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The following is how my friend became the prison bitch and is reposted here with his permission. I really am an Ex-con. I spent a very long time in prison. It's been over a decade since I was there though. Most of my sex mental images were formed out of that time. Feel free to ask me questions.... but I'll be honest in my replies. I love adventures. Near public sex. The great outdoors. Sexy soft asses. Giggly girls. Tough bitches. Freaks of all kinds. It doesn't have to be sex, I just like experience. Let's talk. I have been in and out jails, and prison until my last release in 2001. I was 18 when I went to prison the first time. I am not sure what led me down that road... it was a different time, and the world was very different. I never really fit in. I never really found a way to fit in either. The struggles led to a lot of bad decisions. Confused thinking... probably a familiar story now. I was young, very slim, hairless, feminine when I was sent to prison. It was the 80s big hair, rock n roll, drugs, and sex. I was far from helpless. lol, I was in fact, a very violent person even then. However, the prison was a world full of tough guys. It was a world that I would eventually learn to survive in. I was moved from Quarantine to a Prison Psych Hospital within 60 days of my arrival. For further observation and testing. My mind was a mess...it was scary as the decisions I made at this time would follow me everywhere in prison. There really are no secrets in prison, and everyone is some type of predator looking for weakness. Even the inmates at the hospital knew that I had arrived at the prison dressed like a girl. I received countless kites (notes) from inmates from day one. The short version, some promised protection in lieu of sexual favors, others offered money for the same, and some promised violent rape. Everyone waited to see how I would respond. Deep in my heart, I knew, and I knew before I was sent here that I would not survive my entire sentence without someone fucking me. The only real question was did I decide or would someone else decide for me.... who would be in control. It was a lot to think about. I was not interested in being raped... some died from it and the beatings associated with rape were brutal. Further, if I was raped I did not want the rapist to have the power of seeing me weak, screaming or crying... I had to take that power away from him... silently I knew that I would have to be "broke in" I began to evaluate guys trying to figure out who would be discreet and gentle. Shortly after I had decided this course, I was moved to a five-man dorm setting but there was only three of us there. Terry a black guy much older then myself was already my friend and in the dorm, the other guy was heavily medicated. I decided that I would ask my friend to break me in... I had no idea if he would, he never led me to think this way, it was a risk... I wrote a note. That stupid note changed everything. I was no longer a friend... I was a prize. Negotiations between us followed. In the end, we struck a deal... he would be very gentle with me and break me in, and discreet but I would shave like a girl, dress up for him, he would break me in then I'd submit to him the rest of the night. I had to write a note declaring that this was not rape and I asked him to do it. Sign it. I knew that everything was changing... It was like watching my life from outside myself. I could not believe that I was in this position. I was sinking into depression as I stared down at my life unfolding. I was nervous, and he was very eager. He watched with lusting eyes as I prepared myself that evening. Shaving, showering, douche, makeup and finally just panties and a t-shirt. I laid there in my bed thinking as we waited... waited for lights out... waited for our roommate's drugs to kick in and he'd be asleep... waited for the guard to make his round. I was a man of my word, and as the guard passed, I got out of my bed... placed a blanket on the floor between the beds out of sight... Terry was already touching himself... I couldn't help myself I had cut my eyes and seen him. It was dark (lights out) but there was a slim beam of light from the small window in the steel door that allowed me to see non-detailed shapes across the room. I was very nervous... I knew that there was no turning back and everything could change. I was torn... I wanted to back out before it happened and part of me just wanted to be done with it. " No, I had to back out" I turned to say something and was caught off guard as Terry was standing next to me already. Before I could tell him that I had changed my mind he had wrapped his arms around me and pulled me tightly against him pressing his lips to mine... My small frame seemed to melt in his embrace... I was not expecting that! He was treating me like he would a girl... his hands gripped my butt tightly and pulled