Derek. He was wearing the Alpha’s clothing. A scent mark, if you will. It still felt intentional even if it was against the wolf’s knowledge.

He slipped his jeans off next, waiting for Jackson’s snarky comments on his choice of underwear. But surprisingly, there was none. He put the pants on quickly and turned around so Jackson could get a good look at him.

“Better. You’re still hopeless, but at least this won’t diminish my chances of a date.” The wolf pushed himself off the closet, running a hand through his short hair, and moved to the stairs. “By the way, Andrew Christian makes more comfortable underwear. The lace can get a little itchy for everyday fit.”

Stiles opened his mouth but decided that this was the best possible outcome he could have expected and kept quiet. They both walked back down to the Pack, the group moving to their assigned drivers for the drive to Corona.

“So. What’s the plan?” Stiles asked.

Derek frowned, glancing at Stiles once over before shrugging. “We ask around to see if they recognize any of the missing people.”

Stiles let out a snort. “You can’t expect us to just walk up to people in the middle of a rave with the pictures like –”

_-_-_-_-_-_

“--HAVE YOU SEEN THIS PERSON?” Stiles shouted to the fifth person that night, the loud music blaring through the dimly lit club. The person shook their head, using the lull to escape and return to the dancefloor with a neon blue drink in hand.

Stiles watched miserably; this was probably the pack's stupidest idea. Who in their right mind would think going to a rave to gather information was a smart plan? His eyes trailed over to the dance floor where the rest of the pack was clearly working very hard at their tasks.

Lydia was between a half-dressed girl and an equally half-dressed man, Jackson was making out with someone in a corner booth, Allison and Scott were in their own little world in the middle of the floor, Erica, Isaac, and Boyd had taken a break at the bar, the three of them nursing the same bright blue liquid everyone seemed to be drinking.

Derek was nowhere to be found.

Defeated, the boy made his way to the bar to sit next to the three betas. Isaac turned to offer his glass to Stiles.

“WHAT IS IT?”

Isaac winced from shouting. Right, werewolf hearing.

“What is it?”

“Dunno, just called Jungle Juice,” The wolf whispered in Stiles' ear, sending a shiver up his back. God, he couldn’t wait until tomorrow.

He took the offensive color drink and downed the rest, wincing at the amount of alcohol within the small plastic glass. Of course, the wolves wouldn’t exactly be able to taste that, so he couldn’t blame them. But if he drank more of these…

Well, it would be a good thing Derek drove.

“Hey, can I get one?” Stiles asked the bartender, showing his arm where the 21+ wristband dangled.

She nodded, pouring him a glass and leaning over. At that moment, the two of them recognized one another.

“Baby Stiles!”

“Lady Marmalade?”

The Betas looked to the Bartender, a fabulously dressed woman who had hair for days; one who usually frequented the Beacon Hills Jungle on Drag Nights. She offered a smile, leaning over and pinching his cheeks.

“I haven’t seen you in ages, hunny. Been missing your little visits to my side of the Jungle.” She poured him a glass of the blue liquid and passed it over the counter. “What brings you to L'Aurore?”

Stiles took the drink, taking a large gulp of the liquid. “Looking into people missing who were last seen here.”

“Carl, I’m takin’ a fifteen!” Lady Marmalade called to the other bartender, stepping out from behind the counter. “You and your bodyguard can talk with me in the room. Follow me.” She hooked a finger at Stiles, ushering him to the door marked “Staff Only.”

Stiles followed dutifully with his drink in hand, glancing back to see Derek appear out of nowhere. “You need a bell.”

“I still think you need a muzzle,” Derek responded as he followed into the room and leaned against the wall.

Stiles rolled his eyes, though his entire body was nearly electrified with those words. He sat down in one of the chairs near the wall Derek was leaning on.

Lady Marmalade closed the door behind Stiles, her expensive heels tapping on the ten-cent linoleum as she sat across from him. “You said you were lookin’ for someone, sugarpie?”

“We’re looking for multiple someones. Their social media said they were here and it’s one of our only leads...” Stiles pulled his phone out to show her the photos of people.

She clicked her tongue and began scrolling through the pictures Stiles had saved on his phone. She looked through each one carefully, taking time to really zoom in and ensure she gave them the best review she could.

“I’m sorry hun, only this one looks familiar, but she hasn’t been back in months.” Lady Marmalade handed the phone back to him, showing the picture of Leigh De Anderson.

“You said she came here, though? Was it a lot?” Stiles took the phone and slipped it back into his pocket. While it wasn’t all the information they were looking for, it at least was something they could start with.

“She used to come every Friday to meet with someone. Tall, blond boy. Had an ass you could eat off for days. I think his name was Cam or Dan? Something like that.” She pressed a long nail against her temple, eyes widening. “You know what? There’s a high chance the people you’re talking about came here when the club was sharing space with another.”

“This club used to be two different ones?” Derek spoke up now, pulling himself from the wall.

Lady Marmalade nodded, giving Derek a once-over. “That’s right, scrumptious. I handled the fun party, and my partner ran the Fedish side.”

Stiles swallowed hard.

“He got his own space last month. It’s called ‘Double Dog Dare’. I’m guessing a lot of your somebodies might be recognized there. He takes appointments but might be a little wary of someone not in the scene.”

“Thank you, Lady Marmalade.” Stiles stood from the chair and drank the rest of his cup in one swift motion. Now that there was nothing to investigate, he assumed they would be on the bus back to Beacon Hills.

“Oh, my pleasure, baby. You know I’d do anything for my Stiles." She grabbed his cheeks and gave them a little squeeze. “You go out and dance your heart out.”

Her eyes trailed to Derek, giving him another once over. “And if Muscles over here won’t do it, let me know. I got a line of hungry wolves just waiting ”

Derek’s eyebrows rose at the comment, his eyes meeting hers.

“Thanks again, Lady Marmalade. I promise I’ll come to the Jungle again soon.” Stiles teased, opening the door for the two of them.

She put two fingers up and made the I’m watching you motion to Derek as he passed, and the two made their way out of the staff room. The noise of the club filled Stiles’ ears again, the low lighting taking a moment to adjust.

“How do you know her?” Derek murmured in Stiles’ ear. He knew it was because of the noise around them, but Stiles couldn’t help but shiver at the lips brushing his ear.

“We met at the Jungle during Kanima days.” Stiles said, turning around so he was now face to face with the wolf. “She became a sort of contact for certain research needs.”

Isaac came up from the bar, his glass once more filled with the blue liquid. He offered it to Stiles without hesitation, almost like he was trying to get the human drunk.

And Stiles wasn’t one to look a gift wolf in the mouth.

He took the cup and downed it quickly, his head swimming just a little. He really should have eaten something again before they came.

“Are we going?” Isaac asked though the words seemed a million miles away to Stiles.

“Apparently, we have to dance, or else she's going to have my head,” Derek grumbled. He motioned to Lady Marmalade as she walked out of the Staff Room and returned to behind the bar.

Stiles let out a laugh, leaning in to whisper in Derek’s ear. “You’re going to dance?”

He didn’t know if it was just his lucky day or if the liquid courage had anything to do with it, but Derek grabbed his arm and reluctantly tugged him through the crowd of people to the dance floor.

Spotting them from the floor, Erica took no time to start grinding next to Stiles. Her blond hair bounced through the neon lights. Occasionally the yellow glow of her eyes flickered in the din, but it didn’t seem to matter.

He wasn’t sure how, but the Betas kept feeding him the neon blue liquid until his fears melted, and he didn’t care what he looked like or who he was dancing next to.

It felt good just to let go.

At one point, he found hands grabbing his hips and pulling him close. He leaned back against the person, pulling the hands up slightly so the warm fingers grazed his bare skin rather than the soft fabric of the shirt. It was like little electric shocks sending pleasure in every place they touched. While Stiles was the sub of someone, nothing beat being actually touched.

Especially by the object of your dirty thoughts.

“You’re wearing my shirt.” the voice growled in his ear, eliciting a moan from the human. Derek didn’t move away, though; his cheek was still pressed close to Stiles’ ear; stubble rubbing in all the right ways.

Stiles leaned up, so close his lips were basically brushing the werewolf’s. “Then take it off me, Sourwolf.”

He wasn’t sure if he was imagining it, but he swore Derek held him just a little tighter before pulling away.

“Come on, you’re drunk. We need to get you home.” Derek pulled him off the floor, looking to Erica as if to ask if she could take Isaac home. Stiles didn’t know if she agreed; he didn’t even know how he made it to the car. He closed his eyes and found himself outside the loft, Derek leaning over to unbuckle him.

He closed his eyes again and opened them to find himself being placed on a familiar bed. Stiles sighed in contentment and began to snuggle into the pillows, unbothered by sleeping in his clothing. His eyes closed once more and he didn’t open them again until the sunlight trickled in through the room, and he woke up in his underwear and Derek’s shirt.

