MY GAY PRISON SISSY **** free porn video

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I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I'll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine.

While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2007 and Dec. of 2009. My work release program date.

I was three months short of my 20th birthday when a state superior court judge sentenced me to two to five years for grand theft auto. Something my dumb ass lawyer promised me would never happen. Instead of going home to my family that day with a fine and probation, I instead found myself shackled and later placed in a State Police Van and transported far up state.

It was near supper time when I was delivered and partly processed. This included my being stripped naked, made to bend over and have some fem looking gay male RN with coke bottle glasses probe my virgin asshole for contraband. Once showered and in my new orange numbered uniform, I was lead into this giant mess hall that housed the entire inmate population of some 700 plus.

Instantly on my guard escorted late arrival, a roar of cat calls and whistles erupted from the vast majority of the seated eating inmates. I guess between my baby face,my long uncut blonde ponytail and my 5' 5" 126 pound frame, more than a fair shair of the immate poputation viewed me then, as a new exciting sexy desireable young piece of innocent ass!! Having not been processed fully yet, I was made to eat by myself at a small isolated table perhaps 12 feet or so from last end inmate seating isle.

It was then that I sat shivering in complete fear as dozens of nearby seasoned hard core prisioners began individually informing me of their plans to use my body in a number of homosexual ways! While I tried to eat my meal, I only looked up once. It seemed to me that every single con I viewed, wore lewd smiles and seemed so big and strong.

After supper, I was inteviewed by the night captain of the guards and assigned a cell on the first floor main cellblock tier. Having worked some two years in a civilian restaurant kitchen, I was assigned to work in the prison kitchen to start off with. Designed to originally contain only 400 inmates, the vast majority of the cells were now housing two prisioners instead of one! Now without my watch and holding a face cloth, two towels, a roll of toilet paper and three pages of typed out instructions on confinement behavior rules, I was at last lead into my new cell.

Instantly upon looking at my new cellmate, I swollowed hard as he was an obvious faggot complete with black eye lash and brow makeup. His name was Paul but he told me I could call him/her Pauline! While I was given the top bunk, I noticed many pictures scotch taped to the two side walls. Most were of Raul Paul the drag queen while a few were of Madona in sexy black lingeire.

With some three hours to go before lights out, I talked very little while mostly listening to Paul clueing me in on prison life and what to expect. I must have swollowed my adams apple more than a few times as he informed me that just like him, I woud have no choice at all and was soon to be a prison sissy bitch to be selfishly used by most of the other inmates whenever opportunity arose .

Right about then I began to openly wheep. I had never in my entire life even thought about gay things. While not very experienced at all in sex, the only cock I had ever thought about was my very own. Yes like most young men, I loved my cock. In fact till that point in time, I had only had sex with only one girl throughout my teen years.

Here name was Charlene and we liked each other a lot during high school. Charlene was raised a devout Catholic and was determined to remain a virgin until her wedding vows. So the sex we had was mostly oral with each other. I should also mention that soon after I talked her in trying sucking my cock, she took to it like a duck to water and used to blow me just about every time we were alone together.

It was maybe a good hour after Paul and I began talking, that footsteps out somewhere on the tier approached our cell. Looking out, a real husky Italian looking inmate with a red trustee hat on stopped in front of the bars. Then next thing I knew without a word ever having been spoken, Paul was off his lower bunk and sank to he knees in front of his inside bars.

Next that prisioner unbuttoned his pants and brought out the very first erect cock I had ever seen. Almost the instant it was pushed forward between the bars, Paul went down on it as I looked on from almost directly overhead. It was so strange actually seeing a homo sucking a cock! I found myself unable to turn away as something about it somehow had me drawn to watching!

That blowjob lasted perhaps two or three minutes before the trustee shot off in Pauls mouth with deep groans and the verbal orders to Paul to take it all down! Then he was gone as quickly as he had arrived!

Paul then told me that he was deeply addicted to cock and on a good day, would service well over a dozen either in his mouth or in his ass if he got lucky! As I again began to cry, the realization of what was in store for me struck home. Paul then told me about the inmate code of honor. He said the penal staff looked the other way to many things including most imate sex acts. Then he added that if I told the screws anything or ratted, I would be signing a death wish on myself!

