Chris always knew he was lucky. He had everything a young man could ask for. The only son to a wealthy family, he enjoyed indulgences and luxuries his friends couldn’t. When he wanted a toy, he got it. When he struggled at school, he had tutors, and when college came around, money was not even an issue. His parents were highly educated professionals who were as caring and loving as they were open-minded, surprising even their own son with their kindness and acceptance after being told that the daughter they thought they were raising was a boy all along. That day was some years ago, and Chris had become a handsome, intelligent, and mature young man.
He attended a private, expensive university which, unlike his school, was filled with people even wealthier than he was. It was difficult to accustom to the entitled personalities he ran into every day. Still, his first few months of college were amazing, and he was planning a special celebration for the upcoming three-day weekend, as his parents were leaving town. Chris decided to invite his new college friends over for a simple night of pizza, movies and gaming. Among these were Kyle, who was quickly becoming his best friend, Freddie, a relatively new acquaintance, and Jake, an intimidating but quite boorish jock who wasn’t very close to Chris at all, but was a friend of Kyle and Freddie.
As that night arrived, Kyle was the first one to ring the doorbell.
“Hey man! I brought some pizza with me. Sorry I’m a little early.”
“Oh, yeah no problem, come in,” smiled Chris.
They both went up to Chris’ room, sat down and started watching TV. A few minutes later, Chris got up to use the restroom. Moments later, he heard Kyle say “Hey Chris you got any chips downstairs?”
Before Chris could react, Kyle began walking past the door, which had been left slightly ajar. Kyle couldn’t help himself but look.
“Whoa dude are you peeing sitting down?” he laughed.
Chris was red with embarrassment “oh my god shut the door!”
Enjoying the situation, Kyle simply nudged the door even wider. “Do you always pee sitting down?” He continued, chuckling.
“It’s none of your business!”
Instinctively, Chris rose up to close the door, but caught himself and sat down again.
“Whoa dude, you have a pussy? What the fuck?” Kyle asked amusedly.
Chris signed. “Yeah, I do, I’ll tell you about it later. Just close the door.”
“Okay, okay, sorry.” Kyle closed the door.
Chris washed his hands, gathered himself, and went back to his room. Kyle looked up at him.
“Okay so I might as well just say this now because there’s no point ignoring it. Yeah, I’m trans. I’m a trans guy.”
“Yeah okay, that’s cool. Can I see it though?” Kyle said.
“See what? My vagina? No, dude.”
“Come on! No one is here yet, let me just see what it looks like. I wanna see if its different from my girlfriend.” Kyle reached his hand and grabbed Chris’ crotch, squeezing.
Chris pulled away “Kyle I said no man!”
Kyle reached again, pulling Chris’ pant-line down, intently. “What’s the big deal, we’re friends right?”
Chris couldn’t believe himself, but he gave in and let Kyle pull his pants and underwear down.”
“Whoa, yeah that looks exactly like Sarah’s vag!” Kyle exclaimed, and began to touch Chris’ pussy.
“Oh my god you’re wet!” He laughed.
“Are you getting turned on by this?” Kyle challenged, shoving away Chris’ hands and continued fingering Chris’ moistening hole.
Chris couldn’t manage a reply. He was at once aroused and outraged. He didn’t want to admit it, but he enjoyed his friend’s advances.
Kyle moved his attention to Chris’ chest. “Let me see your titts too.”
Chris couldn’t stop Kyle from lifting up his shirt to reveal his binder.
“What’s that?” Kyle asked before attempting to pull it up.
“Just, here,” Chris said, taking it off, knowing he wasn’t going to stop his friend.
“Yeah your titts are just like a girl too, dude,” Kyle said while groping Chris. “Are you sure you’re not a girl?”
“Yeah, I’m very sure,” said Chris.
“That’s so cool,” said Kyle, almost amazed, starting to unzip his pants.
“Wait, what are you doing?” Chris asked hurriedly.
“I wanna try it out. Let’s test your pussy out and see if it’s like a real girl’s pussy.”
“No Kyle, please,” said Chris as he was pushed down onto his bed.