With Derek’s arm wrapped tightly around his waist.

Chapter Text

Stiles lay in bed, trying to remember what exactly happened last night at the club. When did he take his pants off and when did Derek decide the lack of personal space was a good idea?

It was a good idea, but Stiles just wanted to know the wolf’s train of thought.

The human began to shift the hand from his waist, trying to keep from waking the slumbering beast. He could feel the warmth radiating from the large hands - the fingers twitched with whatever dream the older male was having. How many times had Stiles thought about those hands in one way or another?

Holding his arms above his head, holding his chin while they kissed, holding his weeping cock while he was pounded from behind; but also just like this. Holding him while they slept in together on a lazy Saturday. No supernatural monsters or things that bumped in the night.

Just Stiles and Derek.

Pushing those thoughts from the front of his mind, he continued to push the hand off his waist so he could escape.

“Are you actually awake?” The wolf’s voice was groggy, deeper than usual.

It was not fair how the man sounded usually, but add the half-awake and so close Stiles could just press back against him…

“If I say no, will I still be held captive?”

The hand moved from his side, and the wolf sat up. Stiles looked over his shoulder to see that Derek was still fully dressed and looked like he had barely slept. Suddenly guilt rose up in his chest. What had happened last night?

“How much do you remember?” Derek asked.

“Lots of questions this morning,” Stiles rolled over onto his back. He winced as his head began to pound. “I remember being brought into the bed, but I still had pants by then.”

Derek nodded, letting out a hmm in agreement. “I put you in bed, left to go get a bucket in case you–” he made a gesture with his hands, shrugging his shoulders in pantomime. “--And when I got back, you were without pants and in what I assume is Jackson’s underwear.”

Stiles was about to correct the wolf when he realized how fortunate it was that Derek knew Jackson’s style of underwear. Which then begged the question.

“How do you know what Jackson’s underwear looks like?”

The wolf rolled his eyes, giving Stiles a one-brow raise. “I do laundry.”

“Right, ok, ok, continue.”

“Oh, can I continue telling you what you did? You’re allowing me?” Derek chided back, though there was no real malice behind the words.

“Yes, you have my permission.”

“-- So I told you to go to bed –”

Stiles nodded emphatically, twisting the comforter between his fingers. Usually, when Derek paused, it meant there was something that had to be said, but the man didn’t want to say it.

And suddenly, the color left Stiles’ face.

“No… oh god no,” the human grabbed the pillow and slammed it over his face. Maybe if he smothered himself, Derek’s next words wouldn’t come true.

“--And you said, ‘Yes Alpha’ and asked me if you were a good boy.”

“Nooooooo,” Stiles moaned from under the pillow. He was going to die. Right now.

Derek didn’t say anything for a moment, almost as if he was debating on continuing to give the play-by-play. “Then you threw up. Twice. And every time I left to clean up, you kept begging for me to lay with you. I think the exact words were –”

And here Derek cleared his throat, signaling he was about to do the most horrendous and likely accurate Stiles voice. “I need hands on my tummy, or else I’ll puke again.”

“I did not say tummy!” Stiles sat up, tossing the pillow at Derek.

“Derek, please touch my tummy 'cause I’m a fragile human who has no alcohol tolerance!” Derek continued to speak in his mock Stiles voice, holding his hands up in defense of the pillow assault.

Stiles continued to slap the wolf with his own pillow, embarrassment coloring his cheeks.

“You’re such a fucking asshole,” Stiles groaned as he stood up from the bed. “What did I really say?”

He grabbed his jeans and put them on quickly to try and ignore his embarrassment.

“You said you didn’t want to be alone,” Derek spoke in his normal voice.

Stiles wrung his hand on the bottom of the shirt, trying to decide if Derek was teasing him again.

“That’s all it takes then, say I don’t want to be alone, and suddenly you’re a snuggle wolf?”

“You’d do the same.”

Stiles turned around; the embarrassment flush was slowly replaced with something else. He wanted to say only for you, but it wasn’t true. If Isaac or Erica, hell, if Jackson said it, he would. He knew what it was like to be alone. Derek knew what it was like to be alone.

“Thanks. For taking care of my drunk ass.”

Derek stood up from the bed with a nod. His hazel eyes flicked from Stiles to the door where Isaac’s head was now.

“There’s something you gotta see,” the beta looked between Stiles and Derek. “Also, Allison brought doughnuts.”

_-_-_-_-_-_

The pack was settled in the loft's living room, everyone looking fairly well-rested and ready for the day. Meanwhile, Stiles was on his second cup of coffee and still had a headache. Life was unfair.

Derek was hunched over the laptop, scanning over the article that Isaac had shown him.

“Everyone is alright?” He asked again, glancing up from the screen.

After the two of them had left Corona, the pack had found their way to another club to continue the party. Only they happened to stumble on a body hiding in the dumpsters outside and alerted the authorities through anonymous tips. Derek was still kicking himself that he had left the Betas alone.

Stiles should have felt guilty too, but since everyone was alright…

“Two arms, two legs, ten fingers, and toes; all here.” Erica groaned, rolling her head back against the couch. “Can you stop asking?”

Derek grumbled but returned back to reading through the information. He began reading it aloud: “Body found in Corona, California has been identified as 30-year-old Jenny Kalvaras. The body was described as drained and was nearly impossible to identify– Stiles, do you have the list of people who are missing?”

The human nodded, moving to the bulletin board and looking over the list. He took a little string and attached it to the question mark to one Jenny Kalvaras. So far, they had found three bodies in addition to the first one. Stiles frowned, looking over the names and the dates they went missing.

“Huh,” he let out a grunt. “This is… bizarre.”

“What?” Derek asked, now standing behind Stiles and looking over the board.

Stiles jumped at the voice so close to him, especially thinking about how close they had been not an hour ago. He cleared his throat as he began pointing out the people.

“Alex was reported missing two weeks ago. Bryan, however, was reported missing in June of last year. And here, Jenny went missing in September of last year–”

Derek looked over the people, moving the pictures from the spiderweb Stiles had created to a list. “They go missing every three weeks. Look, Haley Edwards went missing more than a year ago. Three weeks later, Gene Figarro goes missing.”

The wolf continued to put them in order, the pattern too clear to be ignored. He placed the final person down, Alex. Twenty victims in total.

“So, if the pattern is holding–”

“Then we have a week to find the killer and stop them before they take their next victim. Maybe less.” Derek sighed, crossing his arms in a huff. “And we don’t even know where to start.”

Stiles sighed as well, letting his shoulders slump as he glanced over the group. “Maybe we will learn more with Elder Joris tomorrow? Is everyone coming too?”

The Pack all looked between one another, almost as if they were trying to figure out an excuse to get out of the research. One by one, they gave excuses – Allison and Lydia were packing for their France trip, Scott was going to Memphis to visit his father, Jackson was going to London on Monday to see his parents, Boyd and Erica had a date planned, and Isaac said he’d rather just have the loft to himself for a day.

Which meant it would be just Derek and Stiles.

Stiles cleared his throat, trying to think of anything but the wolf and him driving in a car alone again. And this time, he would at least be sober for it. He hoped.

“Alright then, so tomorrow. I’m going home so I can shower.” Stiles patted Derek on the chest as he stepped away from the board. Derek put a handout, pressing it against Stiles’ chest.

The boy swallowed, feeling the chain from his nipples tug slightly at the pressure.

“Are you safe to drive?”

“Derek Henry–”

“Not my name”

“--Hale, are you pack dading me?” Stiles let out a chuckle. “I’ll be fine. A doughnut in my stomach isn’t going to…”

He paused, looking up into Derek’s eyes. For the briefest of moments, he swore he saw the flash of red behind those hazel eyes. Stiles swallowed hard, his whole body reacting in an almost uncontrollable way.

“Eat something,” Derek said again. It was a gentle urging, not vicious or controlling. Yet Stiles had the strongest desire to get on his knees and obey.

More than his usual amount.

“Yes, si– yes.” Stiles bit off the Sir before he could say it. He grabbed a doughnut and shoved it in his mouth, trying to play off his sudden change in tone. “See you tomorrow.” He spoke around the pastry and made his way out of the loft.

He closed the door behind him and groaned. Why couldn’t he keep himself in check? Why was he constantly answering with ‘yes sir’ or ‘yes alpha’ to Derek? Bigby was his dom, and he was the one who should be ‘yes sir’d.’ Stiles glanced at his phone, checking his messages to see the one he was looking forward to the most.

Looking forward to our session tonight. 1900 PDT, don’t be late. I have plans for us that involve your full attention.