me against him. I could feel his excitement against my belly through my shirt. At that moment my mind said that I was a girl... I felt like a girl. he was a foot taller then I was.... stronger. My slim 5 ft 5 frame at 119 lbs was overcome with a sense of femininity as it melted against him. He broke from my lips and without a word I knew that it was time. He was already lowering his pants as I turned away and pulled my panties down, slowly got on the floor before him... Laid down on the carefully spread blanket face down.... I placed a pillow under my midsection to raise naked butt in the air slightly offering myself to him as he stood over me. One last look back at him towering there naked... now I was scared again he was much larger then I was. I was sure that this was going to hurt. As he gently kicked my feet apart spreading my legs and lowered himself down onto my back... my mind screamed " You're a damn fool. No one asked to be turned out. Now you're going to spend your life as fuck boy" My self-critical thoughts were interrupted by his weight on me. I felt the coarse hair of his legs against my smooth shaved legs.... closing my eyes I felt everything as if in slow motion.... the hard dick pressed against my ass pulsating, all of his weight crushing me covering me.... the hair on his chest against my back even though the shirts thin material.... I seemed so small beneath him. His hand brushing the long hair from my neck and his lips ... the hot breath on my shoulder as he kissed my neck and shoulder before whispering in my ear, " are you ready?" No need to answer that and he didn't wait for me to respond. His weight lifted and his hands trailed down my back as he knelt between my spread legs. his strong hands pushed the bottom of my shirt up over my naked butt to my waist, as if it was a skirt. they gripped my cheeks and pushed them apart exposing my near virgin hole to his lustful gaze. I just lay there as he poured Baby Oil down the crack of my ass, his hand working in being sure that I was "wet" He lubed his rock hard with desire dick, as I reached back like a wanton whore grasping it pulling it toward me. He lowered himself back down on my back and I guided him home. Its tip pressed against me... suddenly he was in me. I gasped at the suddenness of it. I held my breath to keep from crying out. As I struggled to take it in and adjust to its size. I wanted to scream... to stop... OMG, what had I gotten myself into... My entire body was tense even my toes were curled up and my hands gripped the blanket... he pressed forward, and I realized that he barely in me. Tears welled in my eyes as he slowly pushed his way in... all the way in. He whispered, "relax" I tried but it was still several minutes before I adjusted to his size and the overwhelming pain began to ease allowing to breath. He must have sensed that, as he began to pull out... then back in. My mind raced with thoughts now that I could breathe. I was seeing it as if I was floating above us... my small feminine form beneath him, legs spread... him pumping away and holding me... I felt him sliding in and out of me. Felt his desire and needs for release... muscles tensing... pelvic thrusting against my ass... hot breath on my neck... sweat dripping on me from his labors... I rolled my ankles out opening myself wider for him inviting him deeper. There was no turning back now... I was a bitch. He was pounding away grinding ... there was no more pain. His breathing was labored, and I could feel his dick starting to pulsate... I knew that he was getting ready to cum... totally shocking myself, I blurted out, " cum in me" and he did. then collapsed on my back exhausted from turning me into a bitch. When he had composed himself, he pulled out of me... I suddenly felt empty, his spent juice oozing out slightly in the cool evening air. As I stood I could feel it dripping running down my inner thigh and walked over to toilet area to wipe. When I turned around I saw him staring at me... It was almost time for the guard to make another round, and I pulled my panties back on. It was done... I had been broke in and it wasn't so bad... I returned to my bed where I laid thinking. I laid there knowing that I had changed everything... I was cursing myself out for being weak. Judging myself harshly. Hating that I was willing. telling myself over and over how stupid I was... but excited by the idea of a life here in prison as a girl. I couldn't handle being seen as a bitch... I had liked it and it was too late now anyway, I had dressed like a girl and basically begged a grown man to cum in my ass... My self-judgment was interrupted by the guard's flashlight in the window checking on us... As the guard passed, I got up and went to the sink to better clean up, turned the water on and wet the wash clothes before pulling my panties down to clean up. As I wondered if Terry was still awake, I was startled by his hands around