Archive of Our Own ^beta

Chapter Text

Sept. 1 - Strip Poker

Shego/Drakken

Rating: T

Sitting in a chair was neither the strangest nor the oddest thing that Shego had ever done while wearing nothing but underwear. Given the current circumstances, it was quickly becoming the most frustrating.

Shego found herself sitting at the kitchen table in nothing but a light-green bra and matching panties. Her half-flower-boyfriend, clad only in a pair of red boxers, sat across from her. Between them were a pile of clothing and a set of playing cards. The clothing pile had failed to grow for the past five minutes, and the cards had been stationary for just as long.

The reason for the stoppage: Drakken had called for a pause in the action to pull out his phone. His held the phone in one tendril, and his cards in another. For the past five minutes, his attention had been 70% on his phone, 30% on his cards, and 0% on his almost-naked girlfriend.

Shego had kept her silence to this point, as she had taken Drakken's speech about how 'words can hurt' to heart. She also knew that her man had his own idiosyncrasies and could accept when his mind went in a different direction than most would think typical. At this point, however, she was finally out of patience. 

"What are you doing, Drew?" she finally asked.

Drakken remained focused on his phone. "I'm figuring out how to play this hand," he replied nonchalantly.

Shego could only pinch her bridge harder. "Okay, why are you figuring out how to play this hand?"

"Because it's a critical point in the game!" he cried. "The entire complexion of this competition hinges on whether I win or lose."

Shego drew in a deep breath through her nose and held it for a moment. She exhaled slowly to calm herself down and prevent her from throwing her cards at her boyfriend. "Drew, what are we playing?"

"Strip poker," he replied matter-of-factly.

"Mmm-hmm. And what happens if we play and you win?"

Drakken smiled a bit as he pointed at Shego. "Your clothes disappear and..." His smile grew bigger. "Good things happen."

"Good," she said with a nod. "And what happenes if we play and I win?"

Drakken pointed at himself. "My clothes disappear... and good things happen."

"Excellent," she said, feeling like she was starting to get through to him. "Now... what happens if we stop playing?"

Drakken's smile slowly disappeared as he gave her question some thought. "Um... nothing?"

"NOTHING!" she cried, a bit louder than she intended. She dialed her intensity back a few notches before continuing. "So if good things happen if you win and good things happen if I win, but no good things happen if we stop playing, then what's the only way to really lose?"

Drakken bowed his head in shame as his cheeks took a slight shade of red. He sheepishly tossed his phone on to the pile of clothes. "Sorry," he muttered.

Shego nodded. "It's okay. Just... don't do that again the next time we play strip poker. Or strip anything, really."

"Duly noted," Drakken replied.

Shego picked up her cards and smiled. "Since we're actually playing again, it's time to show me what you got." She laid her hand face-up and showed that she had three Queens and two Jacks for a very strong Full House. "In more ways than one."

Drakken's lips curled into Cheshire grin. "Don't be too sure about that." He exposed his own cards and revealed a hand of five Diamonds: 10, Jack, Queen, King, and Ace.

Shego stared at Drakken's cards, then turned her attention to the man himself. "A Royal Flush," she said flatly.

"Read it and weep," he replied with a smug grin.

She was beside herself. "You mean to tell me that you had the strongest possible poker hand and you spent the last five minutes trying to figure out how to play it?"

Drakken shook his head. "My dear, I spent the last five minutes pretending to figure out how to play it. You don't think I know how to play?"

Shego was seething. "You know how to play, alright," she said through gritted teeth. "You somehow found a way to win at strip poker and still lose." With that, she got up from the table and began to make her way to the bedroom.

"Oh Shego," Drakken called out as he still wore his self-satisfied grin. "Don't you have something to add to the clothing pi-AAAAAAAAAAUGH!" He dove for cover as one of Shego's plasma bolts exploded on the table. He turned back to see that the pile of clothes shed during the course of the game was now nothing more than ash. He looked towards Shego, who glared daggers at him before turning on her heels and heading towards the bedroom.

"I'm sleeping on the couch, aren't I?" he asked meekly. He received no response other than the loud slam of the bedroom door in the distance. "Yep, I'm sleeping on the couch."

Chapter Text

Sept 2 - Oral

Ron/Tara

Rating: E

Tara could barely breathe. She had challenged herself to take as much of Ron's cock into her throat as she possibly could, and she found herself more successful in her endeavor than she could have imagined. She was on her knees in front of Ron, with five-and-a-half of his six inches beyond her lips. Considering her sensitive gag reflex, that was already a massive achievement.

But she wanted more.

Tara took one last inhale through her nose before willing herself down the rest of his length. She certainly wasn't breathing as comfortably as she was used to, but Ron's groan of pleasure was all the encouragement she needed to keep her position. She felt Ron's fingers run through her hair and take hold, which made her want to last even longer.

Unfortunately, her lungs would not allow that to happen. She pulled away from Ron to give herself a chance to breathe again. As she did, she reached out to grab Ron's cock and worked it with all of her might. It took just a few seconds of effort to coax the first stream of cum out of him and onto her face, and a few more quickly followed.

Tara and Ron were spent. Both blondes gasped and breathed heavily to regain their bearings, although Ron's recovery included a lot less gasping and coughing than that of Tara.

Once Tara could control her breathing again, she turned up to look at Ron. The two blonds caught eyes and smiled. "How was that?" she asked.

Ron knelt down and placed a hand on her cheek. "Bon. Diggity. Awesome."

"I hope it was," Tara replied with a slight chuckle. "But actually, Ron, I was asking her." Tara turned towards the bed - more specifically, the interested observer who sat cross-legged on the bed.

With a smile, Kim turned her Kimmunicator screen towards Tara so that she could see her results. "Thirteen seconds," she said. "That's almost double your previous best."

Tara gave Kim an exaggerated frown. "I thought it was closer to thirty."

"Hey, hey, hey," said Ron. "No downplaying the achievements. You did... amazing."

Despite herself, Tara blushed. Despite being involved with Ron and Kim for more than two years already, Ron somehow kept surprising her with his sweetness. Even when he was talking about her blowjob technique, he always struck her with his sincerity.

"Ron, you're amazing," Tara finally replied, "but I know I can do more. I just need more practice."

Ron smiled meekly. "And I would love to give you an opportunity to do so, but... I need some time."

"I understand, babe," Tara replied with a nod.

Suddenly, Ron's eyes bulged and a devilish smile crossed his face as he walked to the side of the bed. "You know, if you are up for practicing..." Ron gently pulled Kim's legs out from underneath her and pushed her onto her back. He then held Kim's legs up and opened them, exposing her slick folds. "I think I might have a solution."

Tara beamed as she quickly took the hint. She raced into position between Kim's legs and dove into her sweet core, tongue first.

Chapter Text

Sept. 3 - "What'cha Starin' At?"

James/Ann; Bonnie solo

Rating: E

"What'cha starin' at?"

The sound of his wife's voice instantly brought James Possible out of his trance. "Nothing!" he cried as he flailed his hands in the direction of his computer monitor's power button.

Ann raised an eyebrow at her husband's extreme response. "Come on," she pleaded as she made her way around her husband's desk. "Let me see."

James finally succeeded at powering down his monitor before Ann could get a view. He turned to her and shook her head. "It's nothing, dear."

Ann gave her husband a big frown. "You call that nothing? You haven't been that enthralled by anything since they aired that Captain Constellation marathon a couple months ago. Whatever it is, it's gotta be good."

"I... I can't," he stammered. "It's, um... top secret... government... clearance... stuff."

Ann's exaggerated frown quickly turned into a real one. "James, are you lying to me?" All playfulness in her tone disappeared. "Or did you suddenly get a new level of clearance without telling me?"

"I..." He briefly considered going all-in on his story, but wisely decided against it. He dropped his head and let out a heavy sigh. "Ann, I'll... I'll show you, but..." He gulped. "I promise you it's nothing."

Ann's eyes narrowed as she tried to figure out what to make of his words. She had expected her husband to be lost in some sci-fi podcast or one of those sports 'debate' shows, but whatever he was preparing her for certainly wouldn't be one of those.

"I'll decide if it's nothing," she said uneasily. She stepped towards the monitor and powered it back on. Once the screen flashed back to life, she saw what her husband had tried to hide: a video of a young woman with a rubber toy buried deep inside her pussy. The model wasn't showing her face, but her toned body and smooth skin suggested that she was no older than 20. As the woman slowly slid the toy out of her core, Ann noticed that the flesh-colored toy had the word "James" written up the shaft in black marker.

"You ordered custom porn?" Ann asked while her eyes stayed on the monitor. "You were embarrassed by that? You know I don't have a problem with that as long as nothing happens offline. Why would you hide-" The camera panned up and Ann's words died in her throat. The question she was about to ask was answered when the model's face appeared on screen. The brunette woman on the monitor took the toy and eagerly slid it down her throat, savoring the flavor of her own juices.

Ann turned towards her husband. Her face was frozen in disbelief. "Was that Kimmie's friend?"

James sighed again. "They're not exactly friends, but... yes," he meekly admitted. "That's Bonnie."

Ann's jaw dropped. "Does she know that you're-"

"No," James said firmly. "We don't talk. I used an anonymous payment site so she doesn't know anything beyond my first name."

"Does Kim know that she's-"

"No," he repeated.

Ann finally tore herself away from the screen and looked her husband dead in the eyes. "Kimmie CAN NOT find out."

James nodded in agreement.

Ann sighed. "And you can keep the video, but you CAN NOT talk to her again," she said firmly.

James nodded again.

With that settled, Ann turned back towards the video. Bonnie had used the toy's suction cup base to stick it upright on the floor, and she was riding it for all that she was worth. The sight of Bonnie's breasts bouncing up and down on 'James' piqued Ann's interest.

"On second thought," said Ann, "maybe don't lose her contact info just yet..."

Chapter Text

Sept. 4 - Gangbang

Shego/clones

Rating: E

Shego couldn't keep track of all of the names.

She thought she was bouncing on Gerald's cock, but it might have been George's. Then again, she was pretty sure it was George who was keeping up with her rhythm and pounding her ass. Yeah, George was definitely fucking her ass and Gerald was in her pussy. Almost definitely sure.

Shego leaned forward to take the length of... Griffin? Graham? No, Griffin... down her throat. She reached to her side and grabbed another cock, but she couldn't turn her head to see whose it was. It was probably Graham's. Unless it was Griffin's.

It was tough to keep things straight with all four men focusing on her. And even if they weren't lavishing her, she probably wouldn't have been able to tell them apart anyways.

Such was the problem with fucking scientifically-produced clones.

Shego doubled her efforts. She took more and more of Griffin-or-Graham's sex in her mouth while she increased the tempo she used to jack off Graham-or-Griffin. She knew that George and Gerald (or Gerald and George) wouldn't last long beneath her, so she made sure that all four would be able to cum close to the same time. And if they could, maybe - just maybe - she could reach her peak as well.

The cock in her mouth was the first to cross the finish line. She felt the first shot of his cum hit her throat. While it didn't gag her, she made sure to pull (maybe) Griffin's cock out so that his cum could pool in her mouth. She soon felt a splash on her cheek as (probably) Graham came from her handiwork.

The two men focused on her lower half lasted just a bit longer. Shego bounced with everything she had, and her work quickly paid dividends. She felt the cum of one of them spill into her ass, and the one in her pussy did likewise just seconds later. Those two sensations were enough to push her over the edge. She closed her eyes, arched her back, and let out a silent scream.

As she recovered from her orgasm, she noticed that she was a bit closer to the ground than she was just moments ago. She looked down and saw that both Gerald and George had begun to deflate like an old pool floatie. She looked up at Graham and Griffin and saw that they two were effectively disappearing.

Shego pulled herself away from the deflating clones with a huff. She grabbed a robe, threw it on, and started making her way towards Drakken's office.

"Drew, you didn't fix it. They're doing it again!"

Chapter Text

Sept. 5 - Public Sex

Kim/Ron

Rating: E

Ron unceremoniously dropped his overloaded plate of grub on the table. He sat down in a huff next to his fiance and sighed as he turned to her. "KP, I'm about to say something I never thought I'd say: I wish we weren't getting free food."

"You and me both," Kim replied. Although her disappointment wasn't as visible as Ron's, Kim wished that the two of them were elsewhere.

The young couple had planned to set off on a road trip that morning to celebrate their engagement. Alas, a grateful business owner - one whom Team Possible saved from a burning building a year prior - insisted that they attend that evening's football game in his company's luxury box. Thus, instead of curled up underneath the covers of an out-of-the-way hotel room by themselves, Kim and Ron sat in leather chairs in a swanky suite overlooking a football field and 65,000 Colorado Crushers fans.

"We have to look on the bright side," chimed Kim. "Great food, awesome view, a free foam finger, and... our own private place to watch the game." If she was honest, she wasn't entirely sure if she was trying to convince Ron or herself of the suite's benefits.

"I know, I know," Ron replied. "It's just that... well, I really wanted to spend today on the road with you. And I really wanted to spend tonight..." His cheeks took on a slight reddish tint. "I wanted to do things that we can't really do here."

Kim leaned in and kissed his cheek. "Me too, sweetie." Kim froze briefly as a thought flashed through her head. She debated the idea in her head for a moment before deciding to run with it. Her lips curled into a devilish grin. "Maybe we still can..."

Ron turned to his fiance in confusion. "KP, what are you-"

"Shhhh!" Kim commanded. She grabbed Ron's face and aimed it at the football field below. "Eyes on the game, no matter what."

"Ummm... Okay..." Ron's confusion was evident in his voice. "Why do I need to keep my-" A sudden jolt of pleasure killed his line of questioning. Ron felt Kim's fingers brush over the crotch of his pants. Ron turned to see that Kim was staring at the football field as she continued to paw at his rapidly-hardening cock. After a few brushes, her fingers quickly found their way to Ron's zipper.

"KP, what are you-"

"Eyes. Game." Kim kept her eyes on the action happening on the field while her hands were busy creating action in the suite.

So many thoughts ran through Ron's mind. They could be caught in so many ways. A glass wall that separated the suite from the rest of the crowd, so anyone in the back few rows could turn around and see what they were doing. Granted, the table might block most of their view, but anyone who saw could put two and two together. And even if they didn't see, a stadium staff member could walk into their suite at any moment.

But when Kim's hand made contact with Ron's bare skin, all of those thoughts melted away.

Kim's deft hands were well practiced in the ways of pleasing Ron. She knew exactly where to touch, where to rub, and where to squeeze. And touch, rub, and squeeze she did, much to his delight.

Ron wanted to throw his head back and close his eyes, but he fought the urge. He kept his eyes pointed at the field, even though his focus was on the feeling of Kim's soft hands expertly running up and down the length of his shaft. He would simply have to settle for breathing heavily as his only form of expressing to his future wife just how well she was doing.

Ron gulped hard. Between the unexpected thrill of playing where anyone could see, his longing for her touch, and Kim's double-time efforts, Ron found himself quickly approaching the finish line. "I'm almost there," he uttered breathlessly as he began pawing around for a napkin.