_-_-_-_-_-_

Stiles drove home a little quicker than he intended, possibly unintentionally running through a stop sign. He had a lot on his mind, and there wasn’t a whole lot of time to think through it.

On top of the bodies showing up all around him, he had exactly one week to try and find exactly what or who was killing them before they attacked again. And since the pattern was all over the great state of California, it was going to be nearly impossible to know exactly where their victim was going to be.

Surprisingly, Derek had let Stiles sleep in later than usual, as it was nearly three when he pulled into the driveway. He got out of his jeep and made his way up into the house. His Dad’s cruiser wasn’t in the usual spot, which meant he was more than likely home alone for the night. A usual at the Stilinski residence during Supernatural cases.

He took time to do chores around the house and prep his dad’s meals for the week. He even managed to sneak a small nap in once he had finished laundry and the dishes. He woke up with a headache the size of a lacrosse stick and decided to take a long and well-needed shower.

Stiles took his time to clean every inch of his body, trying to feel more human and less like a bundle of nerves and stress; and it worked for the most part. Every single drop of hot water was used, but he felt like he was finally at least a little calmer.

Changing back into a pair of his fancy underwear, he glanced at the Alpha’s shirt on his bathroom floor. He knew he should probably just wash it and return it to Derek, and yet… A voice in the back of his mind told him that it wouldn’t matter if he wore it one more day.

Stiles pulled the shirt over his head, the scent of the wolf faint but still able to be smelled over Stiles’ body wash. He couldn’t help but think about the warm hands touching his stomach, the fingers splaying across his side and pulling him tightly against the wolf.

“God Stiles,” he could hear the wolf in the back of his mind. Those hands drew him closer and the lips pressed softly against his neck. He could remember the feel of Derek’s hot breath against his neck; the rough feel of his beard scruff against the untouched skin.

And then the vibrations started.

Stiles leaned over the bathroom sink, groaning softly as his prostate was massaged with the toy, his whole body already so sensitive from his wandering mind. He checked the time, seeing that it was twenty minutes before his meeting with Bigby. So it was going to be one of those nights.

He swallowed, trying to pull himself up from the sink despite the vibrations. The way the plug was settled on his prostate made it very hard to keep his legs from shaking. He felt the vibrations continue through the toys, each cockring vibrating with its own pattern.

“Fuck,” Stiles whimpered. He opened the bathroom door with a shaky hand and slowly walked across the hall to his bedroom. He could barely concentrate on closing it behind him - the thought of mountain ash barriers far from his mind.

He knew the link for the chatroom wouldn’t work until ten minutes before the time to start so Stiles would have to suffer for at least ten more minutes. He groaned in frustration, grabbing his phone with a shaky hand. He took a few pictures of himself from the waist down, the silk panties stained already from his weeping cock. He quickly sent it to Bigby in WhosApp with the caption Please Sir plastered on it.

The vibrations stopped for a moment, giving a brief respite from the torture.

Then they started up again, the toys working overtime to pleasure and tease him. He could feel himself growing close already, eyes rolling back as he tried to fight the oncoming orgasm.

Join and turn the camera on.

Stiles cried out as the text came through, clicking the link faster than the speed of light. He leaned up and turned on the camera positioned on his bed frame, the green light blinking at him.

“Come for me,” the familiar electronic voice played over his speaker.

Stiles didn’t have to be told twice; his body shook with his orgasm as he felt his cock slide from the panty waistband and cum all over his stomach. And Derek’s shirt. He groaned, knowing he would have to wash the shirt multiple times before returning it.

“What a good little pup you are, can’t even wait for your Alpha?”

The human felt his face flush, licking his lips. “I’ve been thinking about my Alpha for days. Doesn’t help that every movement reminds me I’m yours…” He looked at the camera and pulled Derek’s shirt up enough to show the nipple clamps. He hoped that it looked as sexy to Bigby as he thought it did in his head.

It must have because the man growled through the device.

“I’m going to ruin you.” Bigby’s voice sounded less robotic now as if he turned the filter off. “And we’re going to get ready for that. I want you to be able to take my knot on Wednesday.”

Stiles swallowed hard, looking at the package on his bedroom floor holding the knotted dildo. It was fairly large by itself, but add in the inflatable knot that Bigby controlled? Downright terrifying.

Stiles was hard just thinking about it.

“Go get the stretching kit I bought you, pup. We’re going to get you nice and fucked today and Monday.”

“Yes Sir,” Stiles spoke softly, sliding off the bed and rummaging through the bedside table.

“I do love to see you bending down, though.” The voice was deep, free of any of the robotic static that had been there previously. Was Bigby using his real voice now? It felt like electricity rolling up Stiles’ back with each word.

He returned to the bed with the unopened toys and a bottle of lube.

“Take your clothes off and spread your cheeks for the camera. I want to see you as you stretch yourself.”

“Yes, Alpha!” Stiles responded without hesitation, stripping himself and tossing the shirt onto the pillows. He turned around and spread himself for the camera. For some reason, Stiles didn’t feel embarrassed like he used to. He felt as if he could do anything to please his alpha. Maybe he was finally getting used to being a sub?

“Pull your plug out and finger yourself.”

The human groaned, reaching up with shaking fingers and pulling the plug out. It stretched and released his quivering hole, the boy whimpering at the feeling of being empty. He grabbed the lubricant, squirting his fingers until they were covered with the smooth liquid. One finger, two fingers, and then he finally slipped a third into himself.

It was easier than the first time, the three fingers now up to his knuckles as he sought the prostate. The tips pressed the bundle of nerves and Stiles couldn’t fight, letting out a little moan of pleasure. Even though he had just orgasmed, his cock was twitching back to life.

He could feel the lube leaking between his fingers, glancing over his shoulder to the camera. The thoughts of someone else doing this to him re-surfaced, thick fingers that may or may not be attached to a brooding Alpha wolf stretching him open. Preparing him for an Alpha wolf's thick - although not confirmed - knot.

“Don’t get too excited, pup. Go get the dildo and another camera. I want one on both sides of you.”

Stiles blushed, realizing that thinking of someone else during his session with Bigby was wrong. He was one of the only people Stiles could count on being turned on by his scrawny body. Derek had no interest in him like this.

So why couldn’t he stop thinking about him?

“Yes sir–” He pulled his fingers out with a whimper, standing up and grabbing the dildo and a second camera. He placed it on the front of his bed so that you could see him at both ends.

“Good boy, now. Put the dildo on the headboard and grab the next size from the stretching kit. I need you to slowly slide the plug in and then show me how you would suck my cock.”

Stiles felt his heart skip a beat. His mouth dropped as he looked over the dildo. It was a healthy size, a little bigger and thicker than his own, but he had never given anything a blow job. He’d been told on a number of occasions he had blowjob lips - mostly as an insult from Jackson - but the practice was severely lacking.

“Yes sir,” he repeated as he pulled the dildo out and pressed it against the headboard. The suction cup was a little difficult to finagle, but he eventually secured it against the wood. He then grabbed the stretching kit and pulled out the first one. It was a little wider and longer than the one he wore daily, but it didn’t seem too difficult.

He got onto his hands and knees before easily sliding the plug into his lubricated ass. Stiles glanced at his phone to see the two cameras on him, the angles making him look like a completely different person.

“Show me how you suck an Alpha’s dick.” Bigby’s voice interrupted his thoughts, the human nodding as he moved to press his lips against the tip of the dildo.

Heat flushed over his cheeks as he realized how embarrassing it was to be sucking a fake dick before he even tried a real one. He let his tongue slide out over the silicone and began to slide his mouth around the tip. It felt strange but not as unpleasant as he thought. The silicone tasted like nothing rather than the cheap plastic he was expecting.

Egged on, Stiles continued to slide his mouth down on the device. He began to bob his head in time with his own rhythm; his eyes closed as he felt his mind wandering.

“Are you sure you haven’t done this before?” The voice of Bigby morphed into Derek’s in Stiles’ imagination. His overactive mind began to paint a picture of the dominating Derek Hale. The alpha wolf was standing in front of Stiles, naked and letting his heavy cock rest against Stiles’ mouth. That bunny-toothed smile plastered over his face; red eyes glowing in the dim light.

The human let out a moan as he began to slide deeper around the cock; no thoughts but to please his alpha. He imagined the wolf running thick fingers through his hair, holding his head down against the root of the cock before letting him come up for air. His cock twitched as he felt the tip of the dildo brush against the back of his throat.

God Stiles, finally found a use for this smart mouth of yours.

He pulled back, gasping for air as he let his eyes rip open. He had been so close to orgasming just from thinking about Derek Hale talking dirty.

“Good boy, grab the next size and slowly fuck yourself with it.” Bigby’s next command came, and Stiles didn’t even hesitate.