my waist. I felt his hard cock slide between my cheeks across my tenderness... he was clearly awake.... he bent me over the sink right there ready to collect his end of the bargain... "... I'd submit to him the rest of the night" With my panties around my knees, he pushed my feet apart and I remained bent over the sink submitting to him as agreed. He easily entered me this time and wasted no time... it was his reward. Without a word he took what was his... it was all I could do to just brace myself as he pounded away at his treasure... I truly didn't feel like a guy... I felt like a bitch... he was pounding my pussy for what seemed like an eternity before a deep thrust... he was quivering as I felt the now familiar pulse of him cumming followed by the wetness of my hole... his hands grasped my naked ass cheeks... pulling them apart so he could view himself buried spent deep inside me. I can only imagine what it may have looked like... he seemed happy to be there... I felt him pull out.... the spent juice again dripping down my thighs...I tried to wipe but it was just kept oozing out. I was full of cum and my pussy was not tightening back up as before... I stepped out of my panties and went over to the toilet to try and push his cum out of me. He followed me ... my mind screamed, " Damm you're not done" As I sat down, he walked right up to me...his softening dick glistened in the window light... he smelt of sex. Heavy musky scent combined with baby oil. I felt so submissive... so feminine. He pushed his midsection toward me until the tip of his dick touched my lips... I hadn't thought about this occurring. I just assumed fucking me was the thing... his hands caressed my long hair as I parted my lips slightly and he pushed himself past them into my mouth. the smell was repulsive... I wanted to pull away. He must have sensed it as he gripped my head tighter... almost like I knew what to do my hands went to his thighs and I began to relax... my nose against his belly my tongue caressed the bottom of his dick. It jumped into my mouth and began to harden. I started to apply sucking and his grip lessened on my head. I looked up into the darkness as if seeking his approval. I began to instinctive do what was being asked of me. my hand grasped his member, my tongue feverishly licked and caressed it as my lips held it firmly sliding up and down its shaft... eagerly sucking it back to life...my eyes searching begging for a sign that I was being a good girl seeking his approval. It didn't take long for him to be rock hard in my warm loving mouth, then throbbing, jumping and pulsating as he exploded. it tasted salty and thick and smelt heavy... tears ran down my cheeks as I choked gagged but swallowed his spent cum... I had never knelt before a man, much less had a dick in my mouth... What a pathetic man I had chose to be... even now I imagine the scene... 18 yr old kid, 119 lbs, 5 5 slim feminine long hair, white shirt smooth soft legs escaping beneath it. seated on a toilet, cum dripping from his ass, mid thirties hairy black man, standing before him, hard dick shoved in the tear streaked face... cum dribbling across the red lips... it was not a vision that I would see for long as he was not done... lifting me up from my submissive position I turned away... tired but willing i spread my legs wide and bent over the toilet so he could take me again... he did. That is how my first time in prison went. That one night changed my life forever. It did not take long for those events to be known... I could not hide the fact that my legs were shaved and with group showers it was quickly noticed. Within a matter of days, even outside of the hospital, in the general population of Riverside correctional facility everyone was talking about the "fine ass sissy" in the psych ward... me. If you like this and want more friend me or follow me... ask me anything. Please try to understand, that most my pictures are from a time gone by now... I am old now and the those days are gone for me.... however I do enjoy relieving the memories here with you all... Thank you.
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*HOSTING ONLY** Yes! I'm 39 How can I sit on your face if I can’t see it?!? If ur stats ain’t UP…WE ain’t getting DOWN! If u ain’t into FEM… Plz skip me then.. #ltnfem#fembttm #gayfem#femguy#hosting#funfem
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So this top bbc who has been wanting me to come smoke, get crazy, and fuck till I'm super full of his sperm and piss, wants me to come over tomorrow for a couple days. Im am negative of everything, but only prefer raw, he is poz, and isn't undetectable. I really want his cock unloading deep in my hole, and he wants to share me as well. I don't take prep, so i definitely would be a high risk to be infected. I love being a cum/piss whore, and i feel like this could be longterm, so should i have fun and let him claim my hole finally?