Without missing a beat, Kim used her free hand to gently swat at Ron's. She then grabbed their complimentary foam finger and dropped it on the ground next to his feet. "Oops," she said, "better go grab it." 

Kim dropped to her knees to reach for the prop, but once she was under the table she quickly positioned herself between Ron's legs. She took the tip of his sex into her mouth and pumped his cock with piston-like intensity to coax his cum out of him.

Ron couldn't hold back any longer. He let out a low groan as he reached his peak. Kim's hands continued their magic as his essence quickly filled her mouth. Once she was satisfied that Ron's shaft had been sufficiently emptied, she swallowed his cum in one big gulp. She then quickly stuffed his cock back into his pants and closed the zipper before grabbing the foam finger and returning to her seat.

"That... was... WOW."

Kim smiled at how thoroughly he emptied her man of both cum and coherent thought. "I'm glad you enjoyed it, because I did too."

"AHEM!"

Both heroes snapped their heads back towards the suite's entrance. There they saw a member of the stadium staff - a woman just a few years older than themselves - staring daggers at the young couple as she approached them. "I take it you're... enjoying the suite's amenities?" she said.

Ron turned bright red. "Hey there, ummm..." he stammered, "We, ah... We didn't see you there."

"How..." Kim, who was just as red as Ron, tried to cut in. "How... much of... that... did you see?"

"Enough to get TMZ interested," she said coldly. She then extended an upturned palm towards the heroic duo. "Unless..."

Ron could barely think straight, but he knew what he had to do. He grabbed his wallet, fished out five $20 bills, and hastily slapped them into the staffer's hand. The worker looked at Ron's offering. "My memory isn't perfect, but I'm pretty sure I saw Team Possible engaging in-"

Kim let out a defeated sigh. She reached into her own pants pocket and grabbed her wallet. She pulled out another $100 and placed it into the palm of the worker.

With that, the worker smiled smugly. "Absolutely perfect behavior." She folded the cash, slid it into her back pocket, and headed out the door. "Go Crushers!" she cheered as she shut the door behind her.

With the intruder gone, Kim and Ron turned to each other as they each tried to process what just happened. They stood in silence for nearly a full minute before Kim spoke her mind.

"Honestly? Worth it."

Chapter Text

Sept. 6 - In The Kitchen

Kim/Shego; implied Ron/Kim/Shego

Rating: E

Shego turned towards Ron and glared at him. "Are you ready to lose, sidekick?"

Ron turned away from his opponent to take stock of his battle station. Directly in front was an oven with an empty preheated saucepan on its top. On the counter beside him were cups of butter, flour, milk, shredded cheese, salt, pepper, and diced jalapenos. Satisfied with his spread, he turned back to Shego and smirked. "The Ron-man is ready to kick butt! The real question is, are you ready to taste defeat?"

Shego chuckled. "Oh, I'll be tasting something alright, but it sure as hell won't be defeat." She turned away to take stock of her own battle station. Before her on the kitchen table laid Kim Possible, clad in a blindfold and nothing else.

"You both start when I say go," said the captive redhead. "Three... two-ooooooooooh..." Kim's countdown was interrupted by the sensation of two fingers sliding into her pussy.

"Hey, no fair!" cried Ron. He quickly emptied the butter and flour into his saucepan and began to whisk the ingredients together into a roux.

The friendly rivalry between Kim's partners seemed to pop up in strange ways. This iteration started during their last date night, with the trio sharing a bag of tortilla chips during a movie. Ron offered to make nacho cheese sauce, saying that it wouldn't take long. Shego doubted his claim, saying that she could make Kim cum by the time he would return.

The short barbs turned into a friendly-but-heated debate, and that turned into an agreed-upon challenge. If Shego could bring Kim to orgasm before Ron could bring a completed nacho cheese sauce to the dinner table, Ron would have to submit to Shego that night. If not, Shego would have to submit to Ron. Kim, satisfied with the prospect of both an orgasm and Ron's cooking, offered to submit to the winner as well as an added incentive.

The competition was well underway, and Shego was doing her best to come out the victor. She grabbed Kim's right breast with her left hand, running her thumb over the younger woman's nipple. With her other hand, she pumped two fingers in and out of Kim's glistening slit and rubbed the clit with her thumb.

Ron took note of what was happening at the kitchen table, but he remained focused on the task at hand. He grabbed the milk and began to whisk it into his concoction, turning his roux into a béchamel sauce. He adjusted the heat to make sure that it would come to a simmer at just the right time.

Kim let out a long moan that caught Ron's attention. He saw that the thumb on Kim's clit had been replaced by a tongue. The older woman eagerly lapped at Kim's most sensitive place while her hands continued their work on the redhead's breast and pussy.

Ron turned back to his sauce, but a loud gasp from Kim brought his focus back to his girlfriends. Shego had slid one of the fingers that had just been in Kim's pussy into the heroine's ass. The green-skinned woman barely gave Kim any time to adjust to the feeling before pumping in and out at full bore.

Ron's mental timer told him that he needed to turn his attention back to his cooking. He smacked the side of his own head to get his attention off of the enthralling view and onto his cheese. Sure enough, the béchamel had just come to a simmer. Judging from Kim's ragged breathing, he couldn't have waited any longer.

He turned off the heat, grabbed a handful of the shredded cheese, and dropped it into his sauce. He began whisking the mixture to get the cheese to melt. As he stirred, he glanced over to the dinner table and saw that Shego had slid a second finger into Kim's ass.

Damn.

Another pinch of cheese. Another agonizingly-slow stirring. Another glance. Now, Shego had move from beside Kim to atop the table. The new position allowed her to keep her fingers in the younger woman's ass while wrapping her other hand around Kim's throat.

Double damn.

One last pinch of cheese. One more slow-motion stirring. One more glance. Shego had leaned in, her lips mere inches from Kim's ears. Despite being so close, Shego's commanding voice was loud enough to hear throughout the kitchen.

"That's it. Be a good little girl and cum for me. You want to make Miss Go happy, don't you Princess?"

Triple damn.

The sauce had just come together, but Kim was at the brink. Ron couldn't waste another second. He dumped the jalapenos into the sauce along with pinches of salt and pepper and hastily stirred. He lifted the pot and hurried to the kitchen table...

"FUUUUUUUUUUUUCK!!!!"

Kim's blissful scream filled the room two seconds before Ron could set the saucepan on the table.

Shego smirked at Ron and lifted her arms in triumph. "I win!"

"No fair!" cried Ron. "She only finished first because you started before she could say 'go!' You cheated! I won!"

Shego shrugged. "Eh, sucks to suck. Tell him, Princess."

Whatever backup she expected from Kim didn't come. When Shego looked back at her handiwork, she saw that Kim was still squirming and mumbling incoherently. If the rarely-used profanity didn't make the strength of Kim's orgasm clear, the obvious intensity of the aftershocks certainly did.

Both competitors eyed Kim, then looked at each other. They each had the same thought in their minds: if they had both won, then Kim would have to submit to both of her lovers.

"It was a tie," they both said simultaneously. 

Chapter Text

Sept. 7 - Putting On A Show

Bonnie/James Possible

Rating: E

Note: This story runs parallel to Story #3 ("What'cha Starin' At?"), but it is not required reading to understand this story.

"J... A... M... E... S."

A naked Bonnie Rockwaller took one more look at her note card and checked the spelling of her customer's name against what she wrote on the dildo, just to make sure he didn't use one of those weird spellings with a Y in the middle. Repeat business was critical the private video game, and most guys won't go back to a girl who can't even bother to get their name right.

Satisfied, she capped the marker and tossed it aside, along with the note card that contained the address she would send the toy afterwards. Said address was a PO Box in Upperton - just a few minutes away from her Middleton home - which gave her a good feeling.

Bonnie had no intentions of doing anything in person with her customers, but this one being close by gave her an option if she wanted to go down that route. Plus, him using a PO Box meant that the guy had something to lose, and that meant that he'd likely pay well enough to make sure she stayed quiet about any potential... happenings.

Bonnie shook those thoughts aside. She needed to get this going so it wouldn't take all night. She tried to think of something sexy to get herself in the mood, or at least something other than how ugly this James guy was. All of her top-paying followers were old, fat, or gross. Most were some combination of the three. Yet all of them sent pictures, unsolicited.

This guy didn't. Not even a dick pic, and they all sent dick pics.

"Oh well," Bonnie thought. "One less ugly guy to think about." She figured that James couldn't be completely disgusting. He had some sort of wife or girlfriend to hide this from. Maybe even a full family. Probably one of those picture-perfect sitcom families - or worse, like Kim Possible's family.

Bonnie's line of thinking paused. "Hey, isn't Kim's dad named James?" she thought. She thought back to the class ski trip from a few years ago and remembered that yes, James Possible was a chaperone. He was really dorky, but didn't look half bad. She shrugged. "Eh, good enough," she said to herself as she decided that Kim's dad would stand in for whatever this James guy looked like.

With that settled, Bonnie picked up her phone, opened its camera app, and began her recording session.

"Hello James," she said in a soft voice. "I've been thinking about you all day." She grabbed the marked toy from beside her and held it up to the camera. "And I've been thinking especially hard about this part of you..."

She gave the tip of the fake cock a kiss and ran her tongue around its head before slowly taking it down her throat. As she did, she imagined doing the same to Kim's father. She envisioned James overloaded with pleasure, unable to handle the attentions of a woman half her age.

She took the entire length of the rubber toy down her throat, and she imagined the older man gasping and moaning in appreciation. Her imagination replaced the feeling of cold rubber against her lips the heat of James's cock. The imaginary version of her had her face buried so deep into his coarse pubic hair that she could almost smell his scent.

She pulled the toy out of her mouth and took a brief moment to catch her breath. She smiled at the camera. "I've been thinking about you being inside of me, James. All the way inside..."

At that, she brought the toy to her clean-shaven pussy and slid it in. She wasted no time in thrusting the dildo in and out of herself at full speed. As she did, her mind's eye pictured her naked with James above her in the Possibles' master bedroom.

With every thrust of the toy, she saw Kim's father thrust into her tight pussy.

With every thrust of the toy, she saw Kim's father getting closer and closer to getting caught by his wife and daughter.

With every thrust of the toy, she saw Kim's family - and Kim herself - getting closer and closer to finally being broken.

Despite being a year out of high school, the thought of Kim's demise still gave her great joy.

But the thrusts kept coming in the theater of her mind, and each one drove thoughts of Kim and her family further and further away. Soon, all that was left was James plowing into her. Hard.

Bonnie started to pant and moan. Not her usual 'show' moan, but a quiet, genuine moan. She could feel him pin her down and drive deeper and deeper into her with his thick cock. She felt full, more full than any of her toys ever made her feel. She felt an intensity that was almost primal.

In reality, Bonnie pulled the toy out of her pussy and deep-throated it again. But in her mind, James had pulled out of her, grabbed her by the back of her head, and brought her mouth to his wet cock. Whatever power she held over him at the beginning of the session was gone.

Once his cock was thoroughly cleaned of Bonnie's juices, James pulled her firmly by her hair. He laid down on his back and gave her a singular command: "Bounce."

Bonnie nodded in real life in response to the imaginary James's order. She moistened the suction cup base of the toy and slammed it onto the ground so that it stuck upright. She quickly positioned herself over the latex cock and slid down its entire length. She briefly savored the feeling of it so deep inside her before she heeded the older man's command.

Bonnie put her free hand on the ground for balance and bounced for everything she was worth. She wanted him to cum inside of her. She needed him to cum inside of her. She needed to feel him fill her to the brim. She couldn't think about camera angles or spouting out sexy lines. All that she could focus on was milking every drop of his seed out of him and into her.

All of those thoughts sent her over the edge. She came hard and loud. She dropped to her knees and doubled over to catch her breath as a series of aftershocks coursed through her body.

Once she could speak coherently, she turned to the camera, all pretense of character gone.

"James... If you are who I hope you are..." Bonnie gulped. "I need to meet you. Immediately."

Chapter Text

Sept. 8 - Against A Wall

Ron/Joss

Rating: E

Includes Aged-Up Characters

NOTE: This story takes place several years after the end of the series, in the same timeline as Bare Spot.

At 4'10" and 97 pounds, Joss often hated her lack of size. But in moments like these, she relished it.

Joss found herself five feet off the ground with her back pinned against her (thankfully-tall) apartment wall. Ron's face was buried between her legs, and his large hands supported her by her rear. His tongue alternated between lavishing her clit and lapping up her wetness.

She held onto a nearby cabinet for additional support, but she knew it wasn't necessary. Ron had her in his arms. She was safe.

Despite her slight frame, Joss was deceptively strong. Any villain who was dumb enough to call her 'small fry' or 'shrimp' found that out quickly enough. But despite stepping out from her cousin's long shadow and becoming a respected hero in her own right, the 19-year-old wished that she wasn't quite so small.

Except when she was with Ron.

Ron had given her two orgasms already, and a third was close behind. Granted, he was talented when it came to oral sex, but her pleasure came from more than just his skill.

Ron wasn't big in comparison to most people, but he was strong. And he was always protective. Be it in his hero work or his everyday life, Ron did everything he could to protect those he loved - especially Joss. And Joss loved him all the more for it.

Being able to hold her so gently yet so firmly triggered something primal in her. She easily ceded control to him because she knew he would always keep her safe.

Joss felt another jolt of pleasure coming. She grabbed two fistfuls of Ron's hair and leaned back as she let out a sharp scream. Ron continued his ministrations to milk as much as he could out of her orgasm, but gave her a rest once she had ridden the wave to its conclusion.

With her breath still ragged, Joss wriggled off of Ron's shoulders and slowly slid down the wall. Once her feet reached the floor, she jumped back up and wrapped her legs around Ron's waist.

Ron took the hint immediately. He grabbed the outside of her thighs and guided his hard cock into her dripping-wet pussy. Both partners let out gasps as Ron slid inside. Once his balance was settled, he began pumping in and out of his lover as hard as he could.

Joss knew that this would not be a long fuck, and she didn't mind in the slightest. She had already gotten more than her fair share of pleasure. Now she wanted to make sure that he got his.

"Fill me up," she begged between gasps. "Please fill me... All the way up..."

Ron didn't take long to fulfill her request. He let out a grunt and let loose inside of her. One, two, three shots painting her inner walls. It was a sensation she savored thoroughly.

Once his cock had spilled all it could, Ron gradually let his knees weaken. He slowly slid down to the floor and carried Joss with him. Once his ass made contact with the ground, Ron leaned back and pulled Joss on top of him in a tight embrace. Both lovers felt exhausted, fulfilled, and content.

In that moment, Joss felt seven feet tall.

Chapter Text

Sept. 9 - In A Vehicle

Ron/Bonnie

Rating: E

Ron pressed a button on his phone and saw a "Mic On" symbol appear on his screen. "Randall, how long until we get to the airport?"

The party bus driver's response was instantaneous. "We're pulling up right now, sir," he said through the phone's speaker.