His fingers moved to pull the plug out and move to the next biggest one. This one looked a little more daunting - it was longer and was nearly as thick as three of his fingers. It was close in length to the dildo but still lacked the girth.

Lube in hand, he began to slide the next plug into himself. He felt resistance, his whole body trembling as he realized this was the deepest something had gone inside him. A cry of pain and pleasure escaped him as he pushed past and seated the plug entirely inside him.

“A-alpha…” he whimpered, realizing that he was suddenly feeling very full and unsure what to do with that information.

“Good boy, keep going. You can lay on your back if you want, but I want to see you fuck yourself.”

Stiles swallowed as he moved to adjust himself onto his back. The toy pressed against him, and his hand trembled from the change. He took a moment to catch his breath before slowly moving the device in and out of himself.

At first, he felt nothing but an almost burning sensation. He reached over to grab more lube and slowly added more to the toy. He then began to slide it back in, feeling much more comfortable with the length and speed.

It didn’t take long before he was feeling pleasure again, his eyes rolling back as he tried to concentrate on the feeling of having himself full. It helped that he could rest his head against the pillow and spread his legs for the camera.

“Stroke yourself, Pup. Let me see you enjoy yourself.”

Stiles didn’t have to be told twice; his hand moved to grab his swollen member as he continued to thrust the toy into himself. His mouth opened softly as it pressed against his prostate again; the pleasure pulsating through him. He was so close again, feeling his whole body pulse.

“Alpha… alpha I’m so close–”

“Come for me, pet.” The voice was a command, his eyes rolling back as he felt the release. His whole body tensed, squeezing tightly around the toy as he felt cum sliding down his hand. He could feel his chest heaving from the pleasure, swallowing as he waited for the telltale sign of Bigby finishing their call. He was covered in his own semen, and Derek’s shirt was basically ruined on his pillows, but he felt satisfied. This session was easier than some others.

“Last size, pup.”

His face fell, mouth twitching as he realized that he wasn’t done. A whine escaped his lips, but his cock did twitch again. Was there something wrong with him that he was almost a little excited about three orgasms in less than an hour?

Stiles slowly slid the plug out, shivering as he reached for the last one. It was as long as the previous, but the girth was as thick as the dildo. He whimpered softly as he began to press the device into himself. He learned his lesson and coated it in lube before sliding it any deeper into himself.

It went smoother than before, filling him up more than he ever had in his life. A moan escaped his lips as he tried to steady his breathing. For a moment, he just lay on the bed with the object in him - his thighs trembling from the feeling of the object against his prostate.

And then the vibrations began.

“Oh Fuck!” He cried, realizing it wasn’t a vibration but an almost piston-like motion from the plug. It felt like it was going to slide out at any moment, but because of the way the base of the plug was shaped, it hugged his taint tightly.

“Did you think you would be the only one having fun, pup? You’ve cum twice already and I haven’t even got to play besides teasing you earlier. I need you to get back on your knees and suck my thick, alpha cock while I pound into you. Can you do that for me?”

Stiles whined, feeling his legs continue to tremble as he nodded. “Y-Yes Alpha, anything for you.” With effort, he rolled himself back onto his hands and knees before pressing his mouth around the tip of the dildo.

He could feel his legs and arms trembling on the bed, making it almost impossible for him to stay upright the whole time. Every time he fell a little, his chain on the nipple clamps brushed against Derek’s shirt and caused a tiny gasp to escape his lips. His cock was weeping already despite his two orgasms. He was so tired and horny he couldn’t help but moan wantonly as he wrapped his lips around the length.

You can do better than that, Stiles

Derek’s voice echoed in the back of his mind, twisted and perverted for his own sick fantasy. But it worked. He began to bob his head with new vigor, trying to please the imaginary Derek. He could feel the pressure inside him growing as the device began to pick up speed; Stiles found his bobbing motions to match.

Do you like being filled on both sides? Like my thick cock pounding into both of your greedy holes? Answer me.

“Yff Upha-” Stiles whimpered around the dildo. Tears began forming behind his closed eyes as he tried to hold himself back. He knew he couldn’t orgasm without permission, but this was testing his strength of will. This was everything he had wanted in his slutty dreams.

“Come for me, Stiles.” The magical words came from Bigby. “Come for me.”

He cried out from the pleasure as he came from just his ass; the device twitching and pounding into him to milk his prostate. It didn’t stop when he came, though, no. Bigby continued to keep the device on for nearly a minute after. By the time the twitching stopped, Stiles’ sheets and Derek’s shirt were soaked. He panted, pulling himself off the dildo to catch his breath.

“Good boy. Clean up. No need to wear the plug tonight and tomorrow. You’ve earned a day without toys. But everything returns on Monday morning, understand?”

“Yes, Alpha.” He whispered, feeling his voice raw from his throat being pressed against the dildo. He licked his lips, looking over to the phone.

“See you Monday, Pup.” And the call was disconnected.

Stiles took a moment to catch his breath before turning the cameras off one by one. He glanced back at the mess of semen and lube covering his bed and Derek’s shirt.

“So laundry it is…” he groaned, leaning back and slowly pulling the plug out. He felt empty, as if something was missing. He knew that tomorrow would be odd without anything inside him, but he was looking forward to not wearing nipple clamps to bed for once.

He spent the next hour cleaning up his room and showering, throwing laundry in as soon as he could. By the time he checked his phone again, he had two messages. He glanced over Bigby’s, just a reminder that he didn’t need to wear anything and that he should drink some water.

The second was from Derek.

Pick you up at 0900 for the trip to church. What do you want for breakfast?

Stiles grinned, typing back his breakfast order from the usual place - two hashbrowns and a biscuit sausage egg sandwich. He waited for a curt response but instead, Derek sent a sticker of a wolf saying OK with its thumb extended.

For a moment, Stiles wondered if the Betas had taken Derek’s phone.

What is that?

It’s a wolf with his thumb up

I have eyes, Captain Obvious. I mean why did you send it?

Because I’m a wolf and I’m saying ok? Is that not allowed? Should I only stick to “grunts and eyebrows” as you say?

Look, if the wolf paw fits.

Erica showed me how to use them. It takes less effort to send a sticker than type a message.

Practical and cute. Two things Derek Oscar Hale is.

Not my middle name. But thanks for calling me Practical.

You’re not going to say anything about me calling you cute?

Goodnight Stiles.

Goodnight Derek John Hale

Stiles grinned again as another sticker was sent that showed a wolf saying “no” in big letters. He couldn’t help but feel a little giddy at the exchange. Maybe, just maybe, he and Derek had gotten a little closer after the events of last night.

Only just a little.

Chapter Text

“Are we almost there?” Stiles asked as he looked up from his sandwich. They had been driving for about 20 minutes already and while he appreciated that Derek had brought him breakfast, the silence between them had reached his limit.

Derek raised an eyebrow and glanced over to the human; he didn’t say anything but the look screamed did you really ask me that?

“I’m just asking, Lassie.” He reached over to grab his coffee from the cup holder and took a glance at the directions on Derek’s phone. It looked like they were about 30 minutes out still, but Stiles wasn’t sure exactly how accurate the timing was.

“Is there somewhere you have to be?” Derek teased, turning his eyes back on the road. “You can change the music if you don’t like it.”

Stiles rolled his eyes, pulling out the CDs from the glove compartment, and began flipping through them. Usually, the Betas got to choose the music, so Derek letting Stiles was an opportunity he wouldn’t miss. The CDs were mostly albums of bands the betas liked, but the further back he got, the less likely they were beta choices.

One of the last CDs in the case was very clearly a mix tape without anything but a Sharpie “Freddy” written on it. Stiles figured it was better than listening to Isaac’s indie pop again and put it in. Sure enough, the first song was something that sounded unlike anything the betas would listen to. It was actually pretty good.

“Who’s Freddy?” Stiles asked, leaning back as he sipped his coffee. “He’s got good taste.”

Derek tapped his finger against the steering wheel as the song continued to play. He opened his mouth a few times before finally clearing his throat. “Laura only called me Freddy to annoy me. She was the only one who could.”

“So – So Laura made this for you?” Stiles sat up a little. “Wait, Why Freddy?”

“Because it’s my name,” Derek countered. “Did you think my name was just Derek?”

Stiles opened his mouth before closing it again. “So your name is Frederick Taylor Hale?”

“Frederick, yes. Taylor no.”

“You’ve been lying this whole time?” Stiles feigned hurt as he shook his head. “How can I trust you when I don’t even know your name?”

Derek rolled his eyes, but a smirk crossed his lips. “Pot meets kettle, your name isn’t Stiles right?”

The human let out a half noise of protest. “That’s not the same!”

“It isn’t? So I could just call you Mieczyslaw at any time?”

