Work Text:
Stan was in his office on the lookout for one of his buddies since they started their night shift prank wars and today's prank involved numerous wedgies.
Jackson crept into Stan's office quietly as he saw him sitting at his desk and crept up behind him and yanked his underwear out of his pants.
"Dang it, I was planning on pranking Dick" Stan grunted quietly feeling his briefs going up his ass"
Jackson laughed “well maybe dick will show up and we’ll double-team your nice man panties” he pulls up more.
"Hey, I'll have you know that America-themed underwear is not panties" Stan grunted quietly feeling his briefs dug deep into his ass.
Jackson hooked Stan's tighty whities to the back of his chair “chair wedgie for you and your America-themed underwear” he laughed and left stan's office.
Stan took his underwear off his chair and stuffed it in his pants and sneaked out of his office to go find Dick and maybe get payback on Jackson.
Jackson was sitting at his desk typing away at his computer not aware of his surroundings.
Stan shrugged and decided to sneak up on Jackson first. "I guess him first then Dick," he said in his head as he grabbed Jackson's waistband and yanked it out of his pants, and put it over his head. "Who wears panties now?" Stan whispered.
Jackson grunted and groaned as he felt the back of his undies get pulled up and hooked onto his forehead “they're not panties, these are man's underwear!” he clawed at the waistband on his forehead trying to get it off as the pain in his ass increased.
"That's payback for my underwear now we're even now let's go jump Dick," Stan said watching Jackson struggle.
just then dick sneaks up behind Stan and pulls the back of your undies out of his pants “seriously Stan? you thought you could get me! he chuckle as he continued to pull and just then jackson dug into the front of stans pants and pulls out the front of his undies as they both gave him a squeaky clean “you fell right into our trap” Jackson chuckled still in his atomic but pulling hard and higher in the front.
"Really Jackson you team up with an easy target?" Stan grunted. "But I also have news for you both. I wasn't the only guy after Dick, Bullock was after him as well."
Dick: well do you still have him around I don’t think so” he laughs as he bounces stan.
"Who said I had to be around?" Bullock yanked Dick's underwear out of his pants high into the air. "Tell me, gentleman, do you know what a messy wedgie is?"
Dick yelped as he felt his underwear get yanked out of his pants “messy wedgie? no” he blushed slightly.
"Then let me show you what it is" Bullock shoves a sandwich, donut, and a hot pepper down Dick's pants and yanks his underwear more causing him to let go of Stan. "How does that feel Dick?"
Dick squealed and yelled “Jesus christ sir that’s causing me serious pain it’s burning my hole! " he squealed as his undies got pulled up his ass further.
"What did you expect, you know you're my primary target," Bullock said, putting him in a shoulder wedgie.
“Ouch sir” he grunted as he was put in a shoulder wedgie and Stan and Jackson were laughing.
"Looks like it's down to just down to Smith and Jackson then," Bullock said. "Dick I think your out for the count due to your burning backside"
Dick sighs “please just make it stop!
"Alright meet me in my office I got something for that" Bullock laughed.
Dick waddles to Bullock's office as Bullock follows him.
"Jackson before we begin our wedgie battle how did you know I'd go for you instead of Dick?"
Jackson blushed slightly as he took his atomic wedgie off “I just had a feeling since I just wedgied you” he chuckled.
"What do you mean I could have gone to Dick first for all I know plus it's not like you to team up with him"
“It was just some fun, Stan,” Jackson laughs.
"Ok, I guess alright ready for the final round for today?"
“Hmmm I got to get back to work,” Jackson says.
"On nights like this come on," Stan complained.
“Yeah sorry stan” he turned around in his chair and continued to type.
Stan walked back to his office complaining while working. "Can't believe fun time is over"
30 minutes have passed since their wedgie war and Stan is thinking about why Jackson quit when it was just him and Stan left. "It just doesn't make sense," Stan thought to himself.
Jackson continues to type away, missing the feeling of Stan wedgieing him.
Stan decides to head to the locker room to clear his mind and maybe find the answer by exercising a bit.
Jackson notices Stan leaving and decides to follow him into the locker room “going for a workout Stan?”
"Yeah, I need to clear my head after you bailed out on me" Stan replied a little upset.
“Bailed out? What do you mean bailed out Stan.” Jackson said, covering up the boner he has from Stan's first wedgie.
"You know when... never mind let's just exercise a bit" Stan and Jackson got into the locker room Stan changed now wearing a black tank top and red shorts.
Soon after Jackson finished changing into his blue shirt and black shorts he turned around and saw Stan doing squats and couldn't help but to stare at his backside. He knew Stan for years and was amazed at how thicc Stan was.
"Whoa, it's so big and round," he said to himself, closing his locker. After Stan finished doing squats he started heading toward the gym with Jackson following behind.