Ron gazed down between his legs. There he saw Bonnie slowly jerking his cock to life while planting gentle kisses on his exposed balls. He turned his attention back to the phone. "Can ya loop around the block?"

"As you wish," replied Randall.

Satisfied, Ron tossed the phone into the empty seat beside him. He turned back towards Bonnie and gave her a soft smile. "I just bought you an extra five minutes."

Bonnie looked up and nodded. "Thank you, sir," she said gratefully before returning her lips back to Ron's balls. Ron leaned back and closed his eyes, savoring what had already been an incredible 22nd birthday.

The day marked both his two-year anniversary with Bonnie and his one-year anniversary of receiving payments from his Naco royalty annuity. Though he was proving far more frugal and wise with his spending this time around, Bonnie asked for - and received - a few thousand dollars to make the day memorable.

"Pretend you're splashing the cash like you did in high school," Bonnie had told him at the beginning of the day, "and I'll pretend that I'll do... anything... to get some of it."

Bonnie had fulfilled her role and then some. The couple had a lavish breakfast, and Bonnie punctuated it with an under-the-table handjob. Then the couple arranged for an hour-long pre-opening shopping spree at Claudia's Mystery, which included an up close and hands-on fashion show. And after a picnic lunch and a skinny dipping session, Bonnie dropped the biggest surprise yet: a party bus ride to the airport, where they would catch a private flight to a swanky Los Angeles hotel.

Ron enjoyed every moment of his day so far, and he especially enjoyed the sight of his girlfriend lavishing his balls and cock with attention. But the brunette was in no hurry to get Ron to cum, even though their ride was almost at an end. Ron didn't mind, but it did strike him as un-Bonnie-like.

"We've arrived, sir." The driver's voice boomed through Ron's phone and snapped him out of his train of thought. Bonnie gave the tip of his cock one more kiss before stuffing it and his balls back in his pants and zipping him up.

Ron pulled her up and gave her a deep, appreciative kiss. Bonnie pulled back slightly and smiled before planting one more soft kiss on his lips. She stepped out of his grasp to straighten out her dress, then pulled out her phone and looked at her notifications. What she saw caused her to act very disappointed. Or rather, over-act very disappointed.

"Oh no," she cried. "Our flight doesn't leave for another hour."

Ron shrugged. "That's okay. We can hang at the airport for a bit."

"But I'd rather stay in here with-" Bonnie's reply was interrupted by a knock on the rear door. She beamed instantly. "Oooh, your present's here," she cooed as she scrambled to the door.

Ron's brow furled in confusion. "Wait, you mean all this isn't my present? What did you-" His voice died in his throat and his jaw dropped to the floor as a blond woman stepped into the bus and stood in front of him.

"Hey Ron," said Tara with a beaming smile.

The birthday boy struggled to find his voice. For her part, Bonnie walked beside Tara and pulled the newcomer's dress over her head. The disrobing revealed that Tara's bra and panties were each comprised of red strips of cloth tied into gift bows. Bonnie gently placed one end of the panty string in one of Ron's hands and one end of the bra string in the other.

"Don't be shy, sir," Bonnie said. "Open it up and see what's inside..."

Chapter Text

Sept. 10 - Hot Tub

Ron/Ann

Rating: E

Kim pinched the bridge of her nose and let out an annoyed sigh. The heat of the hot tub wasn't getting to her, but the hot air escaping her father's lips was. "Mom, make him stop."

Ann, who sat beside her husband, gently splashed some water into her husband's face. "Be nice, dear," she scolded.

James feigned innocence. "I am being nice. Aren't I, Ronald?"

Ronald, who had an arm around Kim's shoulders, shrugged. His love for his future wife trumped all, but his irrational fear of James sending him into space was a close second.

Kim stepped in, realizing that her fiance would not be stepping in. "Daddy, I love you, but I will leave if you do one more dad joke."

"I'll make him leave if he does one more dad joke," Ann added.

James held his hands up in innocence. "Girls, please," he pleaded. "You haven't even heard about my co-worker's Frisbee."

Kim knew she shouldn't say anything. In her heart of hearts, she knew that saying anything would lead to a dumb punchline. But she just had to give him the benefit of the doubt. "What happened?" she asked wearily.

James smiled. "Well, I went outside and I looked at it and it kept getting bigger and bigger. I just couldn't figure out why. And then it hit me."

Kim rolled her eyes and threw her hands above her head. "Done!" she cried as she stood up. "I can't. I just can't." She turned to Ron and gave him a quick peck on the lips. "Ron, don't stay in all night." With that, she climbed out of the tub, grabbed a towel and walked back into her parents' house.

James got up to half-heartedly chase after his daughter. "I'm sorry," he said with little conviction as he left the tub. As he reached the patio door, he turned back towards his wife and his future son-in-law. "Are you coming in?"

Ann shook her head. "I think we'll stay here for a bit," she said.

James gave the pair a thumbs up. "Dinner will be here in 30. Don't be too long." He gave them a wave before entering the house and closing the door.

Ron let out a slight chuckle. "How often does he get that bad?"

Ann shook her head. "Not nearly as often as he did when we first got married."

Ron's eyes bulged. "He was even worse with the jokes?"

"No, he was just as bad," she said with a smile. "It's just that now I know how to... distract him." As those words fell out of her mouth, Ann brought her hands above water. In one of them was her untied bikini bottom, which she tossed onto the edge of the hot tub beside Ron's head.

Their Wednesday night fun had begun.

The weekly ritual began more than a year prior, when Kim and Ron had a pregnancy scare. It was a false alarm in the end, but Kim couldn't risk doing anything else that might put Team Possible on the shelf for nine months just yet. Meanwhile, between his government work and some unaddressed health issues, James had found himself unable to perform for his wife for some time.

A family dinner that involved too much wine and too many spilled secrets led to Ann's drunken suggestion that she and Ron fuck each other. The proposal was laughed off at the time, but it did lead to lots of soul-searching and hard conversations. Eventually, James and Kim each decided that Ann's crazy, drunken idea wasn't so crazy after all.

Provided that it was just sex, of course.

Ron smiled as he began to close the distance between the two of them. Ann, however, had other ideas. She pushed Ron back to the edge of the pool and back into his seated position. She leaned down and gave Ron a kiss on his cheek as her hands returned underwater to pull down his swim trunks. Part of her wanted to give him a deep, passionate kiss, but doing so would be against the rules Kim put in place.

Freed from its constraints, Ron's cock began springing to life. It started to grow as Ron thought about what was to come, but Ann decided to give it some encouragement. She stood between Ron's legs and turned her back towards him. Then she sat on his lap and ground her ass against his rapidly-hardening member.

Once Ron's cock was fully erect, Ann turned around. She straddled Ron's lap and reached down to grab his cock. She aimed it at her wet slit and slowly slid down its length. She closed her eyes and let out a low, deep moan as she accepted him fully.

Ron grabbed her hips as if to hold her in place. He knew that she needed a moment to get used to his thickness so he did not thrust. The pause allowed him to squeeze Ann's ample breasts through her swim top. He was tempted to brush her top aside and pinch her nipple directly - or even take it into his mouth - but that was against James's rules.

Ann grabbed the edge of the hot tub on either side of Ron's head for balance as she began to bounce up and down on his shaft. It didn't take long for her to reach full speed, and she rode the entirety of Ron's length with each stroke.

Ron's hands had returned to Ann's hips. He nominally helped guide her to set the pace, but she was in control right now. That was for the best, as Ron had come close to doing things that were forbidden the last time he took the lead. He was content to let Ann bounce to her heart's content.

And bounce she did. She slid her bikini top up and pinched one of her nipples as she rode Ron - more so for his pleasure than her own. Just because he couldn't touch didn't mean that he couldn't see.

There were nights where she needed to be pleased, and nights where she needed to please her lover. Tonight was the latter.

The elder Possible woman leaned in and let her lips brush against Ron's ear. She whispered encouragement to him, letting him know exactly how good he was doing and exactly where she wanted him to finish.

Ann's husky voice was the straw that broke the camel's back. Ron tightened his grip on her hips and pushed himself fully into her before spilling his seed deep inside of her pussy. Even though she wasn't thinking about her own pleasure on this evening, the feeling of his sperm painting her inner walls was enough to give her a small orgasm.

Even after he had reached his peak, Ann had some extra fun with her younger lover. She slammed herself against his base to milk the last of his cum out, then pulled up so far that that his tip just fell out of her folds. Then she slammed herself back down and repeated the process. Once or twice, she would let the tip of his cock brush against her asshole. Both knew that they couldn't go through with that, but teasing was fun.

Teasing was especially fun tonight as she let his cock head dangle a bit longer at her rear entrance than she normally did. Then a bit more. Then she started to slide down juuuuuust a bit so that his tip was pushing right against the forbidden hole.

Ron fought the urge to tighten his grip on her hips and pull her down. Ann fought the urge to give her younger lover as much pleasure as she could.

But then the two looked at each other and gave each other a nod.

They were going to follow the rules.

For now, at least.

Chapter Text

Sept. 11 - Nature Date

Kim/Ron/Yori

Rating: E

Celebrating a 21st birthday is fun.

Celebrating a 21st birthday in the mountains is very fun.

Celebrating a 21st birthday in a hidden hot spring in the mountains is very, very fun.

Celebrating a 21st birthday in a hidden hot spring in the mountains while being pampered by your lovers is fun beyond description.

Yori was having fun beyond description. Kim and Ron saw to that.

Yori stood naked in the private mountain-side spring, sandwiched between her two equally-unclothed lovers. In front of her was Kim, with whom Yori was engaged in a passionate makeout session. Behind the birthday girl was Ron, who ran his hands up and down the ninja woman's sides while kissing her up and down her neck.

The hot spring was so far away from the rest of the Yamanouchi campus that the trio knew that they would not be disturbed. Being so openly lewd in a public setting was well beyond Yori's normal level of modesty, but the setting helped to lower her inhibitions.

The bottle of sake the three had split earlier probably helped with that as well.

Yori felt Ron's cock come to life and brush against her folds. She moaned into Kim's mouth and deepened their kiss. For her part, Kim gave one of Yori's nipples a soft pinch with one hand and gently brushed Ron's cock with the other.

Ron and Kim locked eyes around Yori's head and gave each other a brief nod. At that, Ron released his grip on the ninja and retreated a short distance to the edge of the spring. He sat down on the smooth rock edge and grabbed something from Kim's bag beside the water. Once Ron was in place, Kim gently leaned into Yori - while maintaining the kiss - to get her to walk backwards. The two women slowly made their way to the water's edge in front of Ron.

Once Yori was close enough, Ron grabbed her by the hips and gently pulled her into his lap. His cock was briefly pinned between her buttocks, but Ron quickly positioned his condom-covered member so that its tip was between Yori's folds.

Yori lowered herself down Ron's length, moaning the entire way. Once she had fully impaled herself, Kim knelt between the birthday girl's legs and began to lap at her clit. Yori threw her head back and shuddered in delight at the double dose of pleasure, while Ron took the opportunity to plant more kisses on her neck.

Kim's tongue worked its magic on the ninja, whose breathing grew more and more ragged. Yori rocked back and forth on Ron's cock but didn't bounce quite yet. She was thoroughly enjoying the sensations that Kim provided. The redhead reached up and pinched Yori's nipples, and that sent the birthday girl over the edge. The raven-haired woman let a scream out into the heavens, then leaned back and collapsed into Ron's grip.

"That was... (gasp) most... (gasp) amazing," panted Yori.

"Glad you liked it," said Ron with a smile. "We gotta make sure that our girl gets everything she wants on her birthday."

Yori turned back to Ron with eyes wide in wonder. "Everything?"

Kim gently took Yori's face in her hands and turned her towards herself before giving her a soft kiss on the lips. "Everything we can give you."

Yori gave Kim a slight smile. She then closed her eyes and gave herself one last chance to talk herself out of her birthday wish, but she knew she couldn't deny her desire. With one last breath, Yori lifted herself off of Ron's still-hard cock. She grabbed the condom, pulled it off of him, and set it on the rocky edge of the water.

With the latex out of the way, Yori turned back towards Kim, wordlessly asking for permission but half-expecting the redhead to bring the festivities to a halt. Instead, she saw Kim's lips curled into a lustful smile.

"Ron," said Kim, "give our birthday girl exactly what she wants."

Chapter Text

Sept. 12 - Romantic Gesture

Kim/Shego

Rating: E

It was just like old times. Kim found herself on her back with Shego looming over her and sneering pet names at her.

Then again, maybe it wasn't quite like old times. Back then, a 16-year-old Kim would have found herself in this situation in the heat of battle. Now, a 19-year-old Kim found herself in this situation in the heat of an hour-long fuck session.
 
Shego straddled Kim's face in a reverse cowgirl position. The elder woman ground her crotch into the younger woman's face. Kim was thankfully eager to lap at her folds, as Shego's deep grinding effectively prevented the redhead from doing anything else.

With Kim's face pinned underneath her, Shego was free to play with the rest of the heroine's body as she saw fit. For now that meant pumping a rubber cock in and out of Kim's wet slit at piston-like speed. Shego was rapidly approaching yet another orgasm, and she had hoped to bring her younger partner to her peak at the same time.

Kim's tongue proved too talented to make that happen. Shego filled the bedroom with a string of profanities as she approached her climax, then screamed one loud one once she achieved it. As Kim lapped up the juices that spilled from her, the green-skinned woman doubled her efforts with the toy. Within seconds, Shego felt the vibrations of Kim's muffled scream against her lower lips.

Shego shifted her weight and leaned back on her heels enough to make sure that Kim wasn't suffocating. Kim took the opportunity to wriggle out from underneath her former rival. She rose to her knees in front of Shego, still a bit at a loss for breath. She quickly leaned in and gave the older woman a soft kiss on the lips, then leaned back just as quickly.

Shego shot Kim a puzzled look. "Did... did you just kiss me?"

Kim slowly nodded, as much as an answer to Shego's question as it was her realizing exactly what she just did.

"...Why?"

"Honestly?" Kim shrugged. "I'm... not really sure."

"I..." Shego was at a rare loss for words. "I thought this was just sex."

"So did I, but..." Kim shrugged again. "It... felt... right?"

Shego was nonplussed. "Kissing me... felt right to you."

The younger woman's face fell. "I made it weird, didn't I?"

Shego nodded, which made Kim bow her head in shame.

"Lucky for you, I like weird."

Kim's head shot back up. She gawked at Shego, who was giving her a smirk.

"And extra lucky for you," the older woman continued, "I liiiiiii..." Shego cleared her throat. "I liiiiiiiii..." She let out a sigh. "I... don't hate you."

Kim smirked at her... whatever Shego was to her. "That's as good as I'm gonna get tonight, ain't it?"

"Take it or leave it, Princess," sneered Shego.

Kim's smile turned into an all-out grin. "I'll take it."

Chapter Text

Sept. 13 - Fantasy

James/Ann

Rating: T

Ann, dressed in nothing but a robe, eyed over the small piece of paper in her hand. She had fully intended for her husband to fill the blank line at the bottom of the coupon and give it back to her, and he had done just that. It was how he filled that line that threw her for a loop.