Stiles felt his whole stomach drop at the use of his whole name on Derek’s lips. He had always hated the way people would butcher his name as only his mother really had called him that. Derek said it perfectly – his voice folded over it like someone who had been saying it all his life. Someone who had practiced it. It curled deep around Stiles’ stomach and made him question if he liked it or not.

“Was it Scott who told you? Or do you just happen to be very good at guessing Polish names?”

“Your dad,” Derek tapped his finger on the steering wheel again. Stiles noticed it was something that the wolf did when he was trying to decide if he should explain something further; a habit that hadn’t changed in the three years Stiles had known him.

“I was outside your house when the two of you were talking.”

“So you were spying on me?” Stiles teased, winking toward the wolf.

“No. It was after the Minotaur.”

Stiles remembered that week like it was yesterday. A minotaur had trapped the high school in a maze during the Junior Winter Formal. Stiles had very nearly been a sacrifice for the beast, but Cora and Derek had managed to find him before he was bull food. That was the night he told the pack he was going to tell his dad about werewolves and the supernatural. There was no hiding it, especially when Derek had fully shifted in front of the Sheriff.

“So you were checking up on me to see if my dad was going to turn Argent.” Stiles corrected himself. He felt the tips of his ears grow red at his comment about Argent, knowing it was probably in poor taste.

“Or I just wanted to make sure you were alright.” Derek shrugged a bit, tapping his finger on the steering wheel.

Stiles waited to see if Derek would continue his thought, but the wolf it seemed was done talking as they pulled into a parking lot. It frustrated him that they had been having such a fairly normal conversation only for Derek to stop it when he felt like it.

The two of them got out of the car and made their way into the building; the sounds of conversations carrying over the concrete walls and floors of the community center. The wolf and human rounded the corner and saw a group of people chatting around folding tables and chairs.

They looked like the typical churchgoers that Stiles had seen on the rare Easter Sunday his father and he attended in his youth. There was no indication that these people were worshipers of Therianthropy - until a stout man with wire-rimmed glasses and a large mustache clapped his hands.

“Alpha and Alpha Mate Hale!”

Stiles watched as the half dozen people stopped talking to one another in favor of watching the man approach Derek. He shook Derek’s hand firmly, grinning up at him happily. He was under five feet tall and looked almost like a kid looking up at Derek.

“Elder Joris?” Derek asked, a half smile plastered over his face. Stiles had seen this smile before. It was Derek’s ‘I want something so I’m pretending I’m not a grumpy wolf’ smile. Even though he knew it was fake, it still made Stiles’ heart flutter.

“Yes yes, a pleasure to meet you and your mate.” Joris took his hand from Derek’s and moved to offer it to Stiles before pausing. “Oh! Is it alright if–”

Derek nodded and the man began shaking Stiles’ hand fervently.

“I never thought I would get to meet a real shifter in my life… Come, come, let's chat in my office.” He didn’t release Stiles’ hand and instead led them both into the back past the whispering people.

The office turned out to actually be an apartment above the community center, it was neat and organized except for the large corkboard in the middle of the living room that looked almost identical to the one currently in Derek’s loft.

“Can I get you something to drink? I have tea or coffee? Or milk… can you drink hot chocolate?” Joris let go of Stiles’ hand and was now bustling around the kitchen to grab mugs for his guests.

“Coffee for both of us,” Derek said as he moved to stand next to Stiles and glanced around the room. “If it’s alright with you, my mate would like to start searching your daughter’s computer while we talk?”

Elder Joris poured two cups of coffee and handed one to Stiles. The mug read Aware Wolf and had a cartoon wolf with large bottle lens glasses reading a book. It was pretty funny.

“Of course! Leigh’s room is at the end of the hall. The police said they already looked through everything, but I’m sure they missed something. Not everyone has the keen senses of the Supernatural.”

Derek offered a fake smile again as he took a mug that read Alpha Daddy and had a picture of two wolves howling under the text. The wolf sat down at the table and motioned for Stiles to go to the room while he remained out there.

Stiles didn’t need to be told twice and he turned on his heel to walk into the bedroom. It was a fairly normal-looking room; with blue and green walls decorated with college banners and band posters. She had a queen bed on one side fully made and a desk with both a tower and a closed laptop. Her phone was on the desk plugged in and charging. Several unopened boxes were stacked against the wall with Leigh’s name and the college name printed on the side.

Joris had said she was last seen on her college campus, which meant she had left her cell phone and everything else in her dorm room. Convenient. Unless someone knew what they were doing.

“Alright Leigh, let’s see what you got.” Stiles moved over to the desk and placed his mug down before loading up the computers. He started with the desktop, seeing there wasn’t a password so he could easily get into the profile. There wasn’t anything interesting in her search history or her documents; at least nothing that screamed connected to the disappearance.

He grabbed her phone next, seeing the password was four digits. He glanced through the computer to find her birthday and her dad’s birthday and tried both, Joris’ birthday being the code. Her background was a picture of her and another girl - he assumed the roommate who had called in the disappearance. She didn’t have a whole lot of apps, but he did click through WhosApp to try and see if there was anything.

One chat did intrigue him. The conversation was between Leigh and someone called Cam. Lady Marmalade had said that she had been seen at the club with a blond guy named Cam the last time she saw Leigh.

He read through the texts, feeling a little dirty as he realized the majority of them were slightly scandalous. Stiles paused as he saw the words Yes Sir repeated a few times in response to questions Cam had asked. In fact, she seemed to respond to him with yes sir to almost everything.

“No…” Stiles licked his lips as he moved to open the laptop. There was a password that wasn’t her father’s birthday. He scanned the phone, looking for a note app for the password. Sure enough, she had written down her passwords and emails under a note titled “Sushi Recipe”.

He spent the next twenty or so minutes looking through the computer’s search history, location tracking, and her emails and came up with almost nothing that would be helpful besides that she had gone to L'Aurore on Fridays. The information they already knew.

Stiles was about to give up when he spotted a folder on the desktop labeled C<3. Clicking it, Stiles was accosted with pictures of a naked blond man holding a pair of handcuffs. There had also been a note pinned that had an email and password as well as a website.

The human felt his heart skip a beat, opening the newly found email and reading through it. He read through some of the messages about room reservations for hotels around Corona and one very familiar email.

Maximus.

From: Maximus
To: Leigh Lala
Subject: RE: 5863 PrincessCat
Attach: Front.jpg

Hey there Leigh! No problem, Cam loves to make people feel comfortable for their first time! He also doesn’t mind meeting in person if that’s what you prefer.

Pseudonym: Cam Age: 24 Height: 6’ 4” Virgin: No Hard no: golden play, bestiality, breathplay

Message: We will meet on Mondays and Wednesdays digitally and Fridays in person at L'Aurore. All other days are restricted to Email and WhosApp only. Each session will be roughly two hours unless I choose to make it longer or shorter. You will address me as Sir or Master at all times. Your safe word will be Dragonfruit. I will not stop unless I hear this word from your lips.

I will pay for any and all the toys, outfits, and expenses you incur. Please provide a PO box so that I can deliver these items at your earliest convenience.

I look forward to contacting you tomorrow.

Cam.

Stiles read through the email a few dozen times, fear twisting in his stomach. No. Just because Stiles and Leigh used the same site to find someone didn’t mean there was a pattern. One's an incident, two's a coincidence, and three's a pattern. He only had two instances of this.

“Did you find anything?” Derek asked behind Stiles, his head right by his ear.

Stiles let out a yelp of surprise, jumping up and nearly elbowing Derek in the chin.

“You fucking wolf. I’m going to buy you that bell collar.” Stiles hissed, whirling his head around to meet the Alpha’s eyes. Derek hadn’t moved so their noses were almost touching as Stiles faced him. “Anything on your end?”

Derek nodded and stood up to cross his arms. “Joris said the only pattern between the ones he spoke with was that they were starting a relationship online with someone and then three weeks later disappeared.”

His heart skipped a beat and Derek’s eyes swiveled over questioningly. Damn werewolf.

“Leigh was seeing a Dom, his name was Cam. That’s who Lady Marmalade saw her with on Fridays. But she missed three of her sessions so he canceled their contract. See?”

Stiles turned back to the computer and pulled up an email from Cam showing the cancellation of their contract and letting her know that they could continue when she was in a better headspace.

Derek leaned over and read through the email slowly before nodding. “So she went missing and even her Dom didn’t know where she went.”

“Yeah, or he's very good at covering his tracks.” Stiles murmured. He forwarded the email from Maximus as well as all the emails from Cam to his own personal research email and bit his bottom lip. “I want to do a little more research on the others. See where they met their online partners.”

“Do you think they were also into the BDSM scene?” Derek asked, cocking his head in question.

“Can’t say. One's an incident, two's a coincidence, and three's a pattern. And we only have two instances.”

