Jailhouse Covered WagonMy name is Miss Terilyn Bardot. I am a very feminine sissy who appears to be more woman than man. I wasn't always this way, I was married to a woman for a few years, and I did try my best to be a man. But it was a struggle because it just didn't come naturally to me. Who knows how long I could have faked it if a twist of fate hadn't intervened: I ended up in prison, where due to my small stature and slight build, I was raped and forced into becoming a prison ***** - for all intents and purposes - a woman. Inmates who are like me - small and pretty enough to actually pass as a woman - are sold to powerful inmates, and used as prostitutes by those inmates. I was soon wearing lipstick and eyeshadow, mincing around in short dresses cut and sewn from tank top tshirts, and soliciting men for sex. All proceeds earned from these sexual encounters I would give to my Man Junior - just like any prostitute out on the streets would do.
Which brings me to the topic of my story. There is a thing the inmates do in prison called the covered wagon. The setup varies depending on the type of facility. In my case I was incarcerated in an old fashioned prison where the cells are iron bars. I had seen the covered wagon one time, a few days after I arrived in that prison, and one day Junior told me to get ready because I was going to be riding the covered wagon tonight. I was really nervous and I tried to ask him if one of the other girls couldn't do it, but he told me there wasn't any use to try and get out of it. "You ridin' the wagon tonight, an' that's all they is to it."
I was scared and nervous all through evening chow. Aside from the violence, prisons are very mundane and boring. So when a covered wagon is announced it only takes a short time for the word to get all over the cell block. Guys dont ********** when they know a covered wagon is about to go down - they save their *** for the fun. As usual, the identity of the sissy who will be in the covered wagon is kept secret. There were 6 of us "women" in the block, so obviously it was going to be one of us, and since I was the newest "girl", it stood to reason that I was going to be the victim.
After all the trays were turned back in, we returned to our cells for headcount. Upon completion of the count the guard opened the cells and the inmates were allowed free access to the dayroom. My Man took me up to cell # 3 and we went inside. He told me to take off my clothes and get on the bottom bunk - *** to the bars. I did as he instructed. "Come on, scooch back - press that *** hard against the bars."
I was nervous as he took strips of sheet that had been braided into a rope and fastened my thighs to the bars. It was tight with very little give, so that I was unable to move my knees forward. Then he arranged a towel to hang from the top bunk, so that if a guard happened to walk by he would see nothing amiss. He took his two fingers and scooped out a gob of vaseline out of a big tub, and began finger ******* my *** hole, pushing the grease deep inside.
Then the first ****** arrived. Jose raised the towel, exposing my unprotected buttocks. I had been ****** a lot in the 8 weeks since I had been turned out as a *****, so I knew how to take a ****. But just knowing how vulnerable I was scared me. I felt a hardon - a big one - pressing at the mouth of my naked anus and a man worked his **** into my *** and began ******' me, his two large hands through the bars grabbing my ***. It only took him a few thrusts and I heard him grunt in satisfaction as he ********** deep inside of me. He pulled out and the next man took his place. Ohh his **** was SO hard as it porked deep into my pink *****. For the next 4 hours a total of 14 men barebacked my ***. Julie - a delicate little half vietnamese sissy - licked the *** from my **** hole after every third or fourth man - orders from Junior.
Just before 11 pm. Junior shut the wagon down. He untied my legs and took my arm to pull me from the bed. The circulation had been cut from my legs and I could barely stand up. Junior took me by the upper arm and led me naked to cell # 12 - where I would be spending the night - serving a large black man who had purchased me for the night.