Ann shot the man lying next to her a puzzled look. "You... you want me to do that?"

James's cheeks took on a bit of a crimson hue, nearly matching the color of his silken boxers. "You don't have to. I just thought-"

"No, no, no," cried Ann as she waved her hands in front of her. "I want to do this for you. It's just..." She took her husband's hand. "I never expected you to ask for something so..."

"...Weird?" James offered.

"...Minor," Ann corrected. "I mean, maybe I didn't make it clear when I said I'd do anything for you for our anniversary."

"I heard you when you said it."

"You heard me," she continued, "but I'm not sure you understood me. I said 'anything,' not 'anything you think I wouldn't be offended by.'"

Now it was James's turn to take on a look of confusion. "Does my wish not fall under 'anything?'"

Ann sighed. "It does, dear. It's just... I assumed you would have gone... I don't know, bigger." She looked into her husband's eyes. "I've seen the videos you have in your favorites, and those go way beyond what you're asking me to do."

James raised an eyebrow. "You mean on PornPalace? I didn't add any to our account."

Ann shook her head. "Not our account, your account. The one you forgot to sign out of last week."

James's eyes bulged in panic. "Annie, I can explain-" Ann held a hand up to stop him, cutting off his defense.

"I'm not mad. I'm not upset. I'm not disgusted." Her tone was soft and understanding. "I'll admit, some of that was... a lot to take in. There were things in there that I'd like to do now, things that will take me a little time to warm up to, and... things that will take me a lot of time to warm up to."

James's features curled into a frown. "Ann, I would never ask you to do anything you don't want to do."

Ann smiled. "I know that, dear, but that's just it. I will do anything for you. Hell, I'll do everything for you. You are such an amazing husband and an incredible father, and you've given me so much joy and happiness. You deserve to have every single thing you want. So..."

Ann got out of bed and walked over to the desk in the corner of the bedroom. She opened a drawer and pulled out her checkbook. She flipped through the booklet, tore out a check, and tossed the rest of the book on the table. She returned to the bed and handed the check to James.

James stared at the check for a few moments, then looked at his wife. "What was that all about?"

Ann smiled softly. "James, this is a blank check. For ANYTHING you want. I don't care how dirty or depraved it is. I don't care if it involves other people. I don't even care if it doesn't involve me. You can make it out for ANY act, and I will cash it."

James's eyes returned to the check as he registered just how much power she was giving him. So many questions raced through his mind, but only one made its way to his mouth.

"Does this mean you don't want to fulfill the coupon?"

Ann chuckled. "I love you so much," she said. "Of course I'm going to to give you your wish." She leaned in and kissed James's cheek, then stood up. She walked around the bed to be beside him and, once he was within touching distance, she dropped her robe to reveal her nude form. She stretched one arm out at her side and put the other on her hip and began to sing...

"I'm a little teapot, short and stout.
Here is my handle, here is my spout.
When I get all steamed up, hear me shout.
Tip me over and pour me out."

Ann eyed the smile on her husband's face, and it made her smile. Then she eyed the massive bulge that had formed in her husband's boxers. She reached forward and tried to free said bulge from its confines.

"Now that you've got your gift, now it's time to unwrap mine..."

Chapter Text

Sept. 14 - "YES!"

Ron/Drakken

Rating: E

"Yes! Yes! Yes! Yes! Yes!"

The hotel wall did little to dull the shrill feminine screams, much to the chagrin of the two men laying in bed on the other side of said wall. The thin division barely muted the sound of the accompanying bed springs either.

"I can create a device in five minutes that will permanently glue their mouths shut," muttered Drakken as he pointed at the wall.

Ron held his hands up in an attempt to calm down his lover. "Hey, hey, hey, ixnay on the ermanently glue-pay. Being with you is a lot more enjoyable when you're not in jail."

Drakken slumped his shoulders. "I guess you're right. But what are we supposed to do? They've been at it for an hour already."

"Which means they're almost done," offered Ron optimistically.

"Yeah, and then what?" asked the older man. "We're just supposed to go to sleep whenever they allow us to? Bah!" He threw the blanket off of the bed and sat up. "This calls for revenge!"

Ron gave his man a look of concern. "Hey, what did I say about the glue thing?"

Drakken's lips curled into a wicked smile. "Oh, I'm not going to use glue," he said, "but I will create a... sticky situation..."

"And just exactly do you plan on-AAAAAHHHHHH!" Ron's query was interrupted by the feeling of one of Drakken's vines against his skin. It began to snake its way around his soft cock in an effort to bring the organ to life, and it quickly found success. Soon the vine tightened its grip around Ron's cock and began to jerk him, and Ron moaned in appreciation.

Shortly after his flowery transformation, Drakken found that he took no physical pleasure from sex. However, he still very much enjoyed providing pleasure, and Ron's moans were a testament to his skill in that regard.

"Yes! Yes! Yes!" cried the younger man as Drakken's vine gave every inch of his cock attention. The vine's ministrations grew faster and faster, and Ron's cries of pleasure grew louder and louder in concert.

"Yes! Yes! Yes!" came even louder cries from the neighboring room. Apparently, whoever was on the other side of the wall would not be outdone.

Drakken responded by sending a second vine in Ron's direction. This one began brushing its tip around the pucker of the younger man's ass. The new sensation added intensity to both Ron's pleasure and Ron's screaming.

The neighbors again responded by upping their efforts and their volume.

Drakken let out a frustrated growl. He shot a third vine to the side of the bed to grab a bottle of lube. The vine then joined the one on Ron's ass to pour the liquid all over his entrance. The bottle was quickly set aside and both vines began to lubricate themselves.

Ron slightly adjusted himself to prepare for what he knew was about to happen. Still, the feeling of one of the vines sliding into his ass sent a wave of pleasure throughout his body and caused him to scream in ecstasy. It might have caused him to cum then and there, but the vine around his cock had tightened its grip directly under his tip in an effort to contain his orgasm.

An even louder scream from the competing room made Drakken growl again. He decided to 'take his frustrations' out on his younger lover by upping the speed of all three vines to maximum. At Ron's front, one vine jerked his cock with a speed the young man had never experienced before. At his rear, a pair of vines plowed into his depths in turn. As soon as one emerged, the other plunged in.

It was all too much. Ron screamed at the top of his lungs and shot stream after stream of cum into the air. Each shot splashed onto his own chest and stomach, covering him in the evidence of the overwhelming pleasure Drakken had given him.

Drakken eyed over his handiwork and thought two equally-prominent thoughts: "Damn, he looks good like that," and "Hopefully that shuts the neighbors up."

In the neighboring room, Steve Barkin glared at the wall. Once he was satisfied that whoever was on the other side was finally done, he again turned up the volume of his adult film he had ordered through the hotel's television service. If he was going to pay $25 for a 90-minute porno, he was going to enjoy it to its fullest.

Chapter Text

Sept. 15 - The Clock's Ticking

Ron/Yori

Rating: E

A warm sensation on his cock stirred Ron from his nap. He reached his hand down towards his member and found that someone's head was in the way, which filled him in on the cause of said sensation. He instinctively moved his hand to the back of their head and took gentle hold of it by the hair, giving ever-so-slight encouragement to take the entirety of his hardening length down their throat.

Yori obliged eagerly. She wanted to make their four-day weekend together as enjoyable for him as possible. Unsurprisingly, Ron had the same goal, and had seen to her pleasure more than his own. She relished the opportunity to do something for the man that was already doing more for her than she could ever ask.

With Ron fully hard, Yori began to impale her mouth and throat fully on his cock. She bobbed her head up and down the blonde's full length, and pushed herself to do so as rapidly as possible. She was using body control and breathing techniques she learned at Yamanouchi in ways its founders likely would have never imagined.

However she learned her techniques, they had the desired effect. Ron moaned in delight and began thrusting up in time with Yori's motions. The ninja girl ran her hands up his abs, around his sides and down his back. She relished the feeling of his skin and wanted to enjoy it as much as she could within their limited time together.

Yori could feel Ron's body begin to tense. She knew what was coming, and she knew what she wanted to do. She wanted to feel his cum splash down her throat. She wanted to swallow every drop as he watched to show that she accepted her fully. She wanted to feel his cum in her ass, on her face, and wherever Ron wanted to put it.

But when Ron gave her head a gentle tap, she was reminded of where he had to put it.

Understanding Ron's signal, Yori quickly rolled onto her back and spread her legs wide for her partner. Ron quickly took a position over her between her legs and unceremoniously plunged himself deep into her folds. He took just a few thrusts before he began to spill his seed inside of her. He pumped a couple more times to ensure he was fully emptied before collapsing back onto their sleeping mat.

The feeling of Ron's sperm inside of her gave Yori mixed emotions. On one hand, she loved the feeling of Ron's essence filling her up. She loved the feeling even more knowing that the man whom she loved also loved her, even if he didn't love only her.

On the other hand, it was a reminder of why the two had to spend these four days together. Despite what the two of them had been told for years, Ron was not Yamanouchi's chosen one. Rather, his destiny was to create the school's true hero within Yori, and that hero needed to be created ASAP.

Yori accepted her duties. Ron accepted his. And Kim, thankfully, gave her blessing to all of it. Yori wished that things could be a bit different, but she was still grateful that her destiny would still include Ron in some way.

But now was not the time to think about what could have been. She needed to focus on the here and now. The clock was ticking, and she needed to do everything she could to make sure that their destinies would be fulfilled.

As Ron began to position himself back between Yori's legs, it was clear that he was ready to do everything he could as well.

Chapter Text

Sept. 16 - Secret Rendezvous

Ron/Ann

Rating: E

Note: This story takes place after Story #10 ("Hot Tub"), but it is not required reading to understand this story.

Ten minutes ago, Ann and Ron left the Possible household in her SUV to pick up dinner.

Two minutes ago, Ann parked the vehicle in a dark corner of the mall's desolate parking ramp.

One minute ago, she folded the rear seats down and positioned herself on her hands and knees.

Forty seconds ago, her lover had hiked up her skirt and pulled down her panties.

Thirty seconds ago, she felt her partner's already-lubricated cock slide into her tight ass.

Twenty-nine seconds ago, she thought she had entered heaven.

Ann repositioned herself so that her weight was on one arm instead of two. She used her newly-freed hand to rub her clit while her younger lover plowed into her ass. She let let out a long moan in appreciation of both Ron's efforts and her own. She hadn't had anal sex in years and she wanted to enjoy every second of it.

Especially since she knew it couldn't last long.

One year ago, thanks to Kim's pregnancy fears and James's physical ailments, Ron and Ann had been given permission to have sex with each other. However, they had to follow two strict rules: they could only play once a week, and they could not have any intimacy beyond penis-in-vagina sex.

This was no problem at first, but both wanted more out of their sessions as they spent more and more time together. The battle between their love for their partners and their passion for each other waged for weeks.

On this night, the passion won.

Ann rubbed herself to a frenzy as Ron pumped into her at full bore. She had missed the sensation of being filled for so long, and Ron had was providing it with gusto. In all honesty he was going too hard and too fast for such a delicate hole, but Ann didn't mind in the slightest. Whatever minor pain she felt was drowned out by his enthusiasm, his passion, and his need.

Ann felt a big orgasm building within her. She quickened her rubbing pace to get herself over the finish line, and she crossed that proverbial line with a series of gasps and a long, loud yell. She gasped for air as she came down from her high while Ron continued to pound away at her ass.

Ann reached between her legs and rubbed her hand on Ron's balls. They moved too much for her to make much in the way of contact, but the extra sensation did help Ron approach his own peak.

"Tell me when you're there, sweetie," Ann told her younger lover.

"I'm there," came his quick reply. Ann pulled herself off of Ron's cock and spun around to face him. She dropped herself to the floor, face up, with her face underneath Ron's member. She gripped his length and jerked him, aiming his tip at her face.

Suddenly, the passion for more kicked in again. She closed the distance between her face and Ron's cock and took him in her mouth. She didn't think about the taste, nor did she think about the fact that what she was doing was something that she had never done for anyone before, not even James. She just wanted more.

Seconds later, she got more. She felt three, four, five shots of cum fill her mouth as Ron let out a low, lusty groan. She jerked his length to milk out anything left in his cock, then pulled away just far enough for Ron to see that her mouth was full of his seed. And with one big gulp, she made his cum disappear.

The pair quickly got dressed, folded the rear seats back into place, and returned to the front seat. They drove off in silence towards the restaurant that, according to their official story for Kim and James, had given their order to another customer and forced them to wait 15 minutes while they remade everything. It was a decent, believable story.

Without saying a word, they knew they would have to come up with lots more decent, believable stories.

Chapter Text

Sept. 17 - Experiments

Kim/Ron/Shego

Rating: E

"This feels weird," said Kim as she took stock of the unexpected situation in front of her. She was on her bedroom floor, topless, and on her knees at the foot of her bed. A naked Shego was bent over the bed's edge. An equally-unclothed Ron stood between the elder woman's legs, stroking his erect cock. Even though he was in position to enter Shego, his attention was on Kim.

Shego turned her head towards the redhead. "Are you saying you want to stop?"

"No, no, no," Kim replied. "I'm not saying that. I'm just saying that it feels weird."

Ron reached out to Kim and gently took hold of her chin. "Hey, you know I won't do anything you're not 100 percent on-board with," he said. "Say the word and we call it."

Ron's reassurance brought a smile to Kim's face. She grabbed Ron's hand from her face and kissed it before letting it go. "Ron, I want to do this. It's just a little... daunting."

"C'mon, Princess," called Shego. "It's just like ripping a band-aid. Except instead of a band-aid, it's Sidekick's dick. And instead of ripping it off, you're sucking it."

Kim gave the green-skinned woman a disbelieving look. "You make it sound like it's nothing."

"Because it is nothing," snapped Shego.

The younger woman gave Shego a hard glare. "You sure about that?"

Shego sighed. "Have I ever lied to you?"

Kim sharpened her glare at the older woman, and Ron gave her an identical look.

Shego sighed. "Lately?"

Kim shook her head outwardly, but in her mind she acknowledged Shego's point. The only way to do it was to dive right in, and it was something she wanted to do. Or at least, something she wanted to try. She gave Ron a look and a nod.

With the signal received, Ron moved into position behind Shego. He aimed his cock at her pussy lips and slowly drove himself towards Shego's core. He took a few long, languid strokes so that she could feel his full length. Shego moaned at the sensation of being filled, and Ron groaned as he felt the embrace of the older woman's walls. Kim enjoyed the show, but she was full of nerves. She knew the main event was yet to come.

Ron withdrew his cock from Shego's pussy. It was completely coated in her juices, which was exactly what he wanted. He aimed the head of his cock a bit higher than before, this time aiming for Shego's ass. The older woman reached back and spread her cheeks to make his target easier to reach. She pushed his tip against her rear entrance and pushed through its resistance to be inside of her again.

"Mmmmmmmmmmmm," Shego groaned, "That's what I've been waiting for." No longer needing to hold her ass open, Shego reached back to try and pull Ron into her. "Alllllll the way in, Blondie," she commanded.

