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The Trials of Virgin Stiles Stilinski: Slut in Theory by 7nessasaryevils for Waddiwasi, MadcapRomantic, EverythingRara, DaisyBeats, isthatbloodonhisshirt (wasterella), Hedwig221b
Fandoms: Teen Wolf (TV)
17 Oct 2025
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Summary
Stiles is what he calls a theoretical slut. He would very much like to be a practicing slut.
It's too bad that man he wants to turn him into said practicing slut is his professor, Derek Hale, who would never look at Stiles like that.
Wouldn't he?
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This is a normal day for Stiles.
Going to get magical books to help them stop the next big bad? Normal.
Roscoe breaking down on the side of the road? Normal.
Derek Hale growling at him? Normal.
Derek Hale cuddling him in the back of the jeep and kissing Stiles? Nor- wait, what the fuck?? -
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“I don’t think saying your name is going to get any of us killed son. But if it would make you feel better you don’t have to tell us.” John laid an encouraging hand on the teen’s shoulder.
“Well then, hi I’m Eli. I’m Eli Hale.” There were a few gasps and a thud causing Derek to turn and see Stiles passed out in the dirt.
Typical.
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Derek gives me his leather jacket and
And what?
Derek’s face practically touches the screen, heart thudding wildly, fingers twitching, knowing he’s making a mistake. He glances at Stiles, still asleep, barely breathing through parted lips, unaware. Curiosity claws at him, louder than reason.
His hands move before his thoughts catch up. He taps the up arrow once, then again, harder, faster, practically jamming the key in a frantic flurry. Maybe if he goes fast enough, the guilt won't catch him first. His eyes scan the flickering blur of words that scroll upward in jumps and stutters, until the screen settles.
Stiles' Secret Private Kink List (DO NOT READ IF YOU ARE NOT STILES)
What starts as a reckless glance spirals into an obsession Derek can’t escape. Every desire pulls him deeper into a world he’s terrified of—and desperate for.
He’s caught between control and surrender. Between protecting Stiles’ trust and unleashing the hunger that’s lived beneath his skin for years.
If Derek thought his cravings were intense before, he was wrong. Now, the need is all-consuming and staying away is impossible. His control is slipping and there’s no turning back.
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Derek’s eyes narrow and Stiles knows he’s fucked up royally, because between one heartbeat and the next, Derek’s pinning him down with one hairy, strong arm.
He practically crawls his way up Stiles’ body, as Stiles scrambles back on the couch to get further away from him, still raising the bowl of candy above his head.
Derek, with a huff of victory finally gets level with Stiles’ face. He reaches up for the bowl again but where Derek’s strong, Stiles is gangly, and it’s still just out of Derek’s reach.
Stiles shoves Derek’s elbow out from under him and he collapses down on top of Stiles with a surprised oomph.
“Can’t get me Derek, I’m the whacky, inflatable arm waving-man,” Stiles laughs delightedly, right in Derek’s face.
Derek’s really close face. His incredibly handsome, stubbly face, a face that is inches away from his own face.
Fuck balls.
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Derek has been sent to "find himself"; however, instead, he finds something even better in a bookshop and tries to bring it home.
Stiles has flunked out of his FBI internship and is hiding out in a bookshop of a small town away from everyone.
Moments in Derek and Stiles' relationship where things don't go exactly to plan.
Series
- Part 6 of Teen wolf
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Stiles sweeps back the generous swath of multicoloured fabrics that are serving as some sort of curtain, hung over the doorway of what appears to be a fortune teller’s wagon, complete with a bright green roof.
“Waste of money. They’re all con artists,” Derek warns him cynically, putting his heavy booted foot on the lowest ladder rung, despite his words. The background noise of overly jubilant fairground music makes him have to raise his voice a little for Stiles to hear him. The step groans precariously. “You said we could go straight home after the haunted house.”
“Dude! Don’t you want to know what your future holds?” Stiles asks Derek seriously.
Derek gives him a hard look, eyebrows raised.
“Ok. Well yeah, fair point. I mean, it’s you, so your future probably holds lots of blood, death and gore, if your present and past are anything to go by. But hey ho, you never know! Things might be looking up for you,” Stiles grins brightly at him.