“Two?” Derek repeated, leaning over the desk. “Who's the second one?”

Stiles felt the tips of his ears grow red, stammering slightly as he tried to cover his mistake. “L-Lady Marmalade said that some of the people went to the club when it was part of the BDSM one. Two instances of the scene, I meant.”

Derek nodded, tapping his finger on the desk like he was going to say more. He pushed himself off the desk and moved to the bedroom door. “Do you need anything more or –”

“Let me finish up and we can go.”

The wolf didn’t say anything more, just walked out of the room and left Stiles alone. He did another once-over on both computers before calling it quits. While he didn’t know a whole lot, he knew something more than when they started. It was a lead and while he hoped it would be a dead end, he couldn’t overlook it.

The human grabbed his empty mug and retreated back into the living room where Joris and Derek were standing by the corkboard chatting. As soon as he was spotted, the bespectacled man approached Stiles.

“I do hope you were able to find everything you needed. Your mate was very confident you would be able to see something the police didn’t. He said you’re going to be an FBI agent next year!”

Stiles glanced between Joris and Derek. He felt a little strange that the wolf had been bragging about him to a total stranger; mostly he felt his stomach doing flip-flops at the thought of Derek bragging enough that Joris was praising him.

“I think I found another lead. We need to follow up with some of the other–”

Joris held his hand up, going to a box next to the corkboard and handing it to Stiles. “Here is every phone or computer I could get in my research. It should be enough right?”

Stiles looked over the phone, tablets, and computers with a nod. “How did you get these?”

“Ah, well…” Joris hesitated, looking between Derek and Stiles. “When I set up that website regarding the missing people, parents would send them to me. Unfortunately, I’m not exactly the best at technology…”

Stiles took the box and nodded to him. “Freely given, got it. Thank you Elder Joris.”

“You are most welcome Alpha Mate Hale.”

Stiles was about to say something but Derek interrupted him. “Thank you, Elder Joris. If we find anything, we’ll let you know right away. If you think of anything else –”

“I’ve got your number, Alpha Hale. I wish you both luck. I just want to know where my little girl is.”

Derek nodded, leading Stiles out of the apartment and down the stairs back to the car. He didn’t say anything until they had gotten into the car and drove at least three miles away from the place.

Stiles glanced down to the box of electronics he had in one hand and the mug from his coffee that he hadn’t placed down. “Derek, I took his mug.”

“We are not going back to that psycho’s house,” Derek growled through gnashed teeth, gripping the steering wheel.

Stiles opened his mouth and then closed it again before finally saying something. “Is it because he called me Alpha mate?”

“What? No. I did that.”

Stiles felt his heart skip a beat, trying to cover it with a cough so Derek wouldn’t hear it. Though it seemed the wolf was more distracted with driving.

“Then what–”

“All he wanted to talk about was werewolves and if we had oestrus and rut periods, or if he could see my wolf form, or how close we were to movies... Just – Be glad you were in the other room.”

Stiles nodded, tapping his fingers on the box. This time it was him debating on if he should ask additional questions or not. He decided it was best to shoot his shot while Derek was worried about something else.

“Why did you tell him I was an Alpha mate?”

Derek’s eyebrows furrowed as he tapped his finger against the steering wheel. He didn’t say anything for a moment before clearing his throat.

“Joris asked if I would be coming alone or with my Mate. I just didn’t correct him. And it protects your identity.”

Right. Protecting him.

Derek was right after all, it kept him safe so if someone went looking for him they wouldn’t find Stiles Hale. It wasn’t a bad plan, it just stung that for a brief moment, Stiles was more than a friend to Derek - even if it was fictitious.

The car was silent again as they continued listening to the CD that Derek hadn’t changed from their drive down. Stiles, for once, wasn’t the one who broke the silence.

“I’m sorry. For not telling you I did that.”

“Wait,” Stiles sat up straighter in the seat. “Is Derek Peter Hale apologizing? To moi?”

Derek rolled his eyes, shooting a look at Stiles. “Not my middle name.”

“Oh, I’m going to get it one of these days.” Stiles threatened, trying to make light of the moment. “There’s only so many names in this world. And I’m going to try them all. Derek Oscar Hale.”

“Oh my god, you got it.”

“Really?”

“No,” Derek snorted as he exited the highway. “How do burgers sound?”

“Like you can read my mind.”

Chapter Text

Stiles woke up on the first day of Summer Vacation feeling refreshed. He lay in bed for a moment longer to just soak in the feeling. He was a High School graduate who had nothing to do for three months. Nothing except finding the creature that had been killing people for the last year and a half.

The realization dropped his mood quickly. He had promised Derek he would be over at the loft to start sorting through the devices that Elder Joris had given them.

His phone buzzed, and Stiles quickly checked WhosApp. Bigby had sent him an early morning picture of the man shirtless in front of a mirror with his thick cock hanging between his thighs, just begging to be sucked.

Remember, little red, you have to put back your toys today. I look forward to playing with you tonight. Think of a place you would like to go to tonight that isn’t your room. I’m feeling a little adventurous.

Stiles swallowed as he read the message, realizing that the man was talking about having their session somewhere else besides his bedroom. Agoraphilia hadn’t been on his list of hard nos, but he had never thought about it.

No, that was a lie.

He had thought about it with a certain Werewolf on a full moon in the middle of the preserve, Derek losing control and taking Stiles in a wild heat of passion.

Stiles licked his lips as he put his phone down and grabbed his lube and items. He wasn’t exactly looking forward to returning to the nipple clamps, but the plug and rings weren’t too bad usually.

Stiles managed to slide the cock rings on without too much of an issue, sliding the plug in next with a little more resistance. He stared at the clamps now, closing his eyes as he took his shirt off. His nipples were red and a little puffy; the day without nipple clamps seemed to have allowed them to realize what being normal was like.

“Fuck…” Stiles whispered as he put on the right one. He whined loudly, feeling the teeth bite into his sensitive flesh. For a moment, he wondered if this was still a good idea. He could tell Bigby he was done, and they could part ways.

Something in the back of his mind whispered that no one else would want him, only Bigby. That he should obey Bigby.

He clipped the second one onto his left nipple to avoid those thoughts, crying out again. God, it hurt, but Stiles could feel his cock twitching to life at the thought of wearing his Alpha’s gifts and their session tonight. He would just have to think of a place that he wouldn’t get caught in.

And then he had the most twisted and horrifying idea.

He licked his lips, pulling out his phone again and texting Bigby back.

I put all the toys back where they belong. Let me know what I need to bring, I think I have the perfect spot for tonight.

He was going to hell.

_-_-_-_-_-_

Stiles arrived at the loft just before lunch, opening the door to see Derek standing by the table. It was covered in laptops, tablets, and cell phones charging.

“Have you turned any of them on yet?” Stiles asked as he put his bag on one of the chairs. “Because this is a lot to go through in one day…”

Derek nodded and pointed to the devices that had been color-coded by a sticky note. “The ones marked with Pink have no passwords and are able to be accessed, the blue ones require a passcode of numbers, the purple is passcodes with text, and the green ones require either facial recognition or something else like a pattern code.”

“Oh my god, you used a color-coded system?” Stiles cooed as he walked up. “You are learning. See, this is why my dad wants you as a Deputy.”

Derek gave Stiles a deadpan look as Stiles approached the table. Stiles grabbed one of the phones in the pink section, opened it up, and glanced through the information. They had what looked like 30 devices and 20 missing people, meaning several of these devices could belong to the same person. Hopefully, there was enough to go through the remaining list of people.

The next few hours were spent with Stiles sorting through the devices and trying to pull any information off them. With each device he managed to unlock, his heart sank more and more: Each person who had gone missing started using the sex site three weeks before their disappearance.

He had finished reading the last phone, crossing off another name on the list, and taking a deep breath. There were more than three times, more than three, showing that Maximus had talked to all of them three weeks before they went missing and set them up with a dominant.

Stiles also noticed that every single person who had spoken to Maximus was a virgin and was new to the BDSM scene.

“Did you find something?” Derek asked, walking over to lean against the table. “Anything we can go off of?”

“Yeah– Yeah, I think so.” Stiles cleared his throat and handed the phone to Derek. “Every single one of them was communicating with this guy Maximus.”

Derek frowned, reading through the email. “Were they assigned the same Dominant?”

Stiles had been about to say something when he realized he had never said anything about it being a sexual thing. “I didn’t–”

“It says in the Email he’s assigning a Dominant.” Derek pointed out, giving Stiles an eyebrow cock.

“How do you know what a Dominant is?” Stiles teased, shaking his head.

Derek paused for a moment, handing the phone back. “Had to do something for money in New York. Now Maximus, is he assigning the same Dominant?”

