Man fucking a cross-dresser man in a wig

Feminized By A Bully

Thomas meets a bully that humiliates him by making him dress up as a girl. I wonder why he wants him to do that?
Cross-dressing, feminization, transgender

Thomas sighed as he stood by the door leading into the cafeteria. He didn’t want to walk in there: it was where all the students gathered, without the protection of his teachers and the neat, quiet classroom. Here they could do whatever they wanted with him, especially the worst among his bullies: Warren.

Warren had it in for him, bad. He seemed fixated on ruining his life every single day, without stop, and it was really getting to Thomas. He was nothing but a nerdy, silly nerd, why did this jock have to mess with him that way?

But he couldn’t stay out there all day long, he had to eat, and someone would come ask him what the hell was wrong with him if he didn’t. So he hoped everything would be better this time around, that Warren wouldn’t pick on him again, or push him around, or even give him a wedgie so bad that his balls would hurt for days. But of course, he didn’t have such luck.

Thomas managed to eat about half of his lunch before Warren, along with two other jocks, approached his table.

“Ah, it’s only you! I thought you were some new chick,” Warren spat cruelly, and his buddies laughed at once. Thomas was small, petite. From behind, he might have been mistaken for a thin girl, especially since he carried his brown hair relatively long for a boy. Nothing outrageous, but it did come close to his shoulders. He liked it that way, what was so wrong about it?

Thomas blushed furiously, looking down at his meal, trying to get them to leave him alone by ignoring those cruel remarks. Of course that didn’t help at all.

“Look at the way he dresses, that hairstyle? I bet you fucking spend hours in front of the mirror to get it just the way you like it, huh, sissy?” Warren hissed his way, smacking Thomas on the side of the head.

“P…please, stop it, I didn’t do anything to you,” Thomas whimpered meekly, but of course that only encouraged Warren further. It was a damned if you do, damned if you don’t kind of situation. Reacting got him in trouble, not reacting did as well. He just couldn’t escape it.

“Oh, someone’s in trouble now!” Warren barked, a cruel smirk spreading across his face.

Warren towered easily over the small nerd, his muscles bulging thanks to daily exercises. Next to his favorite victim, the jock looked like some kind of massive Hulk, ready to smash Thomas at any given time.

Before he could even try and run away from the cafeteria, Thomas was grabbed and shoved against the wall. He panted heavily as Warren forced him to turn around, and for a second, it was almost as if the big jock was going to fuck his small, cute little ass from behind. After all, that was sort of how porn movies began.

A young, vulnerable pretty boy pinned against the wall, a massive, muscular young man right behind him, ready to…

But of course Warren didn’t lower his pants and get fucked by Thomas, that would have been insane. Instead, he did what he enjoyed the most: grabbed at his victim’s boxers and pulled them up so hard the fabric got tangled up in his private parts, sinking into his ass painfully. His balls were on fire, it hurt like hell, and the shrill little squeal that escaped his lips made him seem even more so like the girl Warren insisted that he was.

Warren let go of him, and walked away as his two friends high fived him to congratulate the quarterback for another great prank. No one approached Thomas, no one gave him a helping hand as he slowly stood up and stepped away, trying to hold back the tears.

“Hey, sissy!” Warren’s voice was the first thing to greet him the following morning. It startled Thomas, of course, since he didn’t expect the jock to be at school, not that ealy anyways.

Thomas made a point of arriving before anyone else in his class. It offered a bit of extra security and also granted him time to just enjoy some songs before school started.

The petite boy gasped, accidentally pulling the cord off his phone. He had been listening to music, something sweet and happy from Ariana Grande, and now the song blasted not into his ears but into the classroom, making Warren laugh cruelly.

“God, you’re such a fucking girl!” he hissed with dark amusement. The tall, muscular man was carrying a bag with him, and much to Thomas’ surprise, he actually threw it his way. Thomas managed to clumsily catch it, but almost fell down in the process.

Somehow maintaining his balance, he looked up at Warren with a look of confusion.

“Put that on. And don’t you fucking dare argue, sissy, because I’m going to beat you up into a pulp if you do,” Warren threatened Thomas, who timidly peeked into the bag before gasping loudly.

Inside, there was a long, blonde wig that looked surprisingly realistic, and a tight little red dress alongside a pair of high heels.

