Sissy Prison

Sissy Prison
@prison-sissy Cock Locked Sissy Slave
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New married prison sissy bride meets his new sissy gynecologist for a prison pussy exam. If you want to see this white boy get transformed into prison pussy, check out Patreon Support where you can support this illustrated narrative effort. And don't forget to read Prison Sissy Sex Slave if you like kinky twisted prison sissy sex stories
Pretty little prison sissy fem boy licks a dirty daddy shit hole to keep his black master happy. See him do even nastier things and support this art at Patreon . And don’t forget to read Prison Sissy Sex Slave if you like kinky twisted stories
Pretty sissy crossdresser is feminized by a prison daddy to be pimped out like a slut. See her in action at Patreon . Also don't forget to read Prison Sissy Sex Slave if you like kinky twisted prison stories
A prison sissy is pimped out on the prison yard just like a street corner crack whore is. Learn all about it at Patreon . And don’t forget to read Prison Sissy Sex Slave if you like kinky twisted stories
Prison Sissy Sucks Black Daddy Cock
Feminized prison sissy sucks and services big black daddy prison cock like a good trained prison bitch and you can support the making of more images like this with Patreon Support
This juicy voluptuous tranny shemale loves to show off her fat functional tranny cock and you can support the making of more images like this with Patreon Support
This juicy voluptuous tranny shemale loves to show off her fat functional tranny cock. See her spread and that fat cock exposed and you can support the making of more images like this with Patreon Support
Huge cock tranny shows of her massive meat stick and you can support the making of more images like this with Patreon Support
My girl has one of these and so do I
Prison Daddy meets the new kid on the cell block
I want to feel that deep penetration
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Author

cdhailey

Publish date

Jul 1, 2019

i have to admit this is not my story originally but I just couldn't help myself lol

Hi my name is Hailey and this is how I was turned into a aiasynfor black cock in prison. Im 5 foot 5 with big green eyes, thick lips, a very petite build weighing only 125. I have long dishwater blonde hair and I just got out two years ago from prison where I spent 5 years in prison for auto theft and a bad check, actually I spent 7 because I caught another case on the inside for a sexual misconduct, actually 8 of them, depending at what prison I was at,, ill get to that later.

o.k, first of all im very effeminate by nature, ive been mistaken for a girl alotin my life but I never really thought about it until I came to prison, aside from those looks I described I have the kind of butt that the black guys really liked, and it didn’t help that my penis is extremely small. I learned quickly that there is a hierarchy in prison, blackmen are number one, theyre the superior race in their and they run everything, they make the rules and you better follow them. Little white boys like me are at the bottom, in essence the black guys were the REAL MEN and the white boys were the girls, the sissies, the ******* etc and therefore fair game to the blackmen. I quickly understood some things, I mean I had never been around blackmen before in fact my dad was racist and he raised me and my sister like that too, ive said the N word many times in my life but when I got in there and I seen these huge muscular aggressive blackmen I was terrified and from the start they had their eyes all over me, I was conscious of every inch of my body because I knew every I went their eyes were all over me, I cant describe the feeling, I didn’t know what to do.

I had never really leaned toward other men sexually before but from the first day I had seen plenty of sex and of black cock, in the shower the white boys were sucking and getting fucked by squads of black men, and I wondered just how that was happening, were they letting these black guys do this because they liked it or because they was scared, but it looked like both, like the fact that they were submitting like a girl does to a man, and those were some big dicks, I could never think of mine the same again.

I was getting hit on, very very aggressively on a constant basis by a lot of these black guys I mean one kept telling me he was going to * me soon and that just wasn’t going to be my choice, another said he was going to make me not only his wife but 6 of his homeboys wife too, two others from across the hall from my cell kept telling me they had some pink panties for me and red lipstick and they was going to see me in them all sorts of stuff, then there was this one blackman named Dwayne , I mean he was like 6 foot 8 and atleast 285lbs, all muscle , cut up, with a shaved head who was different, he didn’t say things exactly like that, he was smoother but still very matter of fact, firstly, that either way I would be giving up my little white boy ** eventually, that I would need a man, but id pretty much belong to him, and that I would learn the new rules because I was a pretty little white boy and was not and never would be a man. So essentially I had to think about that and that’s all I thought about, having a man, being a girl, and I admit that I felt ashamed because I was imagining being that way with a blackman with blackmen who , even though they were right, treated me like property and lesser, and given what my dad had taught me, I still was really liking the idea, and maybe its pharmones or something but since the day I entered prison and saw all these big blackmen I mean how could I possibly act like any kind of man?