"Hey, Jackson, why did you feel like exercising with me today? Usually, when I go to the gym you guys always make sure that I go in alone because of my distractible body." Stan asked curiously.
"Oh, well… Can't a long-time friend just exercise with his buddy for a day?" Jackson tried to keep his cool as Stan just shrugs it off and went inside the gym area.
When they got to the gym Stan first made his way over to the exercise bikes with Jackson following behind. "Ok first we need to warm up our legs can't work out without improving your legs first," Stan informed getting on a bike.
"Sounds like you don't skip leg day," Jackson said, getting on the bike behind Stan. "I never skip leg day," Stan said in a serious tone.
The two begin the workout with Stan being focused as he heavily breathes while pedaling on the bike. Jackson tried to focus on his exercise but found himself Staring at Stan's ass again. "Dang it Jackson why can't you stop looking at him" Jackson tried clearing his mind and focusing on his monitor but would sometimes stare at Stan's plump ass.
"Man, I just had to be behind him didn't I?" Jackson asked himself and looked down as he felt something in his shorts. "Please don't be what I think it is" Jackson stopped and took a moment to look in his shorts and saw that his dick was hard and throbbing.
"Uhh, Stan, I'll be right back. I have to go take care of something in the locker room" Jackson informed Stan as he rushed out of the room. Stan turned back and shrugged it off and continued exercising. "He'll probably be fine," He said to himself.
Jackson ran out of the gym and into the hallway heading straight for the locker room when he bumped into one of the scientists who was holding a chemical that spilled on Jackson's shirt.
"Oh that's not good," the scientist said, picking up the beaker only to find that most of the chemical spilled on the floor and onto Jackson. "Bullock is gonna kill me"
Not wanting to waste any more time Jackson got up and ran to the locker room before the scientist could explain what the chemical was. "I hope he doesn't have any sexual feelings towards someone," The scientist said.
As soon as Jackson got inside the locker room he went toward one of the bathroom stalls and locked the door. "Ok got to quickly take care of this before it gets worse," he said to himself. He pulled down his back shorts and saw his boner got a little bigger.
He shrugs it off and starts jerking off thinking about Stan and how much he turns him on. "Stan your big ass and muscular body turns me on so much can't wait till I fuck you one day."
As he thought about Stan's body his dick grew and when he looked down again he saw that his dick grew a bit. "No, it wasn't grown any bigger unless…" Jackson thought for a moment before he realized the chemical that spilled on him must have done something to him.
"Damn it this is bad it's gonna get huge by the time Stan finished with the gym can this get any worse?" Jackson groaned, his thoughts were interrupted by the sound of the door opening.
"Hey, Jackson, you in here I need your help with something?" Jackson recognized the voice, Stan was here. "Oh God," he groaned.
"Uhh, yeah just…" Jackson was cut off by his dick growing a bit with no other option he gave in and decided to call for help. "Hey, Stan, mind coming in here I need your help with something,"
"Alright but if it's something gross I'm kicking your ass" Stan warned entering the bathroom stall. Once he got in and closed the door and locked it he turned and saw Jackson with his shorts down and a massive boner.
"What the hell happened to you and why is it throbbing so much!?" Stan asked, surprised. "I was getting turned on by your ass and body and had a boner. When I came here to try and take care of it I bumped into a scientist and got some chemicals spilled on me. I came here hoping to take care of it but it kept growing" Jackson confessed.
Stan wanted to yell at him but after seeing that he was in pain he needed to act quickly. With no other options available Stan groans and pushes Jackson so he's sitting down. "Stan?" Jackson asked with a puzzled look. "Listen, I'm pissed off at you right now but I'll yell at you later right now I'm gonna help you take care of that but you gotta do your part to help understand?"
Jackson nodded and agreed to Stan's proposal. Stan dropped down to his knees and grabbed Jackson's dick he closed his eyes and sighs before opening his mouth and putting it in. He started sucking on it causing Jackson to moan in pleasure. "Ahhh, fuck," He moaned as he feels Stan's moist saliva on all over his dick.
Stan then proceed to take it out of his mouth and started to lick it making Jackson's body body relax more with his dick slowly shrinking then stop. Stan then proceed to put it back in his mouth this time swallowing it down his throat.
"S-stan, how often do you… Do this?" Jackson asked in a low voice looking at him. Stan couldn't tell him it was to embarrassing for him to go into details. Jackson put a hand on his head as he continued to suck on it almost choaking on it.
Stan then pulls it out of his mouth and looks at his progress. "Alright it looks wet enough. Ok Jackson, this is where you help out I'm… I'm gonna ride your dick for a while but after that you can fuck me anyway you see fit," Stan instructed.
