Jail House Sissy

by

Nina Ellender

Chapter 2, The Transformation

 

After Jose fucked me in the cell, he laid down the law, and explained to me how things were going to be from now on. He asked me my name, and when I answered, "Allan," Jose shook his head. "You name Nina now, " he said. "One thing you gots to understand," he said, "is that you a lady from now on, a woman, y'unnerstand?"

All sorts of thought were going through my head. I'm a woman? Ok, he wants me to play the submissive role, I get it. But I didn't really understand just how much of a woman I was expected to become. Jose seemed to read my thoughts. He grabbed a punk who was hanging around, eavesdropping, and sent him to get "Baby." After about 5 minutes Baby showed up. My eyes almost fell out of my head; this really pretty woman was standing in the cell doorway! She was about 5', 8"…115 lbs, red hair, green eyes, pale skin covered in lots of jail house tattoos. She was wearing red lipstick and green eye shadow. She had on a tank top t-shirt, and work boots with dark socks rolled down. I couldn't believe they had women in with the male inmates. Jose looked at me and laughed. "Lift up you dress, Baby," he said. The girl complied and I immediately saw that "she" had a penis and testicles. Baby was a guy! It was then I realized what was in store for me. Jose told Baby to take me and train me.

Baby took me to her cell and gave me a tank top and told me to get out of my clothes. I would be wearing dresses from now on. Baby showed me how to make lipstick out of a mix of Kool-Aid and Vaseline. She told me that Jose would treat me good, but only if I made him a lot of money, and obeyed everything he said. I asked her how was I going to make money. Baby laughed hard. "Nigga, you a ho now!" she said "Jose OWN you ass. You gots to get out on the stroll and hustle for you man."

So, I was to be a whore. Baby told me that if I wanted to really make money I was going to have to get really feminine. She showed me how to walk, with lots of sexy wiggle, how to move in a delicate, feminine manner, how to give men sexy looks. She gave me a bandana and told me that it was a "slave bandana." "Jose's gonna shave you head, prolly tonight, so you wear this." I was to learn that shaving a punk's head was standard operating procedure. It was the first outward symbol of an inmate becoming another man's punk. Sure enough, that night Jose had my head shaved skin bald. If I thought that his was outrageous I was in for a lot of surprises. Over the next few weeks Jose had an 8-ball tattooed on my skull. I was crying and Baby told me, "It aint shit, all Jose's bitches got a 8-ball on they haid." Baby showed me her ass. Tattooed across the small of her back in big letters was: JOSE. Underneath that, across both ass cheeks was: PUERTO RICO. "You gone have like that, too," Baby said

And within a few weeks I was all tatted up, just like Baby. I had SISSY tatted across my upper right arm, and PUTA across my left upper arm. Well, that's it, I was marked for life. So I became a feminine little whore. At first I was a slow starter, but I soon learned what makes a man happy, and after a few ass whippings from Jose for not bringing home enough money, I soon became his best earner. One thing Baby kept telling me about was not to get Jose pissed, because if he really got pissed he would take a bitch to the laundry room for an ass whipping, and that the ass whipping administered in there was severe. Then I saw Chrissa. She could hardly walk. There were big black and blue bruises all over her arms and legs. "She got taken to the laundry room," Baby whispered. Jose caught her giving money to another man. If I wasn't scared of Jose before, I was terrified of him now. All the girls told me that sooner or later Jose would take me to the laundry room, that no girl had escaped it, even Baby.

One night, after chow, I was talking to a guy and I happened to see Jose staring at me. He looked really pissed. "Get over here, girl," he said. I was really scared, but I smiled. "Hi, Daddy, I said loudly. "I gots some money for you ,Daddy." Jose stared hard at me. "You givin money to that foo over there?" he said.

"No way, daddy," I said. Jose grabbed me firmly by my upper arm. "You know, you been getting really sassy lately," he said. "I think you need a lesson." Still holding me by the upper arm he began pimp walking me down the cellblock. I was babbling, begging him for another chance. Everyone was looking at me, some looked pitying, others were laughing. We were heading toward the laundry room. Because Jose was so tall and I was so short, I had to sort of run to keep up with him. When we got to the door of the laundry room a C.O. was there. If I thought he was gonna help me I was mistaken. He looked at me and laughed. "Uh-oh..looks like someone fucked up," he said. Jose laughed. "We just goin in to fold sheets, boss," he told the guard. The guard laughed. "Yeah, ok, whatever you say," he said, unlocking the door. Jose dragged me inside. "How long you gonna be?" the guard asked. "Bout an hour, boss," Jose said. The guard closed the door and I heard the lock turn. My heart sank.

"Get you shit off," Jose said. I began undressing, all the while babbling and begging him not to hurt me. "I'll be good, Daddy," I whimpered. "I'll do anything you say, Daddy..PLEEEEESE!"

Jose didn't answer. When I was nude, except for my work boots and bandanna, Jose told me to reach under the desk and get what was there. I got down on my knees, eager to obey, feeling around. My hand hit an object. I grabbed it and pulled it out and brought it to Jose. He was sitting on a stack of mattresses, reading a porno magazine. While I waited I looked at the object in my hand. It was a bunch of wire coat hangers wrapped in black electrical tape. After a while Jose looked up. "You know what that is?" he asked me. I shook my head. "What is it, Daddy?" I asked obsequiously. "That a pimpstick," he said. He reached under the mattress stack, and pulled out a bunch of rags. He shook them loose and I could see that it was a bunch of rags tied together to form a crude rope. He pointed to a foot stool. "Get up on that," he said. I obeyed him. He tied one end of the rope around my left wrist.. "Raise your arms," he said. I was crying and shaking in fear. He throw the loose end of the rope over the water pipes just above my head. He pulled my left arm up and tied my right wrist, so that now both my arms were tied above my head. Jose reached into a laundry bin and pulled out a dirty sock and stuffed it into my mouth. Then he taped my mouth up with duct tape, and kicked out the footstool and I was hanging, my feet just off the floor. It was around 7 p.m. Right about now Jen & Kylie would be on the sofa, watching TV. I could have been with them, safe and secure in my own home, instead here I was, hanging naked from a pipe in a dirty cold prison, about to get a brutal beating from the man who now owned me. Then he hit me, across the backs of my thighs. If my mouth hadn't been taped my screams would have been heard out on the street. I don't think I have ever felt that much pain. I was screaming through my gag, and writhing in naked agony as Jose administered the brutal beating. My entire body was whipped, everything but my face and genitals. I don't know how long the beating lasted, but it felt like hours. Finally it was over. Jose was breathing hard and sweating. He took off his shirt.

  

  

  

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