Ron turned his head towards Kim. "Let me know when you're ready, okay?" Kim eagerly nodded, and Ron gave a nod of acknowledgement. With that settled, he turned his attention back to Shego and obliged her request. He slowly but surely pushed his entire length into her, groaning in pleasure as he did. Once he was fully sheathed inside of her, he took hold of her hips and held himself in place for a moment. That moment was brief, however, as he soon began to pump himself into her.

"That's it," encouraged Shego. "Pound as deep as you can." Ron did not need to be told twice.

Kim watched the proceedings intently. She typically could get off within seconds of watching her two lovers play together, but on this night she was distracted. She rubbed herself halfheartedly, too focused on what she was about to do. She took one last breath before taking the proverbial leap.

"Now!" Kim cried. Instantly, Ron pulled out of Shego's ass. He turned his body towards Kim, who grabbed the base of his cock with one hand. Without giving it any thought, she leaned forward and took his dick into her mouth. She bobbed her head up and down half of his length, but did so with a puffed mouth to make as little contact with his cock as possible.

Shego had sprung off of the bed and knelt beside Kim to get an up-close view of the action. She saw what Kim was doing and decided to help, in her own special way.

"C'mon, Princess, you gotta go for it!" she said as she pulled Kim's hand off of Ron's base. At the same time, the elder woman used her other hand to push Kim's head farther down Ron's meat.

With her mouth fuller than anticipated, Kim couldn't prevent her tongue from making contact with Ron's cock. She braced herself for the taste, which she discovered to be... strangely familiar. Ron's cock tasted like Ron's cock and nothing else. Despite seeing where it had just been, Ron's dick had no foul taste.

Kim spent a few moments savoring her boyfriend's prick, but Shego pulled her head back. She gasped to catch her breath, then turned towards the woman who cut her enjoyment short.

"Tastes like nothing, right?" Shego asked with a smirk. Kim nodded. "Told you!"

"I'm sorry for doubting you," Kim said. "But... how does that even work?"

Shego waved her hands in a 'jazz hands' motion. "Comet powers," she said. "Burns everything that my body thinks shouldn't be there, including waste. Haven't had to use the bathroom in decades."

A confused look crossed Kim's face. "That's... good to know?"

"Ain't it?" Shego stood up and returned to the side of the bed before bending over and spreading her cheeks again. "Now if you want more of that, wake Blondie out of his daze and get him back in here. Now."

Kim stood up, grabbed an over-stimulated Ron by the dick, and led him to their older partner. The night's experiment had been a success, and Kim wanted to make sure that all three of them had a chance to celebrate their new discovery.

Chapter Text

Sept. 18 - Skinny Dipping

Kim/Ron/Tara

Rating: M

As Kim Possible looked at the lake from the window of her cabin, she officially figured out that she hated being a hero.

She loved being heroic. She loved using her physical skills to smash bad guys and bad gals. She loved saving people and protecting those she loved. She loved that her life was never boring.

But the being the hero part? Being a celebrity? The entire world having an opinion about any and aspect of her life? She loathed it.

She, Ron, and Tara had somehow gotten a couple of days of solitude at Camp Wannaweep or Camp Gottagrin or whatever the owners were calling it. She watched as her two blond cohorts swam naked off the edge of the dock. The pair alternated between splashing each other, showing off their diving skills, and cuddling up against each other.

Kim loved seeing what was happening in the lake. What she hated was on its shores; photographers lining up from every angle to take a picture of the vacationing Kim Possible. As soon as she got close to the water, she knew that pictures of her would be all over social media and gossip sites within seconds.

Kim's one bit of gratitude was that the media's inexplicable ability to completely ignore Ron somehow applied to Tara as well, so their lives remained somewhat normal.

She was fortunate that she didn't have to deal with all of those issues in high school. Whatever protection she had up to her 18th birthday - whether that was due to the ethics of the photographers or some sort of deal her parents struck - was clearly gone now that she was an adult.

Every time she stepped out in public, her every flaw - real and perceived - was dissected. Every time she went on a date, her love life and assumed sexual history were national talking points. Every time she went to a party was a chance for the world to judge her as spiraling out of control, even if she never drank.

The long-time hero wanted the freedom to strip naked and dive into a lake like a regular 19-year-old. She wanted a chance to be a little wild, even if she didn't want to get too wild. She wanted the option of not being a role model, if only for a day or two.

Kim was a prisoner on her own vacation. And she was sick of it. So sick of it, in fact, that she decided to do something very un-Kim-like.

Kim emerged from the cabin with a towel draped around her. The cameras surrounding the lake burst into life as they all tried to capture an image of the world's most popular woman. Ron and Tara, used to being surrounded by the chaos of paparazzi, broke from their embrace and gave Kim a friendly wave. The redhead walked to the edge of the dock while the blonds swam to meet her.

"Hey guys," Kim began. "Sorry for taking so long."

"Don't mention it," said Tara. She took Kim's hand as she emerged from the water and onto the dock. "We know what you gotta deal with."

"We were about to come in anyways," chimed Ron as he climbed out as well. "We want to chill out with you."

Kim blushed a bit. As beautiful and warm as the water was, they were still willing to give it up for her. That made her even more determined in her decision. "Actually, I was thinking we could hang out right here."

Tara nodded. "You know, it is a beautiful daaaaaaaah!" She let out a yelp as Kim gently pushed her down onto her back. Ron could barely make out what had happen before Kim pushed him down next to Tara. Kim then removed her towel to reveal her nude body, which caused a surge of shudder sounds all around the lake.

Kim took her position between her girlfriend's legs and gave her folds a long lick. She then crawled over between her boyfriend's legs and took his length into her mouth.

If the photographers were going to take pictures anyways, she might as well give them a show...

Chapter Text

Sept. 19 - Facial

James/Bonnie

Rating: E

Note: This story takes place after #3 ("What'cha Staring At?") and #7 (Putting On A Show), but can stand on its own.

This was not how Bonnie saw things going down.

She had pictured herself in complete control. She had visualized her partner being unable to handle the attentions of a woman half his age. She thought that all she had to do was tell him to lick here, kiss there, worship everywhere.

Instead, she was the one being told where to suck, where to lick, and where to kiss. She found herself on her knees, doing all three to the ass of the older man bent over in front of her. Her tongue alternated between circling the edge of his pucker and sliding inside of it. She had one hand on his hip to help brace herself while the other was jerking the man's cock.

Perhaps most surprising was the fact that Bonnie actually liked what was happening. Really, really liked.

Bonnie felt the man's firm hand reach back, grab her by the hair, and pull her away from his rear. Bonnie gasped for air, then turned towards the man who had turned her into putty. The two locked eyes, and the look she saw coming from the man made her knees weak.

James Possible certainly enjoyed being dominant, especially over a tight and toned 19-year-old. But despite being in the dominant role, he was not in control. He was actually following direction from another.

He turned towards Ann, his wife, who was taking in the encounter from just a few feet away. She sat in a chair with an imposing presence, like a queen reigning over her royal court. She looked her husband in the eyes and gave him a brief but firm command.

"Wreck her."

James nodded, then turned his attention back to his playmate. He stood over Bonnie and grabbed her by the hair with one hand. He took hold of his cock with his other hand and guided it to Bonnie's mouth. The younger woman opened her mouth to take in his tip, but James used the opportunity to slide his full length down her throat.

Bonnie was certainly capable of deep-throating, but not with no warning. She pulled her head back far enough to be able to breathe. She took a few seconds to catch her breath and get ready for the task in front of her. Once she was prepared, she gave James a signal. The older man re-tightened his grip on Bonnie's head and slid his full length back into her mouth.

James kept himself fully buried in Bonnie's mouth for a moment before beginning to thrust in and out of her. He quickly established a frantic pace, treating her mouth more like a pussy than anything else. He wanted to make sure that he followed his wife's command thoroughly.

Bonnie struggled to handle his efforts. His length was manageable, but the thickness of his cock was greater than what she was used to. She may have asked him to slow down or ease up on another day, but the feeling of his control was overwhelming. In that moment, and much to her surprise, she enjoyed the feeling of being used.

James could feel his orgasm coming. He took a few more deep thrusts into Bonnie's throat before pulling his cock out of her mouth with a pop. He shot the first stream of cum onto Bonnie's lips, and the second hit her cheek. He took hold of his cock and aimed his subsequent shots to achieve an even spread over her face.

Bonnie was gasping and sputtering as she caught her breath, but she barely had any time to savor the feeling of being covered. She found herself being dragged to her feet and thrown onto the bed. She was instantly straddled by Ann in a reverse cowgirl position. The older woman spread the legs of the younger while her wet pussy hovered over Bonnie's face.

"You aren't done, James," scolded Ann as she lowered her pussy onto Bonnie's face. "I said, 'wreck her.'"

Chapter Text

Sept. 20 - Formal Wear

Ron/Joss

Rating: T

Includes Aged-Up Characters

Note: This chapter takes place several years after the end of the series.

Joss peered around the corner to look for anyone who could see her. Her stealth skills may be top-notch, but her glittery silver dress and matching handbag were sure to stand out and catch the eye of anyone who would be in the hallway. Finding no onlookers, she briskly turned the corner, pulling a blue-tuxedoed Ron by the hand. She kept her head on a swivel as she searched for the perfect place.

"I don't think we're supposed to be on this side of the building," whispered Ron as he tried to keep pace.

"'Course not," responded Joss at a similar volume, "but I'm an 18-year-old. I'm supposed to do things I'm not supposed to do."

"Okay, but what's my excuse?"

"You just watched your ex get-" Joss froze. Ron was barely able to stop himself before bumping into her. She turned back to him with an apologetic look on her face. "Sorry," she said meekly.

Ron gave Joss a concerned look. "For what, calling Kim my ex?" Joss nodded, and Ron gave her a reassuring smile. "It's no big. Look, KP is-" Ron's brow curled in confusion before correcting himself. "KG. That's gonna take some getting used to. Who knew Shego's last name was Green?"

Joss shrugged. "I always thought it was Gonzalez or Gomez."

"Yeah, me too..." Ron shook his head. "Anyways, Kim is always gonna be my best friend above all else. Her being my ex doesn't change any of that, so don't feel weird about saying it, 'kay?"

"I won't," said Joss with a gentle smile.

"Good," Ron replied. "Now, what were we doing over here again?"

Ron's query instantly put Joss's thoughts back on her mission. She scanned the hallway until she found a door that was slightly ajar. "This," she cried as she dragged Ron towards the door. Once there, she pushed him through the entrance. She quickly followed him in, dropped her handbag, and shut the door behind them.

Ron took a moment to adjust his eyes to the dimly-lit room. Once he could make out more than simple shapes, he determined that the two of them were in one of the hotel's many linen closets. He also saw that Joss had her back to him, her hands still on the door.

"What's going on?" he asked.

Joss's shoulders rose as she took a deep breath, and they dropped as she exhaled. "I need to ask you something." She took one more deep breath before turning around to face him with a serious look on her face. "Where's Rufus been during the reception?"

Ron shook his head. "He's been hanging with Felix most of the night."

"Mmm-hmmm." Joss began to close the distance between the two of them, her expression unchanged. "So when we danced earlier, that wasn't him I felt against me, was it?"

Ron's eyes bulged in panic. He had hoped that he had hid his reaction to being so close to Joss, and he thought he succeeded. He bowed his head in shame. "You... you noticed that, huh?" He looked up and saw that Joss was slowly walking towards him. He began to back up in fear of her reaction, but could only take a single step before his back was to the wall. Still, she continued to approach. "Look, I'm... I'm sorry for-"

"For what?" Joss interrupted, the distance between them non-existent. "Were you that happy to be close to me?"

Ron gulped. He couldn't think of anything to do besides nod and prepare for the ass-kicking he was going to receive.

To his surprise, Joss smiled. "Good," she said, "because I was real happy to be close to you." She reached up, grabbed the back of his head, and pulled him down for a kiss. Ron waved his hands in confusion for a brief moment, unable to process what was happening. Before his brain could figure it out, Joss broke the kiss and took a step back. Both of them were panting to try and catch their breath.

Joss took another step back and a deep breath. "Look, let me put this out there," she began. "I've been thinking about you for a long time, and I don't know if you've ever thought about me like that before we danced." She began to pace nervously. "I know I'm 18 and I know your head's probably all over the place seein' Kim get married and I know this ain't really a good time to start somethin', so this don't have to be nothin' more than what it is." She took another deep breath. "Matter of fact, this don't have to be nothin' at all if you don't want it to be."

Ron took a step forward and put her hands on Joss's bare shoulders. "Joss, I don't really know what I want, but I know that I don't want this to be nothing."

Joss smiled again. "I can live with that." She picked up her handbag, opened it up, and fished out a room key. "714," she said as she tucked it into the breast pocket of Ron's tux. "Do what you need to do, grab what you need to grab, and meet me up there when you're ready." She then grabbed one of Ron's fingers, brought it to her mouth, and made a show of taking the entire digit into her mouth. She slowly brought the finger out of her mouth and flicked its tip with her tongue. "Don't be too long," she said with a smile as she backed out of the closet.

Ron took a moment to collect himself. Once he decided that what had just happened wasn't a dream, he made a mental note of all the things he'd have to grab from his room before meeting Joss in hers. He dug his phone out of his pants pocket and sent Felix a message:

Take Rufus home with u tonight. Tell him not 2 wait up. Will explain tomorrow.

Chapter Text

Sept. 21 - Porno Playlist

James/Ann; James/Ann/Barkin

Rating: E

Ann could do little more than stare at the computer. She was usually good at multitasking, but she was struggling to focus on anything beyond the sensation of her husband's tongue swirling around her clit. Still, she was sitting at her husband's desk for a reason, and she was going to do what she set out to do: fulfill her husband's fantasy.

Weeks prior, James had revealed that he had a reoccurring dream of sneaking under her desk and using his tongue to distract Ann from her work. He knew that she had little in the way of desk-work in real life and that eating her out while she performed brain surgery probably wouldn't end well for anyone, but the dream persisted. Ann came up with the idea of borrowing her husband's home office to play the role of an executive working from home, and James eagerly agreed.

Back in the present, James had more than made himself at home on his knees under his own desk. Ann continued to squirm under her husband's attention, but she knew she had work to do. She reached down beside the chair and turned on a Bluetooth speaker on the floor. She then turned her attention to the computer and scanned through file folders. It took her a few moments, but she found the folder named Home Videos and opened it.

Inside was a collection of videos the couple had recorded over their nearly two decades of marriage. The archive ranged from tender moments of lovemaking to hardcore BDSM and everything between. Ann opened one from five years ago and played it full-screen. Instantly the computer monitor was filled with the image of her on her knees and James fucking her face with reckless abandon. Ann leaned back and pinched her nipple.

She was so overwhelmed with pleasure that it took her a minute to realize that the scene was playing out in silence. She wanted her husband to enjoy what she was watching, so she closed the video and opened another. This time the scene was of James on his hands and knees on the edge of the bed. Ann stood behind him, wearing a strap-on dildo and thrusting said toy in and out of him. Cum leaked from his cock as on-screen Ann grabbed his head and pulled back. At the same time, real-life Ann grabbed her husband's head and pulled him deeper into her folds.