"Yeah I can do that but I wish I'd didn't fuck you like this, this wasn't how I pictured this" Jackson sighed. "I can tell but we got no choice we gotta deal with this so… Let's get this over with" Stan said.
Stan got up and turned around and took a moment before dropping his red shorts and briefs exposing his big bubble ass to Jackson who looked amazed.
"Alright here goes nothing" Stan gulped. Jackson hold his dick steady as Stan slowly pushed it inside himself. "Oh, God it hurts" Stan grunted. "You ok?" Jackson asked with concern. "Yeah I'm fine don't worry about" Stan winched.
Stan slid down further, allowing Jackson's penis to enter him completely. He then held onto the rails inside the stall and began to ride Jackson, moaning in a mixture of pleasure and pain. As the pain subsided, Jackson found himself enjoying the experience. "S-stan are you alright?" He asked Stan if he was okay, also moaning.
with Stan sitting on top of Jackson and bouncing on his penis. Jackson noticed that Stan seemed to be enjoying himself to some extent. Jackson also observed Stan's plump buttocks moving up and down on him as he penetrated him. As a result, Jackson's penis began to shrink in size. Jackson expressed his desire to take control of the situation to Stan.
Jackson expressed his readiness to fuck him. Stan stopped and got off Jackson's dick and asked how he wanted to finish it. Stan was blushing and leaned over with his arms against the stall doors while Jackson stared at his plump ass.
Jackson inserted his penis into Stan's anus, causing him to moan with less pain than before. He then held onto Stan's hips and began to move, which resulted in more moaning from Stan.
"It's not hurting you this time is it?" Jackson asked, slowly moving inside Stan. "N-No, it actually feels pretty good this time," Stan moaned.
Jackson began thrusting in and out of Stan's anus, gradually increasing his speed. He closed his eyes and his penis began to release precum with each thrust. Soon, Jackson quickened his pace and penetrated deeper into Stan's rectum.
"S-stan I'm gonna cum!" Jackson moaned as he reached his climax, feeling his dick pulsing with pleasure. Stan was also close, his own orgasm building up inside him.
With one last thrust Jackson unleashed his load inside Stan's ass filling him up deeply due to the chemical. Stan couldn't hold it anymore and unleashed his load on the floor. Jackson slowly pulled out of Stan and sat on the toilet seat as Stan held himself up on the rails.
Jackson finished with a final thrust, ejaculating inside Stan's anus. The chemical caused a deep filling sensation. Stan lost control and ejaculated on the floor. Jackson withdrew and sat on the toilet seat while Stan held himself up on the rails.
Once both Stan and Jackson had caught their breath, Stan proceeded to put on his briefs and red shorts before turning around to face Jackson. "Jackson what we did was pretty hot but I gotta ask… what the hell man you couldn't contain yourself after one workout and why was your dick that huge?!" Stan asked furiously.
"I told you I was turned on by you and I guess my dick got affected by the chemicals too! Now you know!" Jackson exclaimed. "Shit, I've seen you naked and I've been turned on by your body too!
"I know we've seen each naked in the showers multiple times. Why is this the first time you're getting hard over me?!" Stan asked, clearly upset that he had to sacrifice his ass for his coworker.
"I don't know why it's happening now," Jackson replied, avoiding eye contact. "It's never happened before. I'm sorry." Stan didn't say anything in response, but his disappointment was palpable.
"I'm not mad at you Jackson I'm just disappointed that you've all people wouldn't tell me that you were being turned on by my ass. If you were just honest with me all of this could have been avoided. Now I feel more of a slut now" Stan said sadly. "I get that we are C.I.A. agents and have to keep secrets but why do you guys keep this secret from me aren't we friends?" Stan was on the verge of crying.
"Yeah, I'm sorry we shouldn't have kept it a secret but it was just to protect you. We are trying to make sure that we didn't make you feel uncomfortable but instead it just tempted us to fuck you." Jackson admitted.
"Well I hope you're happy you got what you wanted now I'm even more of a slut to my friends... I'm now facing this cruel world alone with no support from anyone, not even my closest friend" Stan said crying.
Stan expressed his sadness and despair, stating that he feels alone and unsupported by even his closest friend. He also mentioned feeling like more of a slut to his friends, which appears to have caused him significant distress.
Jackson apologized for keeping the secret and promised to speak to the others about the issue. He seemed to have become aware of Stan's feelings and was willing to work on resolving the problems between them. "I promise I'll make it up to you. I don't see you as a slut because you're a hero to me sometimes." He said.
After leaving the bathroom stall, Stan and his Jackson headed to the C.I.A. dorm rooms for the night. They decided to share a room in case Stan had a panic attack. Both said goodnight and went to sleep.