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Jim was a 60 y.o. and loved his 40 y.o. BF, Hiro but his lack of interest in sex started to bother Jim as he still had a strong sexual appetite all the time. It's been almost a month since Jim fucked Hiro with his 9inch thick white cock and the video of that fuck session played on the big screen as Jim pumped his cock. Jim was about to pour some lube on his cock when his phone rang and it was Joe, his old friend/dealer. "Hey, Joe..." Jim answered the phone as the fucking on the screen got louder. "Hey, are you fucking someone right now?" "I wish. It's porn." "well, there's an amateur porn that I want to show to you. " "Okay." "Come over now." 20 minutes later, Jim was at Joe's door and was ushered into Joe's old loft by a hot young Dominican man. There were two other young men with Joe who must be his delivery boys and they were putting away their supplies away as Jim walked in. "Guys, this is my friend, Jim, Hiro's boyfriend." The young men started to look at Jim nervously as they shook hands and said their names. Julio was the Dominican boy who opened the door and the others were Samba and Jamal. There was a brief moment of silence before Joe passed around the bong. After everyone had few hits off the bong, they started to relax in the white cloud. Jim stood up to go to the bathroom when Julio got up and followed him to the bathroom. "Hey, man.... I am sorry but we didn't know he was in a relationship" "What are you talking about?" "Your boy...." That's when Joe came over and told Jim to go pee and join in his media room. As Jim went into the bathroom, he saw Joe and his boys heading to the media room while they shed their clothes on the way. Jim's cock got hard as he emptied his bladder as T started to kick in. Unlike some guys, Jim's cock got harder when he did T. He stripped as he left the bathroom and joined the others in the media room. There was an interracial gang bang sex playing on the projector and all 3 naked young men showed tremendous excitement as they blew white smoke out. Jim sat down next to Joe and Julio brought the bong to Jim and sat next to Jim. As Jim inhaled the smoke out of the bong, he sensed everyeone's eyes on him. He looked at them and turned his eyes to the porn and almost choked on the smoke inhaled as Hiro's face appeared on the screen. Hiro was being double fucked while he sucked another one, taking 3 huge black cocks at once on the screen. There were more guys on the background watching and waiting for their turns. They called Hiro all kinds of names and said some nasty things to him. Jim recognized the 3 young men on the screen as well and looked at Joe when he started to tell Jim how Hiro had been hiring young men to breed him for years and have been pozzed few years ago. Jim felt betrayal and anger towards Hiro and as the scene unfolded to Hiro's drugged up body being used as cum dump for the young black and latino men, he wanted to do the same thing or more harsher things to Hiro. One fat black man with a huge fat black cock started to fuck down hard into Hiro's folded body in spite of Hiro's scream which was silenced by Julio's big Dominican cock which pushed down into Hiro's throat and stayed there. Camera moved to show Hiro's eyes rolled back and glazed with drugs and lust while his face glistened with sweat, spit and cum underneath heavy hairy balls of Julio. As both Julio and the fat old man slapped him arouond and used his holes, Hiro's cock started to spray his cum all over his own face and chest.
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I had a date with a little twink of a fella whom I'd let suck my cock during afternoon break. He was 22, under 6', slender with a 29" waist, long blond hair and a dainty style of gold rim glasses. He looked almost like a titless woman. I myself was fifty, just over 6', well over 200 with a pot-gut and decent amount of body hair, balding with a full beard and the kind of glasses we men wore in the '60's. My hands were rough and calused with grease in the lines of their skin and under my nails from my mechanic job. It was the time of the year when they chapped and the skin split and were all but useless for jacking off. I had jacked off wearing rubber gloves which was satisfactory but I never found that kind of gloves again and the other brands were as bad as no gloves at all. Not all was lost because although I enjoyed jacking off I also enjoyed fucking ass and mouth especially using someone's holes for my pleasure. My normal 6" cut dick needed some action and the little fairy I had let suck my cock during break the week before needed and wanted some meat in his other cunt. We went to my place after work. After getting us some beers form the fridge I sat my ass on the sofa and had the fella sit at my feet. "Take off my shoes." I told him. He untied my steel-toed work oxfords and then knew to peel off my socks as the smells of my sweaty feet began filling the room. He reached into his pants to adjust his growing member while holding my sweat-wet sock to his face and inhaling. My ex wife had bitched about how bad my smelly feet stunk after sweating all day in my work shoes, especially in the summer but this little fetishist was getting turned on by it. He then lay my dirty socks across my shoes and took my foot in hand and began sucking my toes, licking the buildup of toejam from between them and working his way from toenails to ankles. By that time my dick was rock hard. I stood up and told him to suck it. He obeyed and fellated me for a few minutes. I then held his head and made love to his mouth the way we men fuck any other