Again, there were no sounds. She briefly released her husband's head and took a look at the speaker beside the bed. Its green light indicated that it was on, so she turned to the computer's volume settings. It showed that the audio was routed to the Bluetooth speaker and that the volume was not muted. 

Ann let out a frustrated huff between pleasure-filled gasps. She tried another video. This one featured Ann face down on a bed, tied to the bedposts at her wrists and ankles. James was above her, driving himself into her ass at full force. She remembered crying out in a mix of pleasure and pain during the session, but still she heard nothing.

Another video saw a younger Ann sit on her husband's face. Still no sound. Another file, this one featuring her collared and leashed as James led her through a hotel bedroom. Still silence. Her frustration overtook the pleasure her husband was doting upon her.

Ann opened one more file, one she knew was loud. This one featured her on her back on a school desk, her legs and head hanging off of either end. One side saw her husband standing over her face, fucking her throat. On the other end saw Steve Barkin holding her legs in the air and plowing her pussy with his thick cock. She remembered the noises that both of the men made that day and she could hear them faintly in her mind's ear, but nothing came out of the speaker.

Frustrated, Ann banged her hand on the desk. The sudden outburst caused James to stop his tongue work and look up at his wife. "Everything okay, Annie?"

Before she could answer, there was a knock on the office door. Ann let out a low, frustrated groan as she slid the chair out and stood up. She threw on her robe and quickly tied it around herself as she stomped towards the door and opened it. "Kimmie, now's not a good-"

Ann's voice died in her throat and the color drained from her face when she saw what was on the other side of the door. An equally-pale Kim stood before her, her eyes glazed over. In her hands was a Bluetooth speaker identical to the one Ann had tried to connect to the computer. The only difference between the two was that the one in Kim's hand blared the voice of Steve Barkin praising the tightness of Ann's pussy.

Kim shoved the speaker into her mom's chest, made a beeline to the desk, and grabbed the silent speaker from the floor. She turned on her heels and marched back to the door. She stopped at the entrance and, without turning around, called back to her parents. "I'm sleeping in the treehouse," she said. "Forever." With that, Kim slammed the door.

Chapter Text

Sept. 22 - Celebration Night

Ron/Ann, Ann/Bonnie

Rating: E

"...Light is on, which means we're rolling, right?" asked Ann to nobody in particular. She craned her neck around the tripod to view her phone's screen and verified that the red 'REC' icon was visible. "Right." She backed away from her phone towards her bed, her nude body facing the phone at all times. "Normally you wouldn't see any of that but I think I'm gonna keep that in because there's something I need to tell you..." She reached down by her feet and pulled up a sign with two lines of text, the first reading 'TheImpossiblyBadDoctor' and the second reading '5k.' "I now have five thousand subscribers on FanFavorite!"

Ann propped the poster board against the headrest of the bed and turned her attention back to the camera. "When I first started this, I didn't think that anyone would want to see little old me, especially seeing all the beautiful young girls on here. But you do. All of you do, and I thank you so much. I want to give each of you a great big kiss. C'mere, babes..." She walked to the phone and gave her camera lens a smooch before returning to her place in front of the bed.

"To be honest, I'd love to do a lot more than just kiss you all, especially after seeing some of the tribute videos that my VIP members sent. Seeing those big, thick cocks getting hard for me makes me wish I was there with you. Who knows, maybe the Bad Doctor will get to make some house calls once everyone gets vaccinated. So..." She smirked and began to scold the camera. "Mask up and vaxx up so you get to see your Bad Doctor instead of your regular doctor."

"That said, I wanted to do something special for you for helping me reach the big five-triple-zero, so I found a couple of people-" She caught herself and let out a chuckle. "I'm sorry, 'content creators.' I'm still not hip to all the lingo yet. Sorry babes." She let out a sigh. "Anyways, I know you've wanted to see me collaborate with some other FanFavorite creators, and there's this couple that happens to live pretty close by. We've talked quite a bit and... Oh, I'm babbling too much." She turned to someone off-screen and made a beckoning motion. "Come on in here."

She was quickly joined by a nude Bonnie and an equally-unclothed Ron. Ann draped an arm over the shoulders of both people as they stood on either side of her. She turned to the camera and jerked her head towards Bonnie. "This, if you don't know, is the absolutely gorgeous PeppermintBonBon. And this," she said, jerking her head in the other direction, "is MadSkillz7. And if you've seen him in action, you know he lives up to his name." Ron blushed at the compliment.

Ann removed her hands from her co-stars' shoulders. She brought one to Bonnie's ass and gave it a squeeze. She brought the other to Ron's cock and took hold of it, slowly jerking it to life. "I know that you all want to see my mouth on this cock, and my tongue in her ass. Trust me, I want it too."

"Me too," chimed in Bonnie.

"Make that three," added Ron.

"But I know you want to see a lot more than that, so..." Ann beamed. "I've got these two for a whole weekend. And I've put up a poll for all of you to vote on what you want us to do with all of that free time. We'll do as much as we can, starting with whatever gets the most votes, so get your votes in quickly. And for my VIP members, your votes count ten-fold. So if you aren't a VIP member yet, get in now to maximize your votes."

"I know some of my fans are subscribed to both of us," said Bonnie, "so I hope I see all of you voting and maybe even becoming VIPs, because I'm gonna make sure that she gets a show..." Bonnie ran her hand up the inside of Ann's thigh towards her folds. "...that she'll never forget."

Ann let out a moan before dropping to her knees. "And while you're at it, subscribe to PeppermintBonBon." She took a quick lick of Bonnie's pussy which elicted a gasp from the brunette. "Subscribe to MadSkillz7 as well," she added as she turned towards Ron and gave his cock a long, slow lick from its base to its tip. "Because we are going to be filming a lot of fun, and they're going to have plenty on their own pages as well."

Ann stood up and returned her attention to the camera. "But above all else, thank you all. From the bottom of my heart, I really appreciate that you enjoy what I do enough to subscribe to me. Thank you." She approached the camera. "Here's to all five thousand of you. See you soon, lovelies." She again gave the lens a kiss, this time ending her recording as she did.

Chapter Text

Sept. 23 - "You Don't Do That with a Fruit!"

Kim/Monique

Rating: E

Kim, stark naked except for a mask and a pair of boots, rolled away from her would-be attacker and took up a defensive stance. Her equally-clothed enemy charged forward, but Kim knew exactly what they were going to do. She ducked their punch and countered with a punch to their midsection. When the attacker doubled over, Kim followed up with a leaping two-footed kick to their head, sending them to the ground in pain. Kim stood over the fallen foe and held her arms up triumphantly.

For her efforts, she received a chorus of boos from the onlooking audience of eight thousand wrestling fans.

Just as she intended.

Kim - or rather, Miss Malice - was one of the top bad girls in All Erotic Wrestling. Señor Senior, Junior's global adult-entertainment juggernaut. Kim joined the company under the Miss Malice name to keep an eye on Junior, assuming the enterprise was some sort of convoluted world domination plot. Instead, the young billionaire ran the company as a legitimate business. He even treated the performers well and treated them with respect, which was why Kim remained on as a performer.

Kim walked around the ring and taunted the crowd, relishing her role as a villain. She got so lost in the reactions of the crowd that often times she forgot that she - and everyone else in the ring - was naked. The masks they wore kept their identities hidden, but Kim sometimes wondered how the fans would react if they learned that the woman they booed so ferociously was the world-famous Kim Possible.

She turned her attention back to her opponent, but walked into a clothesline. Just as planned, she got up and ran into another clothesline, then a third. The opponent mounted her back and put her in a reverse choke hold.

"Hey, let go of the hold!" yelled Ron under his black-and-white-striped mask. "I'm warning you! One! Two! Three! Four!"

Monique - known to the fans as Diamond Watts - released her hold and got in Ron's face. "I've got 'till FIVE!" she yelled, which got a mix of laughter and cheers from the crowd. She dragged Kim back to her feet and threw her into the ring ropes. Kim rebounded and took a karate chop across her chest that sent her tumbling back to the ground. Monique preened to the fans and took in their cheers while Ron checked in with Kim.

"You okay?" he asked in a whisper.

"I'm good," said Kim, barely loud enough for Ron to hear.

"Good. Two minutes," he replied, giving Kim the signal that it was time for the ending sequence. Ron approached Monique and covertly gave her a 'two' signal to give her the same information.

Monique returned to the center of the ring, scooped Kim up, and slammed the masked redhead on her back. She then reached into her wrestling boot, pulled out a banana, and lifted it high into the air. The motion sent the crowd into a frenzy, as they knew what was about to happen. She stood over Kim and lifted and spread her legs. The ebony woman made a huge show of sliding the banana into Kim's pussy, and the crowd enjoyed every second of it. They knew that if Diamond could make Miss Malice cum, their hero would win the match.

"Nooooooooo!" screamed Kim as she tried to at least somewhat mask her pleasure. She turned to Monique and yelled, "you don't do that with a fruit!"

"The hell I don't!" cried Monique, which elicited another cheer.

Kim waved her hands desperately in a futile attempt to break the hold. She used her flexibility to allow Monique to pin her down more thoroughly. With the added leverage, Monique increased the speed at which she pistoned the fruit into Kim's folds. Monique played to the crowd and encouraged them to cheer.

Ron dropped to his knees to take a close look at the action. He was ready to declare the winner once Kim reached her peak, and he could tell that it was quickly approaching. Kim always enjoyed when Monique used a toy on her, and the banana was proving to be just as pleasurable. Monique found an extra gear with her motions as she pulled Kim's legs even farther back and pumping the banana as hard and as fast as she could.

The speed was enough to push Kim over the edge. Her panting quickened until she let out a loud shriek. Her body began to spasm as she squirted onto the ring, the evidence of her orgasm there for all to see. The crowd cheered as the bell rung and Monique lifted her arms in victory.

"Here is your winner," boomed a voice from the arena's speakers, "DIIIIAMOOOOOND WATTS!"

Monique basked in the crowd's adulation, but she wanted to give them just a little more to cheer. She picked up the banana and shoved it into Kim's mouth, much to the delight of the fans. Kim struggled to hide a smile as she was made to taste her own juices.

Even though she was scripted to lose, Kim felt like she ended the night as a winner.

Chapter Text

Sept. 24 - Body Warmth

Kim/Ron/Yori

Rating: M

Steve Barkin. Drakken. Granny panties. Steve Barkin in granny panties. Drakken in granny panties. Steve Barkin and Drakken sharing a pair of granny panties.

The end.

Ron Stoppable mentally kicked himself. He was laying on the ground, underneath an emergency blanket, in an unknown cave carved into the side of one of Japan's Hida Mountains. He was naked, his wet clothes set out to dry by the meager fire he had created. And he was snowed in, unsure of when Yamanouchi's rescue team would be able to reach his location. Yet his cock was rock hard, and he had officially run through his entire list of wrongsick things to think about.

His hands covered his erection as he tried - and failed - to will 'Little Ron' to go away. He looked up at the cave's roof in an attempt to empty his mind. But try as he might, his thoughts remain solely focused on the two beautiful naked women lying next to him.

Kim and Yori were trapped in the cave with Ron. The trio were hot on the trail of DNAmy, who was attempting to find something to free Monkey Fist of his stone imprisonment. They got caught in a snowstorm on their way back to the Yamanouchi school and had to take shelter in a cave. With their clothes wet from the snow and just one emergency blanket between them, the three decided to dry their clothes by the the fire and huddle together under the cover for warmth. And since whoever was in the middle would be the warmest, they decided to take turns in the middle spot.

Despite the tough circumstances, a small part of Ron's brain thought that he was going to have a fantastic night. He was about to share a blanket with Kim, his girlfriend and the woman of his dreams; and Yori, a girl who happened to pop into his dreams more often than he'd ever admit to Kim. But he knew that Kim seeing him getting aroused by another woman would probably not end well. He quickly made the decision to try and hide his excitement, but that proved to be more challenging than he thought.

The first two shifts were difficult for Ron, but he managed to survive. He was able to face his girlfriend Kim without fear of death, although he had to bend his knees awkwardly to keep some space between her and his erection. Even then, Yori had subconsciously snuggled up to Ron and he felt her soft breasts brushing against his back.

When Yori took the middle spot, Ron turned his back towards her out of what he said was respect for her privacy. Still, the feeling of her ass against his made things hard for Ron in more ways than one. And again, she turned over in her sleep and he felt her mounds on his back. Still, he survived.

But now he was in the middle, and he faced a no-win situation.

He tried facing Kim, but Yori again turned in her sleep to throw an arm around him and pull herself close to him. He tried facing Yori for some reason, failing to register that her breasts would be against his chest when he did. And to make matters worse, Kim had re-positioned herself as Ron's big spoon, meaning that her breasts were against his back while Yori's were against her front.

Ron rolled onto his back. Despite his obvious erection doubling as a tent pole under the blanket, it seemed to be his best option. He decided that he was going to lay there and either let sleep take him or simply wait out his shift in the middle in silence.

"Can't sleep, Ron-san?" asked Yori at full volume.

Ron froze. He thought that he was the only one awake.

"I think he's a little too... energetic to sleep," chimed in Kim, also fully awake.

Yori let out a slight giggle as she picked up on Kim's hint. The color drained from Ron's face as he picked up on Yori picking up on Kim's hint. He turned to Kim with a look of embarrassment and apology on his face. "Kim, I'm sorry. I'm trying not to... you know..." He let out a sigh. "You're so beautiful, and... It's just really hard."

"That much is obvious, Ron-san," said a smirking Yori.

"DIFFICULT!" Ron cried as he curled up as much as he could underneath the blanket. He wanted nothing more than to shrink up completely and disappear.

"Ron, get out of there," commanded Kim. "Hiding isn't gonna make it go away." Ron slowly reemerged from underneath the blanket. When he saw Kim, he could tell even in the dim light of the cave that she was blushing. She took a deep breath and exhaled through her nose. "Look, you've got an issue. You're not going to be able to sleep until it's taken care of, and we're not going to be able to sleep until you stop squirming around."

Ron shied away from Kim's gaze. "I'm sorry. I'll go to the end of the cave and do what I gotta do."

He started to get up, but Kim pressed down on his chest to keep him in place. Kim took another deep sigh before beginning again. Although this time, she turned her attention to Yori instead of Ron. "Hey Yori, I know that something like this usually needs a lot of conversation beforehand, and I don't want to put you on the spot, but..." She trailed off.

Yori's face took on a slight tint of crimson. "Would you like to help Ron-san... together?"

Kim nodded. "Please and thank you." She turned back to Ron. "That is, if you're okay with it."

Ron's eyes bulged. His head snapped back and forth between Kim and Yori, sure that one of them would soon start laughing and let Ron in on the joke. But the laughter never came. He turned towards Kim and gave her an incredulous nod.