Still even though I was at the point just fantasizing I was still very very scared of what people would think particularly my bunky, he was a 4o something white guy with swastikas and all sorts of other tats on him, he kept telling me to stay away from the N word blacks, that all they want to do is fuck me, to put me in some daisy dukes passing me around that making me wear make up and calling me by some girls name etc. etc. That the white race is soo superior all sorts of garbage, so I just acted like I believed him, that I was going along with it etc etc. But the more he talked I mean sometimes when he was running off at his racist mouth that all N words are **** im daydreaming about sucking that fat 13 inch black cock that id been peeking at in the shower. But I think my bunky and the other coward white dudes he hung out with already looked at me like I was already a sissy, I mean I was secretly, but whatever.

It wasn’t long though that I started really gravitating toward Dwayne , I mean I don’t know I just felt so feminine with him, then like sometimes we d walk the trac together and he would slip things in like that I was a sexiest white boy he d ever seen, that I should at least try and see if id like it to give myself up to a blackman completely, that I shouldn’t waist it things like that. One day I mean I had really really been completely focused on Dwayne, I couldn’t think of anything else, so I decided to take it cautiously, I slipped him a note at chow.

Dwayne,

Hey its me Hailey I really missed you today, I like how you make me feel, and I hope you don’t get mad at me for what I have to say but I really really like you, I want to be your white gurl, I want to try it but I don’t want anyone else to know, ive never been with a man like ever but I want to try, please help me???

I got a response in a note from him not long after, he basically explained that he would keep my secret but we had to get rid of my Bunkie so he could move in, well I don’t know what Dwayne did but the white guy moved the next day and in came my man.

I made sure that I had my legs and everything shaved and smooth, that I put my hair up, I even took some really really red coolaid and used it like lipstick, I wasn’t a man not even a boy wanting a man, I was a weak little girl who needed a REAL MAN, I mean to me this being gay just wasn’t it.

I was really really nervous, but he had control of the situation, he let my hands hold and stroke his throbbing black cock, guided my head to it and told me how to suck a big black cock , and this was the first cock of any kind in my mouth and I mean I really like it, I wanted him to fuck my mouth but he was really anxious to get his black cock into me, he put me down on his bunk on my stomach and got in between my legs from behind, spreading me open, and yes as he was trying to get into me it hurt BAD, but once he was in there it felt good, he just pumped into me so deep and powerful that it was as if his black cock had control of me, and I kept cumming and cumming which I didn’t know you could do without touching yourself, when he did finally his pulsated inside me and every pulse made me right after each one, and when it was over I knew what I wanted MORE of it, I tried it and I haven’t had ANY sexual contact with anyone since that wasn’t Black and male.

The thing about a white boy in prison is if he gives himself to a blackman like I did you cant take that back, yes Dwayne told me what he had to tell me to get me, instead of going the route like the other black guys were doing towards me he did it like a real player, the second his black **** entered me I belonged to him, and in hindsight I don’t blame him for it, otherwise I wouldn’t have found out the truth about blackmen, I would have just went along with my dads racist bullshit, when it comes to the blackman there is no other man, and he made me understand that, and there is rules to this.

Dwayne immediately layed out to me what my rules were, he was the man I was the ** so I had to act dress and talk like one. I was to refer to myself as Jessica, and that I would suck his black or any other bruthas black when and wherever, and if he wants me to submit to all his homeboys and getn me he would squash it. And oh boy he did, me he would squash it. And oh boy he did, and it was the biggest experience of my life, I had to leave my cell with my hair done up, a short tank top that exposed my belly button, and some really small tight gym shorts that exposed my smooth legs, my lips were bright red and I was instructed on how to walk, I had to switch hard to make my cheeks giggle and at all times hold my mans belt loop, I was not to speak unless he told me I could, when I sat down I had to sit on his lap, there was one card room and no one was allowed in there except Black guys and their white sissies, and we spent a lot of time in there, within a week I think I must of sucked atleast sixteen different blackmens dicks, and I had been by maybe even more, by the time we d have to lock up at 9pm I had in my hair and up and down my back.