So there I was some 135 miles from home facing up to five years in prision. I was young helpless shark food to the prowling inmate population (as paul put it)! I was too small, too weak to physically fight back and doomed for sexual abuse without hope!!!!! Well after lights were out, I found myself silently taking out my cock and masterbating as I needed a friend more than anything! The next morning I followed Paul, both in the outside cell lineup and count, as well as arriving in the kitchen.

It was still dark outside as along with 35 other kitchen detail inmates, we began to get breakfast ready. When serving time arrived, I found myself on the front line with a ladel scooping lumpy oatmeal into the tin trays of the countless other prisioners who praded by in asingle file line. Many made lewd sexual comments to me as they stopped in front of me to be served.

One of them was a very tall and well muscled heavily tatooed con around 35 years old guy called Smoking Guns . He somehow saw the fear in my eyes and briefly told me that he was one of the convict leaders and if I became his private bitch, he would make sure no one in the joint would ever lay a hand on me.

Back in our cell maybe an hour later, I told Paul about what Mr. Guns he had told me. I learned then that his name was Bruno and that no cons ever messed with him. I was surprised when shortly afterwards, Bruno showed up at our cell.

With it being morning recreation time, all the cell doors remained open and Bruno just walked in. He seemed to know Paul quite well and talked to him briefly about some womans panties, bras and nylons he was getting for Paul. Then his gaze and full attention turned to me! He asked me my name first and seemed quite friendly enough. So we chatted for a while before he told me that my pretty looks had given him a big hard on!

I felt uncomfortable and blushed and declined his offer of him exposing it to me. I told him I was completely straight that instantly had him breaking out in laughter! Stepping a few feet back from our bunk bed, Bruno undid his pants buttons and released his cock. As it came into my view, the last thing in the world I wanted to do was to openly stare at it. Maybe it was it's gigantic thickness and length that caught me completly off guard, but in any event, I did the complete opposite of my intentions by locking my eyes onto it with a look of complete mystified fascination.

So Bruno began to play with it using the tips of his fingers to tease himself. He was looking right at me before I finally came to my senses and looked away. Then Bruno asked Paul if he would like a nice hot tube steak snack? Out of the corner of my eye, I saw movement coming off the lower bunk. Paul had gotton down on his knees as I soon heard deep groans coming from Bruno.

It was then Bruno ordered me in a very deep in charge voice to closely watch what was going on. He had Paul move over to his right side as he too turned facing him now. As I followed Bruno's command and watched from overhead, Pauls mouth got instantly busy!

I soon found myself completly amazed with Pauls ability to take every available inch of it into his mouth and down his throat. Bruno was now looking at me while telling me to watch closely as very soon his cock would belong to me! For a while Bruno just stood there letting Paul do all the work. Now two other kitchen inmates showed up just outside our cell door. Neither dared entere our cell but instead just stood there closley watching Paul sucking the living shit out of Bruno's giant thick prick! Finally reaching the stage of selfishness, Bruno suddenly began to wildly pump it deep down Pauls throat! I couldnt believe how it was humanly possible for Paul to get it all into his willing mouth.

Bruno hotly mouthfucked Paul for many minutes before getting his nuts off. Both him and Paul moaned together as Bruno's ejaculation happened! One of the cons outside our cell, told Bruno to gag the sissy on his big hot load!!!!!!!!!!! Just after getting off, Bruno pulled his still big prick from Pauls mouth and held it firmly in his hand. He then told me it would be great if i came down and cleaned it off for him using my virgin mouth.

I didnt dare answer him as my mind raced in horrible fear! Before he left, Bruno told me I had two choices! One was to be his special fully protected private bitch sissy or instead I could foolishly choose to be fair game to hundreds of prison preditors who would **** me over and over again every single day ! The last words he told be before he left, was that he would give me two days to think about it before he would be back!!

I became terrifed when Smoking Guns Bruno showed up just about twenty four hours later, However he was delivering Pauls lingerie in a plain brown paper bag and left without saying a word to either of us. Soon Paul had slipped into them and was prancing around the cell like a pink clad panty princess..