Chapter Text

Sept. 25 - Breeding Grounds

Kim/Ron/Yori

Rating: E

Note: Although this story can stand on its own, it does takes place after Story #24, Body Warmth.

Yori felt yet another orgasm building inside of her as Ron slid in and out of her at a steady pace. As she laid on the bed with Ron's weight above her, she briefly tried to count back how many times Ron had brought her to her peak. She quickly realized that she had lost track long ago. Ron's talented fingers, tongue, and cock had seen to that. Kim's fingers were offering some assistance as well, but most of the redhead's focus was on recovering from her own spell under Ron's attentions.

Whatever the number was, it was coming. Ron's efforts were proving to be more than Yori could handle. She locked her ankles around Ron's back and lifted her lower half off of the bed. Ron grabbed her hips and increased his pace. With less distance to cover, Ron's strokes became quicker and deeper. Yori didn't need much else. She dug her fingers into Ron's back and let out a silent scream as she came yet again.

Ron slowed his pace to let Yori catch her breath. The two kissed as Ron gently lowered Yori back onto the bed. He tried to withdraw himself, but Yori's legs maintained their grip around Ron's back.

"Ron-kun," Yori panted, "you have given me so much tonight... but not what I long for most." Ron gulped. He knew what the point of the evening was, but he held a bit of hesitation of fulfilling that purpose. Yori saw the hesitation in his eyes and stroked the his cheek. "I promise you, you will not hurt me. This is what I want more than anything else."

Ron gave Yori a slight nod. He again lowered her onto the bed, and this time she released her grip. She braced herself on the bed and prepared herself for a rough session. She then took Ron's face in both of her hands and gave him the vital instruction.

"Ron-kun... let go."

Upon hearing those words, Ron allowed a mental barrier to come down. His body was quickly enveloped in a blue glow and the look on his face became more primal. Energy he had spent all night holding back suddenly coursed through his body and took charge of him. He grabbed Yori by the ankles and folded her nearly in half before driving his hard cock deep into her folds.

Yori let out a yelp that was a mix of pleasure and pain. Ron pounded his cock into her with nearly reckless abandon, desperate to find a release of his own. After a night of lovemaking, Ron finally began to fuck her.

Or rather, breed her.

Five years prior, the three heroes were stuck in a cave in the Japan's Hida Mountains thanks to a snowstorm. That night marked the first time that Yori awkwardly joined in Kim and Ron's play. That one night turned into regular get-togethers, which soon became a sort of arrangement between Ron and Yori. That quickly became full-fledged relationships between Yori and both members of Team Possible.

As their love grew, the trio shared everything amongst each other, including Ron and Yori's long-held secrets of Yamanouchi and the Mystical Monkey Power. Ron soon discovered just how strong and far-reaching some of those powers were. He promised that he would only utilize them when the time was right. On this night - just a few miles from that cave, and with the trio having decided that they were ready to grow their unique family - the time was right.

Yori panted heavily as he rutted into her, too overwhelmed to do much else. On the rare occasions that Ron let his powers out, the sessions were quick but intense. This night was proving to be no exception. Although the glow surrounding him obscured his face, Yori could sense through his motions that he was nearing his end. He fully pinned her ankles above her head and drove into her at full bore. Yori let out a yelp with each of Ron's thrusts as his cock tested her depths.

With one loud grunt and one final thrust, Ron shot blast after blast of cum deep inside of her. He remained inside of her for a couple of minutes afterwards, his cock holding his essence in place. When he finally withdrew his still-hard shaft, Yori kept her legs as upright as she could to make sure that not a single drop spilled.

Kim, who had spent the last few minutes as a spectator, quickly came to Yori's side with an open bottle of water. She then moved to Ron's side as his glow began to fade. Kim propped him up and offered him a water bottle, which he eagerly accepted.

Ron stirred out of his haze. Once he was in control of his senses again, his head quickly turned towards Yori. His face filled with concern. "Yori, are you okay?" he asked.

"Never... better," she gasped. "That was... incredible."

Ron smiled, seeing that one of the women he loved was satisfied. He saw the slightest bit of his cum spilling from her slit and hoped that some of his seed would take hold.

"Hey Ronnie," said Kim, grabbing his attention. "Drink up and re-hydrate, please and thank you."

"Already done, KP," he replied as shook his already-empty bottle in her direction.

Kim smirked. "Good, then I've got one more thing to ask of you..." She jumped onto the bed beside Yori. She got on her hands and knees and presented her wet slit to him. She turned her head back towards him.

"Ronnie... Let go."

Chapter Text

Sept. 26 - Bondage

Kim/Ron

Rating: E

Includes Consensual Non-Consent

Includes Slapping

"This has been a long time coming, Kimberly Ann."

Zorpox's words echoed throughout the abandoned warehouse, and Kim had no choice but to listen to them. Her attempt to sneak into his lab and thwart his latest scheme led to her being captured, stripped, and chained. She found herself on her knees on the cold cement floor. Her legs were trapped in high-tech cuffs bonded to the floor, while her arms were suspended above her head thanks to chains that dropped down from the ceiling.

"You're never gonna get away with this," spat Kim as she saw Zorpox approach her in nothing but a blue monogrammed bathrobe.

The blue-hued Ron roughly grabbed her chin and forcibly pulled her gaze up to meet his. His lips curled into an unsettling smile. "My dear, dear Kimberly Ann... I already have." He stepped back and removed his bathrobe to expose his nude form and rock-hard cock. "Six of the seven continents are currently under my command, and Australia will fall within the hour. The world is practically mine already, and that calls for a celebration."

Kim shied away from Zorpox, both because she knew she had failed to save the world and because she knew what that celebration would probably entail. Still, she found a way to put some venom in her voice. "What are you going to do, invite all of your imaginary friends over for a tea party?"

Zorpox wound his hand back to smack her for her insolence. Kim closed her eyes and winced in preparation, but the strike never came. She peeked one eye open and no longer saw Zorpox, but rather a conflicted Ron in blue body paint. "Ummm...," he said, "...Argentina?"

Kim's expression instantly changed upon hearing their safe word. She looked at her boyfriend with concern. "Are you okay, Ron?"

Ron looked at her with apologetic eyes. "I know we talked about it a lot, but... talking about it is different from doing it, ya know?"

Kim nodded. "I know. And if you don't want to do it, I understand, but... I promise you that I'll be okay. You're not gonna hurt me. And if it does gets too much, you'll stop if I say the safe word, right?"

Ron nodded enthusiastically.

"Good," she said. "Now should I bring scones or muffins to this tea party?" Kim hoped that slipping back into character would allow Ron to relax. "Oh, I know. I've got these special Cuddlebuddy plates from when I was 4 that you'll just-"

SMACK

Kim's head slumped to the side, exposing an already-reddened hand print across her cheek. Zorpox stood over her and stared at her in anger.

"Hmph!" said Kim. "Did you leave a window open? Because I just felt a nice soft breeze across my face."

SMACK

Kim let out a yelp as the back of Zorpox's hand made contact with her other cheek. Her head slumped in the opposite direction as before. Ron's gaze softened as he processed what he had just done.

"I'm okay," she whispered instinctively.

The reassurance gave Ron instant relief and allowed him to get back into his Zorpox mindset. "My, my. Such spunk coming out of your mouth. Maybe you'll change your tune if you have some spunk coming into your mouth!"

Zorpox grabbed Kim by the hair with one hand and squeezed her cheeks with the other to open her mouth. Once her mouth did open, the villain shoved the entire length of his cock down her throat. He held it in place against Kim's visible dismay for a few seconds. When he did pull away, Kim coughed and gasped for air.

The villain smirked again. "Do I need to take you to Argentina, Kimberly Ann?" Kim desperately shook her head no. "Good. Then I'll just take you." He returned his cock to Kim's mouth and began to fuck her face. He groaned as he slid his entire length in and out of her mouth with no regard for her comfort. With her arms and legs locked in place, Kim could do little more than work her tongue in a meager attempt to make him cum more quickly.

Zorpox let out a heavy moan and took an even tighter hold of the top of her head and increased his pace. He pounded away at her face at full blast, his balls smacking Kim's chin with each thrust. Without warning, he shifted his hands to the back of Kim's head and pulled her down his length. He groaned again as he shot wave after wave of cum into her throat. Kim slipped loose of his grip and pulled her head back to avoid choking. His salty cum was too far down her throat to do anything but swallow it down.

As Kim continued to catch her breath, Zorpox again grabbed her face and forced her to look at him. "Are you ready to give up, Kimberly Ann?"

Kim responded by spitting in Zorpox's direction. Her projectile whizzed by his face, missing his cheek by mere inches. In response, he reeled back and smacked her again. Kim yelped when contact was made, but looked back at her captor with defiance in her eyes.

"Not ready to go to Argentina yet?" sneered Zorpox. Kim again shook her head no. At that, the villain walked to a nearby wall and hit a red button. A large box descended from the ceiling and came to rest directly next to him. Its flaps opened to expose a large variety of sex toys and torture devices.

"In that case," he said with a smile, "we're just getting started..."

Chapter Text

Sept. 27 - Blindfolds

Kim/Bonnie

Rating: E

Bonnie was not used to Kim being so smooth.

At least not here.

She was certainly used to Kim being sweet. She was definitely used to Kim being in charge. She was getting used to Kim being tender. Hell, the past five years serving under her captaincy through high school and college cheer prepared her for Kim being supremely confident in everyday life.

But smooth, suave, supremely confident Kim? In the bedroom? This was new.

She felt the confidence on Kim's face, even though she couldn't see it. She couldn't see much of anything for that matter, as Kim had placed a blindfold over her eyes. The redhead had also used a silk belt from one of her bath robes to tie her wrists to their bed's headboard. Bonnie wouldn't have argued against either move, but Kim had oddly neither asked nor demanded this from Bonnie. She simply told the brunette that she was going to tie her up and blindfold her, and that was how the evening was going to go. Bonnie, for her part, had zero complaints.

With her sight temporarily gone, the sensations from every one of Kim's touches were amplified. The past ten minutes had seen Bonnie turn into what could only be described as a quivering mess. She felt an almost-electric jolt course through her core when Kim ran her fingertips up and down the sides of her taut stomach. She couldn't help but gasp some of those fingers reached the underside of her breast, and just a slight brush against her swollen clit made her shudder uncontrollably.

Bonnie whimpered when Kim stopped touching her. She could hear Kim taking up a new position, but couldn't tell exactly what that position was. Kim's stealth training ensured that the only sounds Bonnie could here were her own breathing and the pounding of her heart, both of which were growing louder in anticipation of her captain's next move.

Suddenly Bonnie felt her legs being spread apart and felt a weight come down on the edge of the bed. She hoped that Kim would use her talented tongue on her folds right away, but the redhead had other ideas. She planted a small kiss on the inside of one of her knees, and the sensation of her soft lips on Bonnie's skin gave the brunette a jolt. She started moving her lips up her thigh, leaving a trail of light kisses along the way. She reached the point where Bonnie's legs met but skipped over it, opting to kiss the inside of her other thigh instead.

Bonnie whimpered in disappointment, but that whimper was soon replaced by a yelp. Kim decided to give the inside of her thigh a slight nibble. The slight but sudden pain did things to Bonnie that she never would have expected. She squirmed under Kim's attentions, but the redhead held her in place and nibbled the inside of her opposite thigh.

"Fuuuuuuuuuck," gasped Bonnie. She was quickly reaching her breaking point. She started to plead for release. "Please make me cum, Kim," she begged. "Please please please..."

Bonnie felt a finger run up her pussy lips, and she shuddered in delight. But much to her dismay, it did not enter her. Instead she felt a fingertip brush against her lips. Without a word, Bonnie opened her mouth and eagerly licked the finger before sucking it clean of her own juices. She usually was not a big fan of her own taste, but Kim was driving her insane.

Kim spread Bonnie's legs further apart and slowly dragged her tongue up the brunette's slit, which elicited a loud gasp. She shifted her hands to the back of her girlfriend's knees and held them firmly in place. She gave Bonnie another long lick, which drew another gasp.

"Does my girl want more?" asked Kim

Bonnie gasped. "P... please."

"Please what?" Kim added smugly.

Bonnie was in no position to respond with snark. "Please... please and... thank you." Her meager response was rewarded with Kim's sudden and full attention on her clit. She pressed her hips into Kim's face as best as she could, and Kim responded in kind. The redhead's tongue danced around and across Bonnie's clit, and the feeling was amplified by the latter's lack of sight.

Bonnie's orgasm was sudden and intense. She screamed as loud as she ever remembered screaming. Kim usually let up a bit whenever Bonnie crossed the proverbial finish line, but this time the redhead redoubled her efforts. One of her hands snaked around to Bonnie's behind and her fingers teased at the rear entrance.

"Thank you Miss Kim," pleaded Bonnie unprompted. "Thank you, thank you thank you..." The only thing that stopped her praise of her girlfriend was a second orgasm, just as intense as the first.

The bound brunette finally had a chance to catch her breath as Kim removed herself from the bed. Bonnie tried to speak but the words were she were able to muster were little more than nonsense. Before she could recover, she heard the buzz of a vibrating toy followed by the approaching footsteps of Kim.

Bonnie was definitely a fan of smooth, suave, supremely confident Kim.

Chapter Text

Sept. 28 - Dirty Talk

Kim/Ron

Rating: E

As she laid on the bed of her New York City hotel room, Kim held her Kimmunicator in one hand and covered her mouth with the other in a desperate attempt to hide her tittering. "No, Ron, I'm not... (snort) I'm not laughing at you, I'm... I'm... (snort) It was just so cute!"

Ron, stuck in his own bed, rolled his eyes on the other side of the video call. "Y'know, not many guys want to hear it being called 'cute,'" he huffed.

Kim put a hand up towards her device's camera in apology. "I'm sorry, I'm sorry. It's not cute. I like it." She began to blush. "Actually, I really love it. It's just..." Laughter began to bubble up in her voice. "MISTER HAPPY?!?!?" She exploded into another fit of hysterics, much to Ron's dismay.

"It's not funny," Ron insisted with a pout. His face reddened in embarrassment, but the sights and sounds of his girlfriend's laughter made it impossible for him to stay mad. "Okay, it's kinda funny," he relented.

"So funny," she confirmed. "And so you. But... maybe not the sexiest thing to say?"

"I know," he said as he pinched the bridge of his nose. "It's just..." He sighed. "I haven't really thought about naming it before, y'know? Never really had a reason to, so I went with the first thing in my head."

Kim let out a half-giggle. "It's okay, Ron. This is... kinda new to me too. Honestly, I'm just sort of leaning on some of the videos Monique made me watch."

"Obviously they worked for you," said Ron. "I don't think the one Felix sent me is gonna work here."

Kim shrugged. "Never know until you try."

"I guess that's true," he replied with a bit of trepidation.

"So how about this," she continued. "Don't worry about sounding a certain way. Just... imagine you and me in that video he sent you."

A look of concern crossed Ron's face. "Uhh, KP? You sure about that? That video was-"

"Go for it," encouraged Kim. "I just really want to hear you and see you, baby..."