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Stiles had planned everything perfectly for their little celebration, only if the damn universe would get on with the memo.
aka
Stiles plans, Derek misinterprets a message because he’s such an innocent babe, shit happens but sex still happens. Overall, it’s a rollercoaster for their emotions. -
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Lara Moore moves to Beacon Hills after the death of her entire family in an animal attack. Luckily, her aunt Melissa offers to let Lara stay with her and Scott.
Lara meets Stiles and the gang and quickly figures out that things aren’t quite as they seem in Beacon Hills. And why does the death of her family seem to link with these mysterious deaths in Beacon Hills?
I wrote this when I was 14 and I’ve randomly decided to upload it here after majorly tweaking it, and carry on adding to it.
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Ambrogino Stilinski-and seriously what kind of name is that?-thinks he's a normal teenager; a human amongst wolves. Unfortunately that would change as the boy reached his 16th birthday. If sudden super hearing, and inhuman strength wasn't crazy enough, an urge to drink blood definitely was. With the kanima and Grandpa Argent coming to town, things might get a little complicated.
Stiles, trying to hide this new nature, does all he can to maintain his human exterior, all while working to get the attention of one Lydia Martin, the friendship (or at least an alliance) of a certain sourwolf, getting his stubborn best friend under control; and in the heart of it all, being a teenage vampire! Sophomore year just got a lot more interesting...
(p.s. I'm bad at summaries)
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stiles gets hurt during one of Scott and Stiles's infamous nighttime en devours in the woods and it seems like the only person they can turn to for help is Derek hale
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Well, in short: Derek is on the basketball team, and Stiles is on the school dance troupe.
They are both dorks and don't realize that one likes the other.
That's all, really. Like, maybe there's a competition or two in the mix, but that's not really important... Right? -
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“Just a date,” Stiles whispers to himself as he bounces his knee nervously at the booth he’s been waiting in for the past twenty minutes. The guy - Everett - is late, but that’s okay; it gives Stiles more time to devour the basket of fries he ordered to help calm his nerves.
It doesn’t work, and they only serve as a weighted stone in the pit of his belly the moment the older man shows up. He’s still nervous when a hand reaches out to shake his own and promptly knocks over his - thankfully empty - glass across the table. It bounces, but he catches it before it rolls off the side. That, oddly enough, has Everett smiling.
“Nice catch.”
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"What the hell are you doing, Stiles?”
Stiles blinked up the angry-looking werewolf looming over him, his thoughts moving sluggishly. Then he shrugged, shifting a little in the dirt. “Resting.”
Derek’s expression tightened. The man leaned closer, sniffed deeply, and then his face twisted. “Are you drunk?”
“Only a little.”
Series
- Part 104 of A Collection of One-Shots and Tumblr Prompts
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Being bisexual is all fun and games until you end up falling for completely different people. Or at least that's how it first seems to Derek.
Working at his uncle's club Derek starts to fall for one of the performers, Miss Chief. Things start to get complicated when feelings develop for Stiles. Who just happens to be his new roommate and sister's friend.
Who will he choose; Stiles, the sweet but awkward nerd, or Miss Cheif, the salacious and brazen performer?
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What happens after the alpha pack has come through and what if the Hale family would have been alive for the most part
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Derek stops being a sourwolf and returns the metal bat to Stiles.
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Stiles verbringt nach einem magischen Zwischenfall einen Nachmittag bei Derek und die beiden wandern vom Sofa mit Filme gucken zum Kampftraining, das sich in ein Training anderer Art entwickelt.
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Stiles and Derek keep having dreams of each other until the night they both think they fell asleep.
Series
- Part 5 of Random Sterek shorts
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In which Stiles is a lonely, cynical 34 year old. Scott is his stepbrother and encourages stiles to “put himself out there”. Derek is a recently divorced 40 year old looking for love. Oh and it’s the 15 year wedding anniversary of Sheriff and Melissa. A blind date and mistaken identities occur as well as bold decisions... What could go wrong? [Man Up(2015) AU]