He or should I say she was so happy and gay! Somehow in viewing her, I noticed for the first time, how Paul or Pauline indeed had a sort of girlish body . Not long after a prison screw (term for prison guard) showed up. He was slender with light brown skin and wore glasses. He told Pauline how cute and sexy she looked and I was amazed when he took up Paulines offer to give him a BJ.

Soon I watching my fem cellmate sucking his third cock since my arrival. I now discovered that sex behind bars also included the state prison staff as well.. With his eyes closed and Pauline too busy to notice me, I watched from maybe four feet away as that light brown pink headed long but very thin cock, repeatidly went in and out of Paulines craving and skilled mouth. Maybe it was me accepting my future ill sexual gay fate in full, or a life long part of my sexuality finally being awakened for the very first time, but non the less as I layed there intently watching, my cock had grown rock hard and my trusty right hand was now squeezing it in embrace!

Shorty after that guard was fully serviced to completion and had left, I told Pauline I had wicked hard- on knowing full well, I was asking in a hintful way, for her to blow me!!! While in my limited past, I thought Charlenes blow jobs were the greatest thing on earth, Paulines mouth seemed a 100 times better. She was expert when it came to oral sex play.

I instantly found her mouth the most pleasureable thing ever in my life! It was pure magic as she slowly teased and pleased not only my stiff sensitive cock, but my balls as well in submissive fashion! It was absolutely incredable when I shot off inside her tight male whore mouth. No mess to worry about or catch, no work needed to bring myself off. All I had to do was lay back and enjoy her literally sucking the come right out of me!

After she finished, we talked a great deal about my situation. I honestly told her while I wasnt looking forward to being queer and submissive to another male, for my safetly sake, I would submit to Bruno's wishes!

Pauline told me then that she was sure that once I got a taste of hot cock, I would fall in love with it just like she did some four years earlier when her sentence had started. I was surprised when she told me she was completly straight and married with two k**s before hitting the joint.

So that night just before lights out. I layed back on her lower bunk completly naked while watching her make slow love to my excited cock! As I did, I found myself studying her techniques. How she held it, how she licked and kissed, how much she truly loved it! After a while she stopped and looked over at me! Somehow I must have been wearing a new look of fascination and interest that she recognized. Suddenly while my eyes were riveted to her face, she began to teach me with both spoken words and mouth and tongue actions, how to service and please another man.

Many times I found myself on the verge of shooting off! Each time as my cockhead got rock hard, she would stop and give it a rest. Over and over she brought me to brink of ejaculation before denying me. Some twenty minutes or so into that great teasing blow job, Pauline got up from her kneeling postiion and suddenly pulled her new pink shear panties down to her knees. Immediatly my eyes were feasting directly on her short but very thick penis.

Its purplish shiney swollen head was now pointing directly at me. Covering most of her vertical piss slit was a giant pearl like bead of precum clinging to it! Had she been straight, I probably would have looked away. But Pauline was a 100% queer homosexual which made it ok for me to look at! Her voice was soft and low as she asked me if I was her true new friend? When I assured her I was, she told me that it had been months since anyone had last pleased her.

She continued by telling me how she always gave to others unselfishly but never received anything in return. I found myself knowing what she was leading too. She wanted me to suck her cock! I was surprised when instead, she pleaded with me to give her a hand job! She told me that I might even be greatly surprised discovering how erotic and thrilling it was to touch someone elses dick!

Somehow she had worded everything so perfectly that I found only one lingering fear remaining. That being that other imates would find out and know I had played with a cock! Pauline then swore to me on both of her c***drens lives, she would never ever tell a single soul. She added she would stand by the front bars and play lookout so no one could possibly see or catch us.

Without even waiting for my acknowledgement, she went over and stood sideways leaning her head slightly out against the bars waiting for me to join her! Getting off of her bunk, I stood while looking at her twitching thick cock! Somehow it was like turning the clock back when I first discovered masturbation some 7 years earlier. Her stiff cock seemed so powerful. I was getting this erotic feeling mixed with naughtiness in my mind.

Finding no reason not to, I exciteidly whispered to Pauline to keep a sharp eye out as I meekly walked over to the side of her. Sucking in a deep breath for courage, I slowly reached out and wrapped my fingers around her thick stubby cockshaft! Almost instantly, both my mind and my trembling left hand received together a strange new naughty and very powerful thrill!