“W…what?” he managed to mumble, but Warren fisted his hands and took a step forward, making Thomas immediately jump back. “Sorry, sorry! Ok, I won’t ask any questions, but please don’t hurt me!”

“Good. Now stop wasting my time and get dressed,” he demanded, and Thomas reluctantly agreed, taking off his jeans and designer shirt in front of that damned bully. Once he was standing in nothing but his underwear, feeling a cold shiver rushing up and down his body, he wondered, for a single second, if Warren was actually into this. If that’s why he was doing all of this to him.

But the thought swam away as easily as it had arrived, and by the time Thomas got the wig in place and slipped into the dress and shoes, the first of his classmates began to arrive.

Much to his shock, no one actually began laughing hysterically at his appearance. No one seemed to notice! He just sat down, and realized a few guys were eying him up, but not with amusement or cruelty. They were actually… smiling his way?

How could this be possible? Did no one recognize him? Did no one see that this was a cruel prank?

“Hey, wait, isn’t that… what the fuck?” one of his classmates finally said, but not before second period. It had taken them such a long time to notice something was amiss! “Thomas, what the hell are you wearing?!”

That was his cue to run, of course, and run he did. He whimpered miserably as he made it out of the school and onto the street, deciding to skip the rest of his classes, wanting nothing but to get home.

But before he could go even a block toward safety, someone grabbed him by the arm violently and threw him into a back alley, away from sight. No one would come help him now.

Thomas trembled, sitting on the floor, the dress getting dirty with whatever was lying there. Warren towered over him, smirking harder than ever before.

“Where the hell do you think you are going?!”

“H…home!” Thomas managed to reply between tears, trembling in fear. He expected to get a beating, but instead, Warren grabbed at his arm again, this time to pull him up.

“Yeah, go home. But not to cry into your pillow like a fucking loser. Get yourself ready, because from now on, you can’t come to school dressed in your normal fucking clothes any more. Fuck no. You’ll dress like a girl, wear make up, all that stuff, do you hear me? I see you come into school with a pair of jeans, no matter how fucking tight they might be, and you’ll end up in the hospital for the rest of the year, nerd!” Warren threatened him violently, shaking Thomas up by the arm so hard he almost fell down all over again.

Thomas nodded meekly, trembling all over and sobbing miserably.

“Good. You look better as a girl anyways, I’m doing you a favor,” Warren added cruelly, and shoved him back toward the street. “Go now, get ready! I want to see a real pretty girl tomorrow, you sissy! You better look like one, and act like one too”

Thomas was simply too terrified to do anything but obey. His older sister still lived at home, so there was plenty of makeup and dresses around the house.

The wig wouldn’t work: it looked like a fake after a while, and students had seen him wearing it. So instead, he styled his hair in a pretty pair of ponytails, giving him a cute look, framing his already dainty face in a way that made him even more feminine than he already was.

Eyeshadow, lipstick, blush, the whole nines, along with a blue dress managed to make Thomas look like a real girl. Pretty, even. He trembled as he stepped into his usual classroom, fearing this time they’d recognize him at once, even with the lipgloss, even with the new hairstyle, even with the pretty, girlish blue dress with a lovely cleavage. He had nothing to stuff the bra he was wearing with, but it gave the illusion that he had tiny yet perky tits, barely noticeable but still there. It was padded, but Thomas wouldn’t have known about that.

He was mortified, confused and alarmed, thinking that at any moment someone would notice who he was, but this time, no one did. No one said a word, and some guys actually tried to flirt with him before he rushed meekly away.

It wasn’t until a few days after changing the way he dressed that he actually began to have some fun with it. He could match and mix colors freely, without anyone mocking him, and makeup was fun, especially after he watched a ton of tutorials. He even considered letting his hair grow so he could wear it like Ariana Grande.

Men noticed him… but not because he was a guy dressed like a girl. No. Because they thought he was a cute, feminine, shy girl. They ogled at him, stared at his ass, and his slim legs. They liked him.

No one had paid so much attention to him before, at least not any positive kind.

It wasn’t until three weeks later that he finally wondered if he could go back to normal. To wear his usual clothes, to act like a boy again. Did he even want to? He didn’t know, but he had to try.