Prison isn’t exactly how people who have never been there imagine it to be, but for a sissy ** like me it was in many ways like paradise, as long as you stay out of the guards way they stay out of yours and theres no stopping sexual contact in there, as a matter of fact when theres a good sissy around things are calmer, especially if it’s a sissy that is being passed around and theres no jealousy thing going on, and when a white sissy gets sent to one that’s predominantly black, inmates and guards, she can really let it all out, and that’s what happened to me, it was the first time I got moved and by then I was all the way sissy, limp wrist, popping gum, all of it, but I was like I still am still very submissive and shy, and right away I didn’t get put into a cell I got put into an 18 man dorm , excuse me BLACK MAN dorm, and thank god there was two black guys that used to me at my old prison, Ty and Big T bunking in there and there wasn’t any doubt that Id likely be getting *** a lot more here. The place was really lax on rules, the guards didn’t get into your bussisness and basically left you alone, in fact there was a few white female guards there but they were crooked as hell.

I was busy everyday, no one really owned me I was kind of just getting passed around, I did miss Dwayne though, I did whatever he wanted, all I wanted to do was please him, to suck on his huge strong black *, to taste his as his big black **** pulsated and shot it all in my mouth.
OOOOOOOO OMG, I can relate to this story. Hers is fiction, mine is true and factual and can be fact checked for truthfulness. Google: TVSALLY692 to see hundreds of photos, videos and stories about ME. I'm EXPOSED on the WEB. So, here's my story; I was 19 when I worked in a Blind Pig in Detroit. Lived in the house. We had white and black PROSTITUTES that serviced customers and paid $ 7 for any girl. Yeah, that cheap to bring dudes in to play cards. I enjoyed sex with the girls and before they went home I would often take one into my room and fuck her well used pussy and then have her SIT ON MY FACE and suck all the CUM out and SWALLOW. I did this with the white and BLACK girls. I especially enjoyed eating the BLACK pussy and swallowing CUM that was creamy and gooey tasty. I was not a racist and we never tolerated whites that didn't like blacks. I discovered that many whites loved sex with black girls and often ate the pussy. The girls told me who were the freaks that sucked CUM from their pussy. We didn't have ANY sissies working there !! At 21, I was arrested and held at the city jail in Detroit; placed in a block that had 15 blacks and 4 white dudes. 2 of the white boys were having sex daily with each other and most of the black inmates. As I watched that interracial homosexual sex I found it very EXCITING and HOT. Since I already tasted fresh CUM from PROSTITUTE pussy, I knew that joining the white boys PLEASING the black dudes would be right for me. For 6 months I was having sex daily with anyone who wanted me. Then I was sentenced to 25 years in federal prison for robbing a bank in Detroit. When I arrived at Leavenworth penitentiary in Kansas, I was placed in an 8 man cell. There were 5 black and 3 white dudes in the cell. The blacks often talked about all the white inmates who were turned out for black lust...and I noted that the other white dudes in my cell had sex during the day and night in the cell and other cells. Soon I decided that I wanted to join a prison gang that had SISSIES and asked the leader about it. He knew I was PRETTY, young and SEXY so I was accepted. There were 2,200 inmates at the prison and over 130 sissies in the gang. It was known as the G-crew. Many members were transvestites and transexual and HOT. Talk about prison SEX, it was happening daily and prison guards were cool with that. I sucked more cocks than I can count and often participated in gangbangs with other G-gang members. I was pretty, young and sexy...a prison slut...same as ALL the G-gang sluts. See my photos: long hair, shaven legs, halter top, makeup too. If you were in prison with me I'm sure you'd want me to please you. Many of us had black PIMPS and turned tricks to make money. Nobody got pregnant from having SPERM ejaculated into our BOI PUSSIES, of course. So that's MY story. If you'd like to know more just message me NOW.

Author

cdhailey

Views
8,305

Comments
1

Last update
Jul 1, 2019

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