cunts, ejaculating in it after several minutes of work. He sucked my load out of my dick and swallowed it before I released his head. He sucked off of my dick but didnt kiss it. My dick felt great having used his mouth like any other cunt for my sexual pleasure. We went out to dinner at a pizza joint. I had a pizza and a half and two beers while he had half of one and one beer. We returned and watched a dirty movie before hitting the hay. "You want another blow?" he asked. "Not now, I'm saving it to fuck your ass later but I will take a good rimming." I replied as we stripped. Nude in bed I lay on my side, my back to him, and had him scrunch down to begin rimming my sweaty ass. I felt good with him under the covers burying his face in my sweaty crack and kissing, licking and sucking my hole. I wanted so much to dutch-oven him, my dick hardening at that thought. "I want you laying on your stomach or on your side with your back to me when I wake up in the middle of the night." I told him. He answered by shoving his tongue into my hole a couple of times. My dick hardened more as I drifted of to sleep. I awoke a couple of hours before the crack of dawn, my dick hard. I dipped my fingers into the jar of lube I had on the nightstand, spat on my hand and smeared the spit and lube mixture on my stiffy. He wasnt quite in position but I was able to get my dick to his ass. Once he felt it and woke up I reminded him to get into position. He rolled onto his stomach and spread his legs. I mounted him and shoved my dick back up his ass as he winced in the initial pain. He got used to my thrusts and settled in for the fucking. His ass was a good cunt, nice and tight around my dick as I lay on his back mindlessly piston-thrusting in him enjoying the good feeling of his snug twat around my dick and that I was using him for my pleasure. I lost track of time, not caring, just fucking him. The lube began to wear out so I could feel more friction. It wasnt bad, at least for my dick but I could sense the fairy was feeling a little sore. Of course I was enjoying making him sore. Every thrust of my dick both added to his pain and to my pleasure. I finally started working up a sweat and then breathing hard, varying my stroke and tempo as I finally got closer to cumming. I felt the fairy tighten up his twat around my dick. He had either cummed or the pain was worsening for him. I liked that it tightened up his hole for me as I fucked harder and faster. "You gonna cum soon?" he asked. "When my dick feels like cumming." I replied. I didnt care how he felt, just as long as my own dick felt good in him. I was the man whos purpose was to enjoy fucking and cumming in the cunt and he was the cunt whos purpose was to please us men and our dicks. He seemed to feel more pain and my dick seemed to be swelling although I wasnt yet reaching my urges yet. He started wincing with each thrust so I knew my dick was doing its job to wear his ass out. I fucked him harder, starting to pile-drive it up his sore hole. I then jack-hammered in him as he started to whine. I finally got my urges, pounded him and hilted myself as my rock hard love-pole exploded in an absolutely fantastic feeling orgasm as I pumped my pent-up load up his ass. Over half a dozen rapid-fire spurts of cum blsted out of my hilted dick into the asshole who seemed to be relieved that it was about to be over. I began thrusting again to pump the rest of my load up his ass as I grinned. I had once again conquered a new piece of ass as well as enjoyed asserting my manhood by fucking someone, both in his mouth and up his ass as well as him rimming my ass and giving my feet oral service to help get my dick hard. I rested again as he asked when I was going to withdraw to which I answered, "When I'm finished with you." I was a little surprised since most holes I fucked asked or even begged me to leave it in even after I'd pumped pain as well as cum up their asses. After a few more minutes I was done. I slammed a few more thrusts home to pump more pain up his ass and zark-off the last of my sperms into him, then I yanked out and dismounted. I looked down on the poof who looked like he didnt appreciate the free stud service I'd given him. I stood and waited for him to get up. He didnt. I was able to see the filth he's left on my meat in the dim light filtering in through the window. I held out my dick and leaned over to put it in his mouth. "C'mon, open up. You need to suck it clean." I told him with a hint of growl in my voice. He capitulated and I shoved my cock in his mouth. He began sucking it clean and making it feel good once more. I felt good using his mouth to clean my dick of what he'd left on it. He did what turned out to be a half-assed job but at least he had licked and sucked most of it off my dick and swallowed it. "I need to get ready for work so let's get dressed." I told him. I put on my shorts from the night before and he started getting up and groggily picking up his clothes and putting them on as I put my trousers on and then my T-shirt. I watched him finish getting dressed. He went to the john and pissed. I was glad he didnt try shitting out my cum as a few disrespectful assholes have done. He came out and finished getting dressed. I saw him to the door and said, "Have a nice day. Dont do anyone I wouldnt do." He went and I closed the door after him, locked it and went back upstairs to strip again and take a much deserved shower including washing my love-muscle truly clean and pissing in the drain while thinking of how good it would have felt to use the pansy's mouth for a urinal.
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