Pretty Pinky: Life Of A Prison Sissy free porn video

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The black inmate walks the sissy up to the C.O. The inmate and the C.O. talk and the C.O. gets up and walks over to a cleaning supply closet just around the corner from his desk, and unlocks the door. Then he walks back to his desk & sits down to read a newspaper. The pimp walks his sissy to the cleaning closet and turns on the light. The sissy is carrying a tub of Vaseline. He sets the Vaseline on a shelf and moves a couple of mop buckets toward the rear of the closet. Then he unwraps the towel and folds it in half and lays it on the concrete floor. A closer look reveals that he is wearing red lipstick. The black pimp comes up close to the naked sissy, cupping his small heart shaped chin in his large hand and says a few words before stepping out and closing the door. It is just after 6 p.m. Between now and 10 p.m. the sissy will sexually service a steady stream of men, who will arrange payment with the sissy’s black pimp before going in to the closet. Cigarettes, candy bars, soap, toothpaste – almost any means of payment – will get a man laid, sucked off, his ass eaten out, even a chance to urinate in the sissy’s mouth – depending on how much payment is given. After each customer leaves the closet, the pimp goes in and tells the sissy what the next trick has paid for. And the sissy will comply. Just like any whore out on the streets, a prison sissy is a slave and must obey his pimp completely.

This particular sissy is named “Pretty Pinky”. That’s not his real name. His real name is Keven. But once a punk has been turned out as a sissy, his owner will give him a "street" name – a female name. And from that point on that sissy will, for all intents and purposes, be a woman. Pinky is 19, but appears to be much younger. “She” has been in prison for almost a year now. “She” has belonged to JJ for most of that time. Pinky’s smooth white skin is covered in prison tats – crude, homemade tattoos. Pinky is what is known in the joint as a “Patch Carrier”, meaning “she” sports “her” man’s name & affiliation prominently emblazoned across “her” buttocks so that there is no doubt as to whom “she” belongs to. Pinky is a particular prize in the prison subculture because “she” can literally pass as a woman – “she” looks that feminine.

Until his incarceration, Keven had never engaged in homosexual acts, but had been secretly crossdressing since puberty. He was a small, slightly built guy, that no one looked twice at. All that changed the day he got off the bus and went into the tank with the rest of the fish. His freedom was stripped from him – not just by the justice system – but by the man who claimed him as his property, and "he" became a "she!" Keven - Miss Pinky - is as much a slave as any Negro on a plantation ever was, except in this case the slave is white and the master black. “She” was given a new name & forced to assume a female personality, & if all that weren’t enough, “she” was turned out as a prostitute – forced to suck cock and get fucked by countless men, for the benefit of the man who owned “her.”

Now Pinky is standing naked in a broom closet, facing the metal shelving, a powerfully built Mexican man covered in gang tattoos is on “her” back, his muscular arms around “her”, his erect cock buried in the "her" tight anus, & and he’s pounding the hell out of that faggot’s ass. I mean, the whole fucking shelving is bumping up against the cinder block wall, & it’s making one hell of a racket. So much so that the C.O. comes over to investigate. He looks quizzically at the pimp, who allays the guard’s concern by saying, “It’s cool. Officer, that’s just Jorge getting his freak on."

Then the pounding stops and you can hear the sissy saying, “Did you cum yet, Papi?” A few minutes later the closet door flies open and the shave headed gangsta steps out. He sees the C.O. and puts his head down & walks briskly back to the rec room to shoot some pool.

The guard saunters over to the door, which has been left ajar, & peeks in. The queen is on “her” knees applying fresh lipstick. “She” spots the C.O. and smiles waving “her” fingers at him. The guard shakes his head and laughs. “Pink in the middle & sweet as sugar”, he says, walking back to his desk. It’s hard to tell, but he looks like he might have a bulge in his uniform trousers. Because, let’s face it, that little pink bitch look hella tasty!

Meanwhile, JJ, the pimp is negotiating with a prospective client. No goods will exchange hands here on the floor. JJ has a scrap of paper with the client’s name and what he agreed to pay. In the joint there is nowhere to hide, so if you owe a debt you generally pay it. The brief conversation over, JJ taps on the door and pokes his head in. He gives the queer the heads up on what the next trick has just paid for, then he stands aside as the trick enters the closet for a blow job.

Meanwhile a line is building up outside the closet door. JJ has the names of who is next and what they paid for on the paper. He glances up at the clock; 8:15. Less than 2 hours to go before bed time lock down. The big score will be after lockdown. Pinky has already been sold for the night to 3 El Salvadoran gangbangers. Instead of going to “her” own cell, Pretty Pinky will go to the cell of the 3 bangers who have purchased “her” ass for the night. That means little or no sleep for "her" tonight. Between lights out and lights on – approximately 8 hours – “she” will suck the men’s cock and balls, eat out their anuses, massage their naked muscles, and get fucked in the ass – several times. If "she’s” lucky “she” may get a few hours sleep between breakfast and lunch – before the relentless cycle of whoring for men begins all over again. It is rarely that Pinky spends a night in her own cell; orders for her ass are backed up for weeks in advance. This is the life of a prison sissy. Think about it before you do the crime.

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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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Pinky Promise Secret Fuck With Not My Sister

My hand slid up and down my slick erection inside my PJs, safely hidden under the covers of my cousin's bed. My sister slept quietly beside me as I laid facing away from her, silently masturbating and fantasizing about what her body looked like underneath her nightshirt and sleeping shorts. I didn't really have a thing for her, she drove me crazy most of the time. But, I did love her, and look up to her. And lately, I'd found her body more and more distracting. We have our own rooms at home....

2 years ago
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Pinky Pyar Ya Kch Aur

Hi Friends! mera nam abhishek hai n me iss ka bhut bada fan hu yahan stories padhne k bad muje laga k me v apni story aap logon k sath share karu. ye meri first story hai to koi mistake ho to nazarandaz kijiyega n aap apne feedback muje jarur likhiye ab me sidha story pe aata hu 8 saal pehle mere mobile par ek phone aaya wo mere rum mate k liye tha ek ladki ka puchne par pta chala k wo uski dur ki relative hai n friend hai n wo apni studies k liye delhi aayi hui hai next day hum us se milkne...

2 years ago
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Pinky First Time Fucking

Hi friends my name is Aman name changed and this is my first story on hd. so let’s cut the crap and focus on story because I don’t know as it’s the beginning that is it going to lengthening or normal story and sorry for the weak English. I was just got selected in the medical profession and I’m a kind of shy guy toward girls. I’ve never tasted a girl before it was the wedding of my cousin Amit and our village are not too far so I used to go there daily from my home as I reached their village...

4 years ago
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Sexy Pinky

Hi to all. This is rahul from asansol. I have read a lot of stories here. Felt even I needed to share my experience with you all readers of this website and to test my writing skill. To start with let me describe me and my friend with whom I had a very sweet experience. I look like I am jus out of school even though I have finished my degree. I met pinky the first time when she came to see the college. I never approached her when I was in college as I was scared of all these affairs and all...

3 years ago
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Pinky No Pants

Pinky was crying. Today started out great! Not because anything happened, in fact specifically because nothing happened. Until last class. The girl sitting next to him would yap at him, shouting at him when he ignored her, teasing him relentlessly. His teacher said nothing to her but wasn't shy in reprimanding Pinky for speaking out of turn or even for being quietly distracted. She of course kicked him into the hallway, where his sister ran across him and took his pants and undies, placing them...

BDSM
3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
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Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
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Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
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Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
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I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

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