Maybe that jock had gotten bored with it. He hadn’t even spoken to him, hadn’t even mocked or bullied him in all that time. Probably Warren had found a new victim, and he wouldn’t even remember the fact that he had warned him never to dress like a boy again.

He was tense all morning long, wondering if a beating up was about to fall down on him, but it never happened. School went on as usual, with everyone just ignoring him, leaving him alone. It was good… but as good as dressing like a girl, he couldn’t lie… but good nonetheless.

Warren had walked right past him and either not recognized him or completely ignored Thomas.

So by the time he stepped outside the school, Thomas was sure it was all over. Maybe he would go back to wearing dresses, maybe not… but it would be his decision now. No more bullying, no more being wedgied into tears.

He never saw it coming, not for a second. One second he was walking calmly, listening to music, the other he was being tossed into Warren’s Dodge Challenger so roughly his head began to spin.

“Hey, wait, no, no!” Thomas whimpered, but it was too late. Warren was already speeding away.

It didn’t take long for them to arrive at Warren’s place. No one was home, it seemed, and Thomas was too terrified to cry out for help even as he was dragged into the house, up the stairs and into the jock’s bedroom.

“I fucking told you not to come to school dressed as a guy any more! You’re not a fucking guy, you are a sissy, a girl, and you’re going to get punished for fucking pretending you aren’t!” Warren hissed cruelly, handing him that same dress he had worn weeks before. How had he gotten it back? No, it couldn’t be the exact same, he had thrown it in the trash.

Warren had gone back to the store and bought another, just to get Thomas into it.

“I don’t want to…” Thomas whimpered, but Warren wouldn’t hear it. A threat was all it took. Thomas got into the dress, and put a new wig on, trembling with fear, wondering what this muscular man would do to him.

He was grabbed and forced onto the wall again, much like he had during that lunch break weeks before. His chest was pinned against the unforgiving wall, his body trembling underneath the dress.

This time, a wedgie didn’t arrive. This time, his underwear went down instead of up.

And this time, Warren did unzip his own pants.

Thomas gasped out loud as his bully slid the dress’ skirt up his legs, caressing his hips, pinching at his ass. There was no one there to help him, but… did he want to be rescued?

“I want you to moan like the little slut that you are,” Warren grunted, and just like that, Thomas felt a firmness pressing against his buttocks, against his entrance. He was dressed like a girl, expected to act like one, and about to get fucked from behind.

He trembled, though this time he didn’t know for sure if it was out of fear or arousal. He didn’t know what to think, how to feel any longer.

“Moan for me!” Warren demanded, thrusting forward, penetrating that virgin ass, filling it up with his erect, throbbing cock. And Thomas moaned for him. Moaned and gasped and whimpered, experiencing a mixture of pleasure and pain unlike anything he had ever felt before.

He was a virgin, of course, and not just from behind. He had never touched a girl, he had never felt someone’s touch wrapping around his dick. Only his own.

Thomas moaned as that long, thick rod impaled his ass over and over again, as his petite body was shoved against the wall with each new thrust. It felt… horrible and amazing at the same time. It hurt, it hurt like hell, but at the same time, he wanted more, he wanted everything Warren was offering him.

And so he allowed that jock to fuck his ass. Not that he had a choice, not that he could stop him from doing whatever he wanted to him, but still. He let Warren do it, he felt his own cock throbbing hard against the wall, drenching the front of the dress with his precum.

He closed his eyes and moaned out loud like the girl he was supposed to be, and finally, when Warren’s cock slid deep inside his ass for the last time, filling him up with the tall, muscular jock’s cum, he gasped with a sort of surprised sigh so earnest and filled with confusion.

He felt himself cumming as well, a trembling orgasm that was unlike any he had experienced before.

Warren thrust out of that gaping ass then, and grabbed his favorite victim by the hips, forcing Thomas onto the bed.

“Get on all fours, slut. I’m going to fuck you again, and you better remember that you’re nothing but a girl now. A cock-hungry woman, do you hear me?!”

“Yes… yes, I do. I’m a girl,” Thomas whispered softly, his voice so feminine, so enticing. Not just any girl, but his. Warren’s.

Warren video called him the next week….