Her cock was very hard and seemed warm as well. I felt it twitch under my grip! Somehow the very same feelings of arousal and excitment when touching my own cock now consumed my mind. So i squeezed it many times finding yet more excitment building within me. Then just like I had done to mine countless times, I began to jack it back and forth. Under my pumping hand, it hardened yet more. Now I was reacting to it in a mild state of fascination as well as looking down right at it.

Yes my hand was holding and jerking off a cock that wasnt mine, yet was exciting me as if it were! Not used to using my left hand on myself, I removed it and substituted my right on in its place. I found it much easier to hold and pump that way. Somehow the thought to play with myself as well sprang into my mind. So I soon was holding and pumping two different dicks at once!

Between Paulines long teasing blow job, and my current state of deep arousal, my cock suddenly reached the point of no return. I pumped both our pricks equally hard and fast as my cock began to blast off. The first few spurts hit Pauline on her upper right thigh. Then she bent forward and wrapped her wonderful lips around it, catching every single goblet deep within her magical mouth.

That climax was both the strongest and longest lasting of my entire life. I thought I would come forever until it finally subsided. Pauline kept her mouth on it gently sucking as I continued to pump her pudto bring her off! Maybe a minute passed before I felt her cockshaft suddenly throbbing in spasm under my tight pumping grip.

Looking down, my right hand was like a blurr on her shaft, Just above it, her shiny cockhead was ejaculating big shooting sperm goblets every few seconds. My hand could actually feel her full climax taking place under it as i pumped her dry!

Once done, no words were spoken between us. While I got up on my bunk and layed back, Pauline used several sheets of toilet paper to wipe up her spread out load that covered a few feet of our gray cell floor. As I layed back on my upper bunk again alone, many new thoughts consumed my active mind. The last one I remembered before finally dozing off, was thinking about being forced to suck Bruno's cock!

Would I enjoy it as much as I just did giving out my first hand job? Yes I guess in looking back, I had taken a giant step in exploring these new found feelings and discoveries toward prison homosexuality! I was so glad the next day when Pauline acted as if nothing had happened or changed things in our new friendship.

Somehow I then trusted her completely! It was after serving lunch and returning to our cells, when these new feelings in my mind again surfaced. I was on my bunk with my hand inside of my pants gently caressing my cock! I knew all I had to do was ask Pauline if she wanted to blow me. Yet another different thought was turning me on even more. I found myself wanting to see her erection again. Also I guess, wanting to touch it and play with it some more!

Getting off of my bunk and peeking both ways down the then empty tier, I moved to the side of her lower bunk and smiled down on her. She instantly smiled back before casting her eyes to the pop tent bludge in my orange prison pants. " I know what you want!" she giggled. She seem startled when I boldly informed her that first I wanted to play a little bit with her cock again! Pauline told me the screw working tier duty that day was Baker who himself was very queer. At worse if he showed up, he would want to watch and maybe even get a BJ from Pauline.

So Pauline slid down her pants to her ankles and layed back. Now she became Paul to me as his cock was soft and seemed so innocent and harmless as I sat sidesaddle on his bunk and stared at it. My eyes took in all of its many different parts.. His cockhead and the thick shaft beneath it. His balls and pouch were thick and large as I noticed the seam right down the middle of them. It began to slightly stir and grow before my very eyes before I reached out to sample it and expedite its growth.

Again the very same exciting thrill just like the night before consumed my mind as I began to caress it in exploritory finger tip manner. Soon under my touch and probing, it grew into a full erection. Now in its hardened state, it looked much more sexier and masculine to me. Somehow craving to be yet more queer with my cellmate, I brought my second hand into play also.

I swear it was like I was being drawn to it like a magnet. It held a strange new power over me that had me totally powerless to resist its new temptations! I had always loved my own cock right from puberty yet found that Pauls cock excited me in a far greater new way.

So our session lasted a long time with neither of us in any particular hurry. It was a good half hour or so after we started fooling around, that I pumped it into a big jizz load climax. It was me this time that got out sheets of tiolet paper to wipe Pauls cum mess up.. His sperm was all over his lower belly as well as covering a great deal of his public hair and cockshaft. Once completed, I sat on our seatless porceln tiolet and let him suck me off!