“Come on just a few minutes, then we can go back to watching TV or something.”
Kyle pushed his cock, wet with precum after playing with Chris’ pussy and breasts, right into his friend’s vagina.
“Oh wow you’re really tight!” He said as he began to fuck Chris.
“Please, don’t,” Chris managed to reply, moaning while still pretending to struggle.
Kyle let his weight hold Chris down, and held his arms with his own while he drove deeper and deeper into Chris’ pussy.
“I mean, I’m already here right? So you might as well just enjoy yourself.”
Kyle grabbed Chris’ thighs and pushed them against his abdomen, fucking him forcefully. He accelerated and began to pant when he was about to orgasm.
“Wait! No, pull out!” yelled Chris.
“Come on, don’t be like that!” Kyle replied, bearing his full weight onto Chris’ thighs and plunging his cock as deep as it could go into Chris’ tight, wet cunt, and unloaded. He continued thrusting in satisfaction for a few more moments before pulling out, leaving a stream of cum dripping out of Chris.
“I told you to stop!” Chris wept, still shaking from his own orgasm.
“Hey, I saw you cum too so don’t give me that. You were wet from the beginning.”
“Oh Freddie’s here.” Kyle paused, “okay I let him know the door was open.”
“Wait, let me get dressed!”
“Haha, don’t worry about it! I already saw this so what does it matter if he does too?”
Chris tried to get up but Kyle teasingly held him down, his dick beginning to harden again. He started to fuck Chris slowly again as the door creaked open.
“Whoa! Wait Chris is a girl?”
“Haha, yeah man! Oops! Uh I mean, kinda? I don’t know honestly.” Said Kyle, trying to explain.
“No I’m not a girl! This is so embarrassing!” Said Chris, beginning to cry again.
“Whatever man,” shrugged Freddie, who stepped toward Chris’ bed, opposite Kyle, and began to grope Chris’ breasts. “You sure feel like a girl! haha”
Freddie didn’t even hesitate to unzip his pants and take out his cock, placing it at Chris’ mouth.
“Hey Chris can you suck dick? That’s what my girlfriend is really good at.”
“No I nev-” Freddie fucked Chris’ mouth before he could finish the sentence.
“Fuck, those are nice soft lips. This is a great party, man!” Freddie laughed, penetrating Chris’ throat while Kyle built up momentum again. Freddie’s thrusting accelerated as he placed his hand around Chris’ throat, pulling it to his pelvis as he drove into him, causing Chris to gag. Freddie came a few moments later, choking Chris with cum, which he began to cough out, to his friends’ amusement.
“Hold on I gotta text Jake about this!” Said Freddie.
Chris didn’t even bother to struggle.
Kyle and Freddie continued fucking Chris for some time, trading places periodically. Chris didn’t know what to do but lay there and let them have their way with his body. He was cumming more times than he could count, and he had no idea it would feel so good to be taken like this.
Before long, Jake opened the door to Chris’ room.
“Oh you weren’t kidding Chris is a bitch!” Declared Jake.
“Haha yeah man see I wasn’t lying!” Exclaimed Freddy.
Chris attempted to correct them, but Kyle’s penis was making it difficult to talk.
“Okay make space over there, I hope you loosened this cunt up for me!”
Jake took Freddie’s place at Chris’ pussy and started fucking him violently. His massive cock was stretching Chris’ pussy open. Chris screamed in agony and pleasure as Jake’s muscular body drilled him down, tearing him up.
“Let me have this bitch,” Jake gestured, moving Kyle and Freddie away. “Shes all mine now. Go play video games or something.”
Kyle and Freddie sat down, grabbed some pizza, and started up a game. Jake put a hand on Chris’ throat to stifle his screams and moans as he continued to fuck him into the bed. “This bitch is so fucking loud, haha!”
Jake allowed Chris a few moments to breathe, slapping him harshly while mercilessly fucking his tight cunt. He let out a loud groan as he pinned Chris down and came into him.
“Please, just- just keep fucking my pussy! I don’t care what you call me,” whimpered Chris, shivering in ecstasy.
“Oh I’m gonna enjoy fucking this whore at school”