“Good to see you complying. you know you got to get on video call whenever I say. Or else. You know what happens when you don’t do what i say. Remember that black eye I gave you last week when you didn’t do what I said? Well next time its gonna be worse. Don’t forget how much i like fucking up your face when you don’t do what I say.
I think its best to get to training a little faggot like you. You’re nothing but a little runt. might as well make yourself useful.
Go on and stare at that dick.
I’m not here with you but I can see you and i can see your eyes and where they are looking. I know if you’re staring at this big huge cock. Might as well stare until you fall in love. That would make you a faggot then. That would make you gay for looking at a cock so much. especially a big thick one like this. Most girls don’t even like it ’cause its too big. Only a fag would like one this thick.
Gay dudes love big cocks. you must be a gay dude if you stare at it this much. Look at you. your eyes all heavy and glazed over. You better not look away. Keep your eyes glued to it. You’re lucky I even let you blink. This is a present for you. This is a fucking gift. You’re so lucky to have me take care of your desires. Your newly acquired desires anyway.
I had to teach you to like dick. You didn’t like it at first, but then when I forced you into it, your true fag came out and you started to like it. Yeah.
I don’t give a fuck, you better pretend to like it if you don’t, or I’m gonna beat the hell out of you after geography class tomorrow.
In fact, you’re gonna meet up with me and you’re gonna suck ALL the cum out of this cock. You’re not gonna spit out half of it like you did last time, neither. You’re gonna take every last drop and swallow down your throat. I don’t care if you want to throw up this nasty spunk, you know I like seeing it all swallowed down. You should be thankful to have a piece of man inside of you. You don’t have any man left. You could use some.
You should be on your fucking knees thanking me for this manly spunk. From a big tall man with a big tall cock.
You like when I make you smell it? Take in that smelly scent. That’s the smell of a MAN. You like it. in fact, you love it, and you better thank me for letting you take in that fragrance, too.
I do do whatever the sweet fuck I want with you. I’m a jock and you’re a fuckin nerd. What do you do, program computers? I don’t know and I don’t care. Looks like you’re afraid to talk to girls. I don’t see you with them, ever. In fact, I barely see you with anyone ever. You’re a loner and now you’ve got the best relationship a loser like you could ever get.
You pretty much ask to get your ass kicked.
Hey you better keep staring at this dick. Fall in love with this rod. Deal with it. That’s what loves all about. Its about compromise. See, I’m just a big old lover. I’ll make you love it. I’m pretty romantic.
Best train your throat boy, because you’re gonna take it deeper this time. I know your jaw hurt when you did it last, well try to make it stronger. Maybe if you weren’t such a weakling you could take it. God, I’m so good to you to train you like this. I’m training you to be useful to somebody. I’m such a good person. I’m better than you. Better in every single way.
That’s why cocksuckers like you do it. Because I’m better.
You’re gonna run your tongue up and down that shaft. Look at me work more cum up for you. I’m saving up this load for you. I’m not letting a drop out. Its just building and building. i can literally feel my balls producing a big load of virile sperm.
Hah. millions of my potential children will be swimming around in your mouth, on your face, and down your throat. How’s that feel? You gonna cry about it again? Does that hurt? No one takes your cum on their face. You’re not worth it. You’re not worth a bag of shit.
But me? I’m the fucking man. I do whatever I want. Anything in the world is mine. So you do what i say. When I say it. No questions asked. If I tell you what to wear, you wear it. and you like it. If I tell you what to suck, you suck it.
You better hope there’s a hot girl around to drain these nuts before I get to you. Because either way I’m gonna drown someone. I get so horny and worked up after gym I got to drain a gigantic load. Somebody is getting it. Even I’m dripping sweaty, you’re gonna take in this dick while I laugh at you. What a life. you’re such a loser. This is what losers get for losing. its the natural way of things. If you were a winner, you would get to be in my place. This is the order of life. Its the hierarchy. Got to keep you down there and me up here. But you’re doing a pretty good job keeping yourself down.
A real man would stand up for himself. A real man wouldn’t gag on another man’s thick cock. Imagine putting a big huge cock in ANY real man’s face. You think he is just gonna drop to his knees and serve it? That is truly a sign of inferiority.

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One response to “Feminized By A Bully”

  1. DMO Avatar

    Exceptional work!

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