That evening shortly after returning from our dinner duty, it was one of our twice a week shower and new laundry nites. Our tier contained 80 inmates so the first forty cells went first before we were allowed to. Once reaching the shower faciltiy, everyone had to strip naked and chuck all of their clothes into a big dirty laundy chute.

Somehow as I stood there naked, I couldnt help but look around. I was practically surounded by 39 other naked prisioners. Many of them were checking out my small slender naked body with eyes that betrayed pure selfish lust! With only two dozen shower heads, many were soon shared by two at a time. In short order, a large cloud of misty steam began to take over that shower room.

Hairy asscracks were everywhere as well as many exposed cocks of all different sizes and shapes. I couldnt help but notice, more than half of them were now in full erection as I stood near the entrance waiting my turn. It was then in looking down the far end, I saw an inmate named Clark, right down on his knees blowing Pedro the Hispanic guy.

Then just to the left of them, I watched Paul place both his hands shoulder high against the shower room wall while spreding out his legs. Soon JC a redheaded southern boy got behind him while heavily lathering up his now erect cock with a bar of white soap. Others besides myself were also watching the sudden homo action taking place.

Soon JC had his cock deeply embedded in Paul's ass and was fucking away in urgent need. It was then that I heard a voice telling him to hurry the fuck up and quit hogging the faggot's bitch ass!

This is right when a guy named Foster came over and tried to get me to kneel down and give him head. I was later to learn that during showers, the screws conveintly became low profile as to allow the prisioners some private sex draining time!

I guess it was their way of letting us vent and release some pent up feelings. I was glad when Rudy told Foster that I was Bruno's private stock and was not to be touched by anyone. It was just as the second guy screwing Paul's ass was finishing up, that a shower right across from them became completely vacant. So over I went and while washing, watched a third guy fucking Paul while Clark was now very busy sucking in fast turn, a few other inmates dicks.

Finding my cock starting to get hard, I changed my water from warm to cold to make it get completly soft again.That first shower night , I didn't want anyone to see that I had sexual feelings.

A while later with a fresh new uniform with extra sox also, we arrived back in our cell. Paul laughed while telling me it was now tier jack off hour. He explained that most of the immates were completely turned on by the shower room nudity and sex. That many had to display their maucho images at all times but deep down harbored gay thoughts and feelings they couldnt openly act on.

Then I asked him all about his being fucked by three guys? Paul smiled telling me that getting fucked was wonderful. That our bowels had a series of nerve endings just as sensitive as our cocks were. He told me that in being submissive, one craved a mental state as well as a physical one.

That the more submissive and used a fag was. the deeper the arousal and enjoyment for him. I confessed then that I was also horney from our showers. Paul smiled and asked me how he could please me? When I opened my mouth I didnt plan on saying what came out. I just seemed to flow without any thought from me. " I'd like to see whats its like sucking on a cock!" Then I added that shortly Bruno would be forcing me to do it to him anyway.

Paul smiled but didnt say anything as he got off his bunk and lowered his new pressed pants. Like earlier that day, my hand went to his dick in exploritory manner. Soon I had it hard and thobbing. Not choosing to get on my knees, I bent at the hips bringing my curious mouth to his swollen taunt cockhead. Once arriving there, I could only give it a soft exploritory kiss. Instantly I received a dry soapy taste. It felt strange to me. New and so different than anything else I had ever done in my entire life. Not sure yet of the physical part, but getting a wicked new mental stimulating high, I kissed it a second time deciding I liked doing it.

So many other kisses followed in short order. With each one, I got more daring and bold. It was like I was discovering sex for the very first time in a whole new manner. Just like those incredable new discoveries during my first few times of maturbation years ago, kissing Pauls cock in queer manor had me greatly excited.

Next I swiped my tongue right across his cockhead, It seemed dry but hard giving me a slightly salty taste. Inside of my mind, I found myself fighting an inner battle. One was the mental part that said It was so wrong and in no way should be doing this! While the other was trying to take me into a brand new sexual idenity.

