Content Warning: This story contains elements of BDSM, forced feminization, stockholm syndrome. If this isn't something you like, you have been warned.
***
Walking down the empty halls I knew I had fucked up; but it wasn't until I got in the cell that I realized just how badly I had.
My names Corey and I'm 19 years old. I just finished my first year of community college, but really my life is going nowhere. I think that's probably why committed robbery in the first place. I wanted a rush. My life felt meaningless.
But now I'm here. In prison. Walking down a sterile hallway led by guards to my cell. My new home.
I think the judge was in a bad mood that day because even though it was my first offense he sent me to prison for 6 months!
As a skinny, smooth, effeminate gay boy I knew that I was literally fucked and would likely be spit roasted between two men by midnight. Terrified, I stumbled down the hall hoping that I would make it out of this alive.
When the guards opened the door to my and pushed me in and one of them laughed saying, "you're welcome."
The door closed and it was just me and a man in the cell. David and Goliath. But I had no slingshot to conquer this beast. I panicked, shaking from my core, unable to think or hear. I looked up and stared forward, but I couldn't see through my bleary eyes.
After focusing I found a big man in his late 30's wearing a wife beater and grey sweatpants sitting on the bed. He looked huge in the small cell, and even though he was sitting, he looked taller and larger than me standing. Frankly, he had a nice body, and I could see his powerful arms in his tank top, with a tattoo of some sort on the upper side of one. His whole body was hairy, something I was always drawn to in men. He was bald with black scruff on his face and a handsome smile. He looked Italian, like a mobster or "wise guy".
A moment went by and he looked up from his book, met my eyes, and smiled. This caught me off guard as I expected anger so I just stared back, probably looking like an idiot.
"Don't be afraid, sweetheart. I'll be gentle."
The word "gentle" didn't exactly abate my fear but it sounded better then "rough".
"I just want to get a good look at you, baby, don't worry. I'm not gonna hurt you."
His affectionate names were nicer than "faggot" or a fist to the face, but there was something off putting about his calm, patronizing voice.
"My name's Vince, princess, and I've been living in this cell for a few years. I don't have many friends in here, but I'm happy to have a new roommate. Especially since you're such a little cutie. What's your name, sweetheart?"
I shuffled nervously, "Corey, sir." I could barely get it out.
Leaning forward off the bed he started, "Well Corey, you are mighty cute, so cute in fact that I think I'm going to have to make you my little boy." He kept smiling, staring into me. I was too timid to respond. He didn't seem to mind.
"I'm going to get straight to the point, Corey. You're in prison now, and in this place there are two types of people: men and bitches. Now there's two of us in this cell right?" He stared at me, still smiling, but with less warmth in his eyes.
I nodded and he said, "what was that, sweetcheeks?" And I said, "Yeah there's two of us here."
"So if there's two of us here and one of us is a man, and one of us is a bitch, which one do you think is the bitch, baby?"
I was shaking so much I thought I might fall, too afraid to even cry. I looked up and he was still staring at me, his smile starting to fade. I breathed out, "I'm the bitch," and looked down to my feet.
He smiled again, "yes you are, honey, yes you are. You're the bitch. I'm glad we both understand that. Now, why don't you get out of that prison suit and let me see you. Shuck those baggy pants and shirt; they're hiding your sweet little body from me and I don't like that."
Everything was happening so quickly it was hard to process my new status as Vince's bitch. The fact that I'm a submissive gay bottom who's a bit kinky made this a little better, but not much. Either way I resigned to my fate hoping to enjoy it at least a little, and began to slowly take off my pants.
My hands were shaking so badly I couldn't even get undressed and Vince yelled, "you need to take those off now, boy. I'm not a man who asks things twice."
My instincts kicked in and I stripped my clothes to save my life. I'm a skinny, pale, smooth kid with long elegant proportions that don't scream "macho". I secretly like them but I know that they're girly and weak. When Vince saw my body, he gave me a look that told me I was the first "girl" he'd seen since being in prison. He looked extremely satisfied and smug knowing he had acquired a very sexy prison wife.
I was looking down waiting for his reaction when he said, "You've got a tiny little clit, babydoll. But that's okay. We're not here for that. Ok, girl, give me a twirl now. I need to see everything." I slowly twirled once, looked up, and he gestured for me to do it again.
As I started the second twirl he told me to stop halfway so he could have a look.
"What a pretty, plump little butt, baby. I like it. I like it a lot. I bet you didn't even shave, did you? You're just naturally hairless. Am I right, doll? A naturally hairless little bitch."
He didn't give me time to respond before continuing, "Don't worry, baby, we're going to shave you. Shave you real smooth. So you can look you're prettiest for me. We're going to start making you real pretty for Daddy, pussygirl. Would you like that? Pretty for Daddy. I know you would. Now, reach back and grab those cheeks for me. Spread them. Daddy needs to see his newest prized possession. Let me see that cunt, bitch."
I reached back and spread as wide as I could, truly fearing for my life. As I shook, a mix of adrenaline, fear, and pure sexual desire from my submissive tendencies combined to give me a boner in the middle of this humiliating and terrifying experience. Spreading my cheeks I heard, "what a wonderful pussy. Pink and tight. Those little wrinkles, so cute. Give it a little wink, bitch," he cajoled, "go on, wink your little pussy for Daddy. Show Daddy his new pussy."
I squeezed my sphincter muscles to make my hole "wink" to appease "Daddy". He seemed to enjoy it because when he told me to turn back around he was smiling and coaxing me to his lap with his finger.
I walked over and stood a foot away, trying to keep my distance from this giant. He looked at me sternly as if to say "you don't get to say no anymore" and I understood what he meant. I went closer to him and he stood up, towering over me. I looked up into his face and he said, "hello, sweetie. I must have been a good boy recently for the Warden to gift you to me. And what a pretty little gift you are."
He leaned down and sucked my neck forming hickies across it.
"Don't worry, sweetcheeks, I just need to mark you up a bit so the other men don't try to take you. But it's ok, honey, you'll be safe with me. Don't worry, baby. You'd like that, huh? Don't you want to be safe with Daddy?"
I knew this was a rhetorical question so I said what I had to say, "yes Daddy, I want to be safe with you." With those words I cemented our relationship. I wouldn't call it "lawfully wedded" but in prison the rules are different.
He hugged me and started on another rant. "Since you said yourself that you're a bitch I think it's time I teach you how a bitch learns her place in prison. Huh, baby? Every man in a relationship gets to teach his bitch how to act in the way he pleases, but your Daddy is a nice man. Don't worry, sweetie, Daddy won't punch you or break any bones."
I shivered in his arms as he held me. "Isn't that nice of me sweetheart? Yes, baby, Daddy's a good man. I really am. I know you think I'm joking but you should see some of the other bitches out here. Soon you'll know just how lucky you are."
I wasn't sure I believed him but there was no other option than to submit. "Okay sweetheart, it's time to make you a good girl. Let's put you in your place. Go on, baby. Beg me. Beg me to beat you into your place."