"I want to see you too," said Ron. "I'm just-" His words died in his throat when he saw Kim pull down her bed covers to re-reveal her nude chest. He looked at his screen in slack-jawed awe.

Kim giggled at the effect he had on her man. She brought her free hand to one of her breasts and gave the nipple a slight pinch. She gasped at the sensation as she eyed her own monitor to see how Ron would react. "Don't worry about names," she said. "Just... think about that video and tell me what we're doing."

Ron gulped hard, suddenly finding his throat to be quite dry. His own objections were drowned out by his desire to give Kim what she wanted. "Well... you're standing next to the bed, facing it."

"Mmmm-hmmm..."

"And... and I walk up behind you and bend you over." Ron heard Kim gasp through his speaker as her fingers continued to work her nipple. That sound inspired him to move his free hand to his crotch and grasp his hard cock. "And I... I slide my fingers into your... your pussy."

"Oooooh." Kim's breathing got a bit heavier. "Like this?" The image on Ron's screen changed as Kim lowered the camera to focus on her own slit. The hand that was on her breast had snaked down and she began to slowly pump two fingers in and out of her folds.

Ron licked his lips and nodded. "Exactly like that."

"Then what?"

Ron's trepidation disappeared as he lost himself in his thoughts of being with his girlfriend. "Then, when you were all nice and wet, I take my fingers out and replace them with Mist- er, my... um..."

"Your thick, long, hard cock?" Kim offered. Ron could only nod in response. "Can... Can I see it?"

Without hesitation, Ron lowered his own camera so that she could see him pumping his fist up and down his erect member. Kim let out a long, low moan at the sight of it. She doubled her efforts of getting herself off in response.

"What are you saying while you fuck me, Ron?"

Ron's pace picked up as well. "I'm saying 'yeah, baby. You like it, don't you?'

"I love it, baby," whimpered Kim. The boldness of this Ron already had her near her peak. 

"Take that cock deep inside, you dirty animal."

Kim gasped. The thought of Ron being so firm with her pushed her over the edge. She came hard on her fingers. "Yes! I'm your animal!" she gasped in her aftermath.

"Yeah, I'm your big bull," he replied as he continued to jerk his cock.

"You're my-" Kim caught herself, thinking that she heard Ron wrong in her haze.

"And you're my filthy cow!"

Kim's fingers slowed. As the pleasure of her orgasm began to fade, she could actually process what Ron was saying.

"My dirty, hay-eating bovine is taking my cock!"

Kim gave the screen a look of concern "...Ron?"

"She's gonna make so much milk after this!"

Kim's concern doubled. "...Ron??"

"Then some guy is gonna come in and trim your hooves and it will get millions of views on YouTube for some reason because-"

"RON!!!"

Ron instantly snapped out of his thoughts. He stopped pumping his cock. He looked at his screen and saw a half-puzzled, half-disgusted Kim. The color instantly drained from his face as his brain caught up to what it had made him say just moments earlier. "Ummm... sorry?"

"...Was that... all from the video?" she asked uneasily.

Ron nodded. "That's why I asked Felix not to send me anymore. I was kinda concerned that it might... y'know, awaken something in me."

All Kim could do was nod. "You know what, Ron?"

"What?"

"I think I don't mind 'Mister Happy' anymore."

Chapter Text

Sept. 29 - Wish Come True

Kim/Ron/Tara

Rating: M

There were days where Ron Stoppable simply could not believe his luck, and this was certainly one of them.

Ron found himself in a completely-empty Middleton High School gymnasium, sitting in a chair usually reserved for the Mad Dogs' head coach. He was just a few feet from the spot where he and his then-girlfriend practiced cheerleading routines ten years ago. He remembered all of the sights and sounds of being the Mad Dog. He reminisced about the football games in Junior year where he helped lead cheers, as well as the games in Senior year where he was the cause of them. But most of all, he remembered watching Kim lead her squad to unimaginable heights.

His trip down memory lane ended when he heard the sound of the locker room door opening. Out stepped a beautiful redheaded figure clad in a classic Middleton High cheerleader outfit with pom-poms in hand. The only sounds that echoed throughout the gym were the woman's steps on the gym floor, the sound of the door closing behind her, and Ron's thumping heartbeat.

Kim Stoppable made her way across the gym. She stopped a few feet in front of her husband and dropped her pom-poms beside her. She twirled around to show off the entirety of her slightly-too-small outfit, the bottom of her skirt briefly flying up above her waist to reveal a lack of panties under her uniform.

"So... you like?" asked Kim.

Ron was drooling. He quickly wiped his face with his sleeve and stumbled to return to some sense of poise. "No, KP. I don't like. I love."

Kim smiled at his response. She knew he was really blown away when he slipped up and called her KP instead of the KS she became years ago. It was exactly the reaction she was looking for when they had talked about fulfilling each other's greatest fantasies. "You are so sweet," she said as she closed the distance between them and gave him a brief kiss.

"You don't have to call me sweet for speaking the truth, Kim," he replied. "You are absolutely stunning. Seeing you like this really is a wish come true."

"Thank you, Ron," she said before her grin softened a bit. "But is this really your biggest wish?"

Ron's brow curled in confusion. "Of course it is... unless you count a lifetime supply of Bueno Bucks. But this is a close second!"

Kim gave Ron a knowing glare. "That's not what you said in your sleep..."

Ron grew even more confused. "What are you talking about?"

Instead of replying to his question, Kim turned her attention back to the locker room door and whistled. Moments later, the door opened and another figure emerged. They wore an outfit identical to Kim's, pom-poms and all. The one obvious difference was the hair color with flowing blonde locks instead of Kim's red ones.

"Who in the..." Ron squinted to make out the figure approaching them, one that was apparently female and a bit more curvaceous than Kim. As they got near, he was able to make out the face. When he did, his eyes bulged in a panic. "TARA?!?!"

"Hey Ron," said Tara as she took her place beside Kim.

"What are..." Ron struggled to find words. "What are you doing here?" He turned to Kim. "What is she doing here?"

Kim turned towards her fellow former cheerleader. "Do you want to tell him, or should I?"

Tara struggled to hold back a giggle. "He's your husband."

Kim nodded at the blonde woman, then turned towards the blonde man and approached him. "So, a few weeks ago you were talking in your sleep and I heard you mumble my name. Then... I heard you mumble Tara's name. Then my name again, then hers again."

Ron held his hands up defensively as the color drained from his face. "Kim, it's... it's not what you think."

"Oh it's not?" she replied as she crossed her arms. "Because it sounded like my husband was dreaming about having sex with me and our mutual friend at the same time."

Ron's face grew even more pale. "Okay, it is what it sounds like, but it's not..." He stammered to find words. "I don't really want... It's not like I..." His shoulders slumped as he bowed his head in shame. "I'm sorry."

Kim grabbed his chin and pulled his face up to meet her gaze. "Ron, I'm not mad. In fact, I actually... kinda... like?... that you still thought of me even when someone else was in your dream." Kim began walking backwards in Tara's direction. "It's weird, but I thought about it and I... didn't hate the idea. In fact... I kind of grew to really like it. Then me and Tara went out for drinks one night and I accidentally mentioned it to her..."

"And I didn't hate the idea either," Tara added with a smile.

"So when you brought up wanting to see me in my old cheerleading outfit, I thought that maybe you might enjoy seeing someone else in it too."

Ron was flabbergasted. His wife was giving him what he asked for, but she was also giving him something he would have never even dreamed of asking for. He was so caught up in his thoughts that he didn't register that the two women in the gym with him had gone to either side of him.

"This isn't a test, and it isn't a trick," said Kim. "I am okay with whatever you want to do, or whatever you don't want to do."

"So am I," added Tara. "If you don't feel comfortable with this, I can head home right now and I will completely understand. The last thing I want to do - the last thing either of us want to do - is make you uncomfortable or have you do anything you're not fully on board with."

Ron gulped. "Th-thank you," he said with a much drier throat than he thought possible.

Kim chimed in from Ron's other side. "If you want to go grab coffee or dinner together and talk things through, or you need some time to think, that's okay too. We're not gonna do anything you don't want to do."

Tara moved behind Kim and leaned over her, the blonde woman's cheek coming to rest next to that of the redhead. "But if you don't need to think, we're ready to do anything you do want to do." Tara let one of her arms drop to Kim's side and began to slowly run her finger up the outside of Kim's thigh. "And I don't know about Kim, but when I say anything..." Her hand continued to move up the side of Kim's body, past her abdomen and onto the side of Kim's breast. "I do mean... anything."

Kim walked back up to Ron and put her lips next to one of his ears. "You can consider this a free day," she whispered.

To be concluded in Story #30: Free Day

Chapter Text

Sept. 30 - Free Day

Kim/Ron/Tara

Rating: E

Note: This chapter takes place after Story #29, "Wish Come True."

Ron Stoppable was not someone who believed in reincarnation, but he was starting to reconsider that position. Him racking up good deeds over the course of a previous life was the only way that he deserved the heaven in which he found himself.

Ron was on his back on the bed of his hotel room. To his right he saw the backside of his wife, Kim. On his left was his friend, Tara, in an identical position. Both women were wearing nothing beyond their old cheerleader skirts, both of which were upturned. Ron used two fingers on either hand to plunge the depths of both women's folds.

While Ron played with the two beautiful women surrounding him, those women played with him. Kim and Tara used their mouths to lavish attention on Ron. The pair alternated where their attentions went between his cock and his balls. Tara bobbed her head up and down Ron's shaft as best as she could, while Kim alternated between kissing and licking his balls. Kim shifted his focus to Ron's length, planting kisses up the underside of his shaft. Once she reached the tip, her lips made contact with Tara's. The two women kissed briefly before returning their focus to Ron. 

Tara began gently rocking back and forth on Ron's fingers, encouraging them deeper and deeper into her core. Ron used the opportunity to rub her clit with his thumb, and she moaned in delight as he did. Kim saw what Tara was doing and decided to match her efforts. Ron did likewise with his attentions on his wife, and Kim gasped at the stimulation.

The pair spent the next couple of minutes riding Ron's fingers. Kim continued to bob her head up and down Ron's length, but Tara became too preoccupied to help. The blonde woman bucked harder and harder on his fingers, letting out several moans and gasps in the process. The moans drew Kim's attention as she couldn't help but watch her friend approach her peak.

"Don't stop don't stop don't stop," chanted Tara. She repeated those two words over and over again until she threw her head back and let out a massive scream. She then shuddered and partially collapsed forward, pulling herself off of Ron's hand. Without thinking, Kim quickly pulled herself off of Ron's hand and climbed over him to join Tara on his left side.

Kim instinctively grabbed the hand and sucked on the fingers that had just been inside of her friend. She easily took the entirety of their length in her mouth, having been well practiced with Ron's thickness. She sucked the fingers as hard as she could, as if she was desperate to get every drop of Tara's essence off of them. She then pulled them out of her mouth with a pop and ran her tongue over her lips.

Ron was dumbfounded. He had just made Tara cum, something he only thought would happen in his most secret of dreams. Amazingly, not only did his wife approve of him doing so, but she was sucking Tara's juices off of his fingers... and doing so eagerly.

"Damn you taste good," said Kim. She ran a finger across Tara's pussy lips to collect a bit more of her juices and licked her digit clean again. She then turned to her husband and gave him a look that was half-way between suggestive and pleading. "I need to taste her on you."

Ron was not going to turn down his wife's request. Since both of the ladies were on one side of him, he rolled off of the bed in the other direction. As he stood up, Kim took to the center of the bed and laid on her back. She then guided Tara into position above her, forming a '69' position with Tara on her hands and knees, albeit with some space between the two bodies. With the two women in place, Kim looked back at Ron and gave him a nod.

Ron returned to the bed and crawled on his knees behind Tara. He grabbed his cock and ran the tip up and down his friend's slit in an effort to make sure she was fully lubricated, but he quickly found that she was more than prepared. He then slowly slid his length into Tara, which elicited a long moan from the blonde woman. Once he was in all the way he began to set a slow pace with his strokes. 

Kim found herself far more enamored with the sight of Ron and Tara than she ever imagined. She had set up the night primarily for her husband's benefit; something she could do for him. But as the night wore on, she found herself getting as much out of things as Ron was. Seeing her friend's pussy lips swallow her husband's cock and hearing their cries of pleasure ignited something in her. She thought about using her tongue on Tara, but she didn't want to distract from Ron's pleasure. Instead she reached down and began to rub her own clit.

Tara was thoroughly enjoying herself as well, as evidenced by her loud moans. She began to buck harder and harder against Ron's strokes, quickening their pace and helping him to penetrate as deeply as he could. She saw Kim begin to play with herself and found herself even more turned on by the fact that Kim was turned on. She was so turned on, in fact, that she did something in the spur of the moment. She grabbed Kim's hand and pinned it to the bed at her side. She then leaned her head down and began to run her tongue over Kim's clit.

Kim gasped in delight. She and Tara had discussed the possibility of playing with each other as they planned the evening, but as Ron was the focus of the evening neither one thought that it would come up. But it had, and Kim found herself incredibly pleased that it had. She leaned forward and began to lap at Tara's clit as well as she could. The task was difficult since, thanks to both Ron's efforts and Tara's bucking, it was a moving target. But Kim's tongue proved equal to the challenge.

Ron was thankful he had lasted as long as he already had. But between having two beautiful women giving him oral pleasure and the tightness of Tara's pussy surrounding his cock, he was a goner and he knew it. He felt an orgasm building inside of him, and he knew he couldn't hold back any longer. "Kim," he gasped, "where should I-"

"DEEP in her pussy," Kim commanded. "That's where you want it, isn't it?"

Tara pulled herself away from Kim's slit and let out a low, long "Yeeeeeeesssssssssss... Inside me, please, please, please." Tara's begging made Ron double his efforts, which in turn increased the speed of Tara's pleading. "PleasepleasepleasepleasepleasepleasePLEEEEEEEASE cum in me..."

Ron let out a roar as he began to spill his seed inside of his friend. Tara shuddered again in delight as she felt herself fill up on Ron's essence. She slowly bucked a few more times to milk out every drop she could out of him.

As Tara began to catch her breath, Kim gently pushed her forward. Ron's cock popped out of the blonde woman and some of his cum began to seep out of her. Kim quickly leaned forward and lapped up every drop that spilled from the blonde. Once satisfied that Tara was thoroughly cleaned, she turned her attention to her husband and began to suck his cock. Ron let out a loud hiss and a gasp as Kim made good on her desire to taste Tara's juices on her husband.

Ron and Tara both collapsed; Ron to his side and Tara on her chest. Kim slithered out from underneath Tara and took stock of the situation. She gave her husband a sly smirk. "Ready to tap out?"

Ron shook his head. "No way, KS. I just... need a little bit to recover."

"Good," Kim replied. She then crawled over to Tara and collected a bit more of her essence on her finger. But this time, instead of licking it up, she brought the finger to Tara's ass and rubbed the liquid on its opening. She then turned back to her husband. "You've still got two holes to fill, and I know which one I want to see you take next..."

END