Somehow at that time, I reasoned that I had jacked it off, had kissed and licked it. What possible harm would come by taking it in my mouth and seeing what it was like?

Paul seemed to love sucking so I knew there might be something to it. Less than a half hour earlier, Clark had displayed the same love and want in the shower stall sucking off five inmates right in a row. So wanting answers, I parted my lips and tightly slid them well down over Pauls throbbing cockhead. Instantly I discovered how perfect it seemed to fit inside of my mouth. Just like it belonged there.

Between the last few days with Paul and the recent shower room viewing, I had somehow then fully accepted homosexuality. Now as I felt and tasted Pauls stiff prick in my mouth, I knew I was beginning a whole new exciting kind of sex life. So I sucked tenitivly those first few minutes. Like every new first time cocksucker, the feelings and dirty urges had reason behind them.

No one back home would ever know and I was free here to explore and act upon them. As I sucked and explored with my lips and mouth, my tongue also began became active. Pauls cock was giving me such intense pleasure and excitement. I found myself spellbound and unable to stop myself, I was liking it and it seemed to be constantly craving yet more. I was fully aware in my mind then, that I was blowing a queer. Instead of turning me off, this thought only increased my now uncontrolable brand new passions.


Now both of Pauls hands found the back of my head and held it steadfast. I was trapped now and almost instantly relaxed as he pushed a few more thick inches far deeper into my mouth. Oh it fit so perfectly! At that moment I fully realized that I was actually Queer! Not only did I fully accept that fact, but found myself wanting to be as queer as I could possibly be.

So I began to suck it harder as I tightened my lips around his shaft. I began to bob my head and remembering how Bruno make me watch Paul sucking him, I tried to copy Pauls actions and techniques. With each new second and inch, I got myself hotter and hotter.

Now I realized that there was two parts to a good blow job. The sucking was one, the part when it came was the second. So with dirty thoughts that it would shoot off lots of come into my mouth, I was now on a mission!

Being perhaps five 1/2 inches at most, I was taking it deep with my lips stretching on the bottom of Pauls much thicker base. Its size and length were perfect as I was now takeing it all in blissful glee. Now Paul was helping me by withdrawing his cockhead to just inside of my clinging lips before shoving it as far as he could back toward my throat.

Now loud slopply sucking sounds were filling our 8 x 12 cell. Paul was the man now while I had become the woman! I wish I could say when Paul came it was great for me. While I wanted it and sucked for it, I was totally unprepared when his big ejaculation arrived.

Suddenly his cockshaft throbbed in a powerful spasm. Next I felt the first large thick blast spray my touncils. Even before the second one followed, my taste buds were stung by musky pungent rancid flavor. It instantly tasted terrible and sickening to me as Paul held my head tightly in place while blasting his cock off.

Closing off my throat so as not to swollow any of his sickening sperm, I fought my desire to pull away as I didnt want to cheat him in his moment of need. So holding my breath and impossibly trying not to gag, I let Paul fill my mouth almost right up with his aweful seman.

I was greatly in need of air and had just started to push his cock away when instead Paul pulled his dick out of my mouth. Immediately I ran to our cold water sink and began spitting that thick jizz out over and over. Some stuck to my lips and rolled down my chin. Then I felt like I had to throw up and knelt down in front of the cell toilet.

Shortly afterwards, Paul came over and gave me my tin cup filled with water. So I rinsed my mouth out many times before those urges to get sick finally left me. Later Paul explained to me about taking a mouth load. I was told most guys loved taking cum, while a few just couldn't take that part at all.

He told me like scotch, one had to acquire a taste for it. It was his favoite part. Then we talked with me confessing to him that I had indeed loved the sucking part of cocksucking. Paul seemed know and understand exactly how I felt and thought. Then he told me that he hoped for my benefit, I would learn how to swollow and to completly please. Bruno shot gigantic loads and would force me to drink him completly down!!

He also told me that at first, he to got sick and repulsive swollowing jizz and that he mastered it by eating small bits of his own jacked loads to get used to it. He advised me that the next cock I sucked, to just quickly gulp and swollow it down instead of getting mouth filled with it.