Stiles’ eyes widened at this information, his mouth going dry. Derek Hale had been a Dominant? Or had Derek just known about the scene? Now Stiles had a million questions and no idea if he should ask. He decided to avoid this topic. For now.

“N-no, all different. Some were women, some were men, some were non-binary… It looks like they all had different pictures, too.” Stiles began to bring up the emails.

“What if we just reach out to Maximus?” Derek asked.

“You mean like through email or by making a profile for the site?”

Derek thought for a minute. “Make a profile; it will probably be easier to talk to him if he thinks we’re looking for his services.”

Stiles nodded and moved to grab his laptop. He pulled up the website, pressing the start chat. Sure enough, same as when he started the little text box popped up with Maximus’ login.

[Maximus]: First time?

Derek leaned over, looking at the screen before nodding for Stiles to keep going.

[Juicy Lucy]: Yeah! Was hoping you could direct me.

[Maximus]: Sure, I love helping newbies :3 What can I help you with?

[Juicy Lucy]: I’m looking for someone who can Dominate me; I want to be called a bad, bad boy

[Maximus]: Straight to the point, I love it. All the doms are currently busy, but if you want to be put on a waiting list, I think one of them will be free in a week or so!

[Juicy Lucy]: Sure, can we talk via email?

[Maximus]: Of course, my Email is [email protected]. Send me an email with the title Juicy Lucy 69420, and we can get started!

Stiles looked over to Derek. Maximus had used a different email than what they usually used; every other person had used [email protected]. He wondered if they were already made. Was Maximus aware that Stiles had already signed up for an account?

“Now or never,” Stiles whispered as he typed out the email to Maximus with the correct title. The response to the message came quickly.

From: Maximus To: Research Boy Subject: RE: Juicy Lucy 69420

This isn’t a secure line.

Meet me Wednesday at the Starbucks in Corona, California on James Ave at 2 pm, and I will answer any questions you have.

Do not contact me again through email or the site. If I see your IP address again, I will block you.

Maximus.

“Holy shit,” Stiles whispered, his eyes flicking from the screen to Derek. “Holy shit–”

“You said that already,” Derek murmured and shook his head. “So we can’t do anything until Wednesday?”

“We could follow the club lead that Lady Marmalade gave us, but at this point, I think Maximus is the best option. Go to the source, you know?” Stiles bit his lip, his mind racing through a million things. Why was Maximus willing to talk to them? How did Maximus know that they were looking into something with the site? Stiles’ mind stopped for a moment as he realized that he was using that site as well, that he was a virgin and had never used BDSM.

Suddenly, he was very nervous about his session today.

“Are you free to go to Corona again?” Derek asked, bringing Stiles’ mind to the moment at hand. "I think we should follow up on the club. Who knows if Maximus will even really show."

“Yeah, I should be. For tomorrow and Wednesday, right?”

Derek nodded, “Lady Marmalade said we will need to make an appointment. I can do that if you want.”

“Right. Well, I should be getting back. Got… things to do. Dad, graduation, you know. Stuff. ” Stiles stood up and grabbed his bag. “And ah, just for my knowledge, are we doing patrol tonight?”

“No, not tonight. Why?”

Stiles held his hands up, making a little noise. “Just wanted to make sure I wasn’t missing anything. Calm down, Cujo.”

Derek crossed his arms and let a deep sigh fall from his lips. He didn’t say anything else; just started packing the devices back into the box.

“See you tomorrow!” Stiles called, leaving the loft with a thousand thoughts racing through his mind. His phone buzzed in his pocket, and Stiles quickly checked to see Bigby’s response.

Bring your red riding hood things and the knotted dildo. I think it’s a perfect night to do a little roleplay

_-_-_-_-_-_

Stiles was nervous as he tugged his backpack a little tighter around his shoulder. He had told his dad he was going to be at Derek’s doing research and had told Derek he was staying home with his dad. A perfect cover since both of them wouldn’t check with one another. He felt a little guilty using both of them, but with Scott in Memphis, there wasn’t another option.

He parked his car in the hidden brush, taking another deep breath before turning down the path through the preserve. The walk was fairly easy, and within a few minutes, he found himself staring face-to-face with the abandoned Hale house.

“Yeah, I’m going to super hell for this.” He walked up the stairs of the front porch and pushed the door open. He could see that no one had been here since Derek had moved to the loft; dust fell from the doorframe over his hair.

He didn’t know why the Hale house had been the first place he thought about, but he was already here, and Bigby was expecting him in ten minutes. He had no choice but to stick with his terrible decision.

Stiles moved to take his jeans, shirt, and shoes off, revealing he had put the schoolgirl skirt on under. He had chosen the red and black panties, thigh-high black stockings, and his little red hood. Stiles slid the mask on last. He felt a little ridiculous sitting like this in Derek’s old house, but he also felt his cock twitching at the thought of the wolf catching him.

This is private property.

Stiles shivered as he moved into one of the rooms on the first floor. It was away from the main road, and while the roof was missing, the walls would protect Stiles from anyone who might just be walking past. Now, if someone came into the house, he might have an issue…

He grabbed one of the cameras he had brought and put it on one of the only surfaces left in the room before laying one of his sheets on the floor. He didn’t mind getting dirty but didn’t want the cleanup to be too difficult.

Feeling as ready as he could be, the boy took a picture of himself in his outfit and sent it to Bigby before joining the chat. He set his phone next to the camera and turned on his video. Stiles was surprised to see Bigby had turned his camera on as well, the man sitting in a room almost completely shadowed except for the light on his body.

From what Stiles could see, The man had a chiseled jaw with a black beard, and the other half of his face was covered with a mask that looked like a wolf’s face - his lips curling up in a smile.

“My my, what have we here? You do know this is private property, right, little red?”

Stiles’ felt his voice catch in his throat, and his cock twitched a little. This roleplay was going to start right away, it seemed. Bigby’s voice still sounded a little robotic, like it was put through a voice modulator. It still sent shivers through Stiles’ whole body and made him wonder what the voice sounded like without it.

“I was… I was walking in the woods, and I got lost. I thought no one would be home.” He pushed his hood down but kept his mask up. “Are you going to kick me out?”

Bigby adjusted in his chair, revealing more of his body. He wasn’t wearing a shirt, and his dark hair trailed over tight pectoral muscles and slid down his stomach into tight black pants.

“I suppose we could think of some arrangement,” Bigby growled low, opening his mouth to reveal fangs. “Spread your thighs and let me see you.”

Stiles swallowed as he moved to sit back on his heels; he slowly spread his thighs open so the man could see just the hint of his underwear and the outline of his hardened cock. He was already trembling at the idea of what Bigby was going to do.

“That’s all you got, little red?”

Stiles felt a vibration through his cockrings, eyes widening as he spread his thighs as wide as they could go. The skirt slid to the side and showed his swollen cock pressed against the underwear tightly. The vibrations stopped, and he let out a breath.

“There we go, was that so hard? Almost like you’re shy…” Bigby’s mic rustled, and Stiles watched as the man stood up to unbuckle his pants. He slid the jeans down, and his cock burst free, slapping itself against the taut stomach.

“I-I’ve never done this with a wolf before,” Stiles spoke softly. He felt his heart race a little faster as the vibrations in his plug began slowly.

“I can’t wait to eat you up right here. Stand and strip for me. Slowly.”

The plug continued to vibrate as Stiles moved to get on his knees and stand up.

“Should I keep my stockings on or strip everything, Alpha?”

Bigby let out a low growl that vibrated through the room as if the walls of the house recognized the sound of a wolf. Stiles felt his body tremble at the thought of the Alpha.

“Keep them on; they’ll be ruined when you’re on your knees taking my knot.”

The human moaned, taking the hood off first and letting it drop to the floor. He moved to the crop top, slowly removing each button until the shirt dropped open to reveal the nipple clamps on his swollen chest.

“Those look like they need to be played with, pup. Tug them for me.”

Stiles let out a whine as he moved to press his fingers against the swollen nipples. He touched them lightly and began to twist them between his thumb and forefinger. It stung in pain with every movement the human did; his hands dragged over the chain and tugged it softly as well.

“Put the chain in your mouth and keep going,” Bigby ordered. Stiles couldn’t tell if it was just a trick of the light, but he swore the eyes flashed a bright red in the camera.

“Yes, Alpha,” he whispered as he put the chain in his mouth. It was tight, and the chain now had no slack, so his nipples were being tugged harder as he began to strip his skirt.

He didn’t know if it looked good, but he started to wriggle his hips. The cockrings began to vibrate again, and the plug picked up speed. His whole body trembled as he stripped the skirt fully off. He turned around, bending down as he began to slide the panties off to reveal his hole clenching against the plug.

“Look at your tight little hole, just begging for an alpha to take you here and now. I bet you’d look so good around my knot. Crying and begging…”

Bigby’s voice was tight, like he was distracted by Stiles’ display. The human couldn’t help but feel proud as he reached behind him to spread his cheek a little further apart so the man could see a little better. He gasped as the plug was turned up higher.

“I can tease too, pup. Attach the dildo right under the camera so I can watch you riding my massive cock.”

“Yes, Alpha,” he stood up and grabbed the dildo from his backpack. He adjusted it to suction against the wall and felt the vibrations pick up again. He jerked his head up, forgetting the delicate chain was in his mouth; his clamps tugged tight and snapped off the nipples all at once.

“Alpha… I’m so close…” He whimpered, the chain hanging from his mouth and his cock threatening to spill.

“Good Pup. You can cum, and then your Alpha is going to knot you right here.”

Stiles cried out as the vibrations increased. He began to hump the air in an attempt to get purchase on his swollen cock. The vibrations felt good, but he needed something more.

“Alpha, can I–” Stiles trailed off as he felt the plug begin to pulse harder and faster. His mouth fell open, and the chain fell to the floor with a small clatter. He arched his back in pleasure as he suddenly felt the vibrations stop. He whined loudly.

“I changed my mind,” Bigby was naked on camera, his cock looking even bigger than it had a few minutes ago. “I can’t wait for you to cum. I need your ass around my knot right now.”

The human’s throat tightened as he trembled in anticipation of being knotted on the floor of the Hale house. He wasn’t sure if it was the knotting or the location that made him more excited. He was the fucking filthiest pervert.

“Take your plug out, use lots of lube, and put my cock in.” Bigby’s voice was strained, and Stiles could see the man was stroking his cock on camera.

Stiles didn’t have to be told twice; he moved to get on his knees as he reached back and gently pulled the plug from his hole. It was twitching with need now feeling so empty without the plug. He knew that Bigby was watching him prepare himself, so he might as well put on a show. Stiles grabbed the lube and slicked a few fingers, the now sticky fingers sliding around his entrance in a tease. He felt the vibrations in his cockrings return, eyes rolling back.

“You’re such a little slut,” Bigby growled over the device. “I just want to sink my teeth into your neck and claim you as mine.”

Stiles let a groan fall from his lips as he twisted his finger against the hole and slid it in deep. He added a second finger and began to stretch them. His whole body arched to try and push the fingers deeper to touch his prostate. He was so close that if he kept going, he might come. He felt the vibrations suddenly stop, his orgasm escaping him again.

“I never told you to finger yourself, pup. I told you to put my cock in your tight virgin ass. Are you disobeying your Alpha, little Red?”

Stiles whined and pulled his fingers out. “No, Alpha– I want to be good for you.”

“Good, move your phone in front so you can see me.” Bigby ordered, “And so I can see your slutty face and ass at the same time.”

Stiles nodded and obeyed, propping his phone up in front of him so he could see the man from his angle on all fours. He then moved to put lube all over the toy, watching the slick drip from the silicone. He lined himself up with the tip next, his cock heavy between his thighs as he took a shaky breath. Slowly, Stiles pressed himself against the silicone and felt the hole stretch to accommodate it.

“You can do better than that. Fuck yourself right.”

Stiles didn’t know what came over him, but he slammed himself down against the toy, taking it to the root, including the slight ridge of the knotted part. The toy’s knot was still flaccid, but Stiles could feel a bump brushing against his inner walls - threatening to swell at any moment. It wasn’t that much more, but he was still nervous. He began to pull himself back and rocked against the dildo a few times. He was so full, feeling his body twitch around the thick silicone, and he hadn’t even felt the knot at its full size.

“You take my cock like you were made for it.” Bigby’s voice was barely a whisper as Stiles continued to thrust himself back and forth against the cock. He could see the man stroking his cock in time with Stiles’ thrusts, his voice tight with lust.

Stiles began to lose himself in the feeling of something thrusting into him. He gasped loudly as the angle adjusted and found himself pressing against his prostate with every thrust. Stars and sparks floated in front of his eyes as he chased that feeling, his cock bouncing with every thrust.

He could hear Bigby continuing to praise in the background, but his whole mind was on the pleasure of feeling like he was finally being fucked. The vibrations on his cockrings returned, and Stiles could feel his orgasm on the edge again.

Do you think this is enough to satisfy me?

Stiles could hear Derek’s voice in the back of his mind, imagining the wolf grabbing his hips and slamming into him, taking what he wanted from the human. Stiles closed his eyes to keep the image clear, trying to ignore everything but the thought of Derek here right now. He could see Derek sliding his fingers around Stiles’ neck and choking him while his cock slammed into Stiles.

On your knees in my house? Should have been in the woods. I could have chased you down and fucked you in the moonlight. Take your virginity like the slut you are.

“Close, Alpha!” Stiles pressed himself against the toy as deeply as possible, crying out as he felt his cock twitching.

“Come for me,” Bigby whispered.

As he said those words, the feeling of the knot swelling up in Stiles started. It was slow at first, Stiles not feeling any real difference until he tried to move back up the dildo. The swollen silicone was locking him in this position while it only got larger and larger. Stiles was scared at first, the pain pulsing through him like a fire as he tried to wriggle himself into a different position.

And then the knot pressed against his prostate.

Stiles cried out as the knot stopped swelling and suddenly started vibrating. The constant pressure against his prostate caused him to come unprovoked. The vibrations only continued, Stiles feeling the cock and prostate both being milked in every way they could with the items. He had only just come, but he found himself already leaking thin beads of a continued orgasm.

“A-Alpha please… no more…” Stiles tried to pull himself away from the constant pleasure, but the toy continued to milk his prostate without pause. The liquid dripping from his cock was thinner than his first orgasm, but Stiles was still feeling the waves of pleasure over him. Everything was so sensitive that even the light breeze on his nipples was gagging him.

Your whole body is going to be swollen with my seed.

Stiles cried out, his arms trembling as he continued to have orgasm after orgasm ripped out of him. He adjusted himself onto his chest, ass up and still full of the knot pulsing against his prostate. He didn’t know how many times he had come at this point, his eyes blearily looking over his phone screen where Bigby was. The dark beard and cocky smile made Stiles see what he wanted; made him see Derek.

“De–De–” Stiles whispered, his mind going blank. “Please– Alpha…”

Bigby’s hand jerked once more, and he was coming over the camera, Stiles’ mouth opening as if he was trying to catch the seed. He was so far gone all he wanted was to be filled with the wolf. He came again, his cock twitching dry as he felt the vibrations slowly stop until they had turned off completely. The knot deflated, and Stiles could slide himself off the dildo. He shivered as he all but collapsed on the floor.

“God, Stiles. You look so fucking gorgeous.” Bigby growled, his voice low in lust. “I could do this all night… But sadly, our time is almost over.”

Suddenly, Stiles felt a chill over his whole body at the sound of his name. He had never told Bigby his name; in fact, he had gone through several different aliases to ensure that his name would never be on that site. This meant that either Bigby had ways of getting information he shouldn’t, or it was someone Stiles knew.

Had to do something for money in New York.

Derek’s voice echoed in the back of Stiles' mind. Maximus had said that Bigby was picky and that he didn’t take a lot of people. That Stiles sounded exactly like his type. Every time he had felt the vibrations at the loft, Derek had been on his phone. Derek wasn’t phased by the lingerie he wore or the chain on his nipples that he knew the wolf felt. And there was no way Derek hadn’t heard the vibrations. The wolf could hear Stiles’ heart skip a beat. A pulse of something warm in the pit of Stiles’ stomach replaced the chill. Maybe - just maybe. He sat up on his elbows and crawled towards his phone.

“Pup, since we went so hard today, how about we meet in person on Saturday? I want to reward you for being such a good boy.”

Stiles felt something rise in his throat. The Alpha wanted to meet him. This could be his chance to prove if this was Derek. But then something settled in his stomach like a knot. What if Derek ended it on Saturday? What if he told Stiles that this was great, but now that they knew who each other was, they needed to stop? What if Derek was just playing with Stiles?

That thought hurt the most.

“Answer me,” Bigby said softly. A command.

“Yes, Alpha,” Stiles said without hesitation. He swallowed hard, realizing that there was nothing he could do but say yes. Come hell or high water, he was going to meet with Bigby.

“Good boy, no need to wear your toys anymore. Since we’re going to meet in person, I want to feel your virgin ass untouched. We’ll skip our session on Wednesday, but you can’t come until we meet, understand?”

“Yes, Alpha,” Stiles said again. He could feel the wheels turning – canceled session on Wednesday, Stiles and Derek going to Corona on Wednesday…

“I’m going to ruin you on Saturday. Have a good night, Pup.”

And the call was disconnected, leaving a naked Stiles alone in the middle of the Hale house with his thoughts.