Now I was worried and more afraid of Bruno than ever before. Thank god he had a tooth absess and was in the infermory for three days. The next day the second we got back from breakfast duties, I again blew Paul. This time I held my tin cup for him to shoot into when he came.

Again the sucking was incredable for me and I dearly loved every exciting second of it. When Paul's climax arrived, I let him shoot one single big first blast into my mouth before catching the rest in my hand held cup. Somehow maybe it was the small volume I took or just knowing what kind of a taste to expect, but I didn't gag even once nor get a bit sick. In fact I let it remain in my mouth for many minutes without difficulty before swollowing it right down my throat.

That night, I let it squirt three times with the same positive non sickening results. On the one week anniversery of my confignment there, Bruno entered our cell during after supper hour recreation time. Paul was terrified of Bruno finding out that he was having gay sex with me. So I had to act like a straight innocent virgin about to be corrupted.

Bruno made Paul leave our cell and then wasted little time exposing his gigantic prick to me. Thank god I was so afraid of him I was actually shaking all over. He had me touch and explore his cock and seemed to surprisingly show a soft side of himself. I was afraid of betraying my new gay feelings but as it turned out, everything went perfect. Bruno wanted to corrupt me with his powerful nearly 10 inch long prick.

Somehow he was treating me like I was 13 and not twenty. As he exposed himself to me,he kept telling me how big it was and asked me how it made me feel inside just looking at it? I told him it really scared me a hell of a lot! That I didn't want him to turn me into a fag!

This only seemed to make Bruno even more determined and turned on. Finally while laying flat on Pauls bunk, he had me jack him off. As I did, I did my best to be crude and unskilled. As I pumped that giant pecker with both hands at times, I kept telling Bruno I didn't want to be queer. When Bruno came, Paul had been absolutely right. Bruno shot off a load at least three times larger than any of mine had ever been. It shot everywhere and made such a mess.

Instead of letting me use cell toilet paper, Bruno had me take off both of my socks and use them to clean it all up. After I was done, he made me put them back on before leaving. As he walked out though our open cell door, he told me that tomorrow nite, he would be back giving me my very first lessons in bitch cocksucking!

Now alone, I Somehow found myself as hot as a firecracker! I guess my innocent roleplay along with Bruno's majastic cock, really had me worked up. Since that first second he had taken it out of him pants, I had wanted him to shove it right into my mouth. But instead I had to act like his complete straight terrified new bitch.

I was hoping Paul would come back then as I wanted to share every erotic detail with him. While waiting, I took off both wet soiled jizz coated socks! Somehow I soon found myself smelling one of them. It was a seafood smell that reminded me of raw oysters in a way. Taking out my cock, I rubbed one on my cock for a long while. Then I began doing the same thing with the second one when Paul showed up.

It seemed with the right night screw on duty in the rec. room, Paul along with four other inmates,were allowed some private sneak off time using the shower room to frolic in. I listened to Paul give me all of the hot homo details before telling him all about Bruno and me! Somehow when I got the coming and sox part, Paul suddenly got real hot and bothered bringing out his cock. Looking at it , it seemed maybe 1/2 the size of Bruno's to me. Soon I was fondeling it in teasing manner before asking him if he would let me suck it completely off?

After maybe ten minutes of delightful sucking on my part, it exploded its entire load right into my fully excited now gay mouth. Maybe it was because I truly wanted it, or maybe because I was too hot to even think about it when it happened, but anyway I found myself welcoming it and easily swollowing every bit of it right down my gullet. Even its aftertaste in my mouth was pleasing and erotic to me as Paul then expertly sucked me off!

Thank God I had no deepthroating experience when the following night arrived. Using some tips Paul had given me, I let my teeth get in the way and didnt breathe through my nose when Bruno introduced his big prick into my mouth. For effect, I even pretended to gag on the very first few thick inches.

In my mind I was every bit a complete virgin and easily fooled Bruno. Wanting to take me step by step into cocksucking, Bruno settled for feeding only five inches into my seemidly unskilled mouth. He didn't even come in my mouth during that first lesson he gave to me.

Instead he made me get my soiled socks from my small corner laundry pile and jack him off into them. At this point in time, my mind seemed to be consumed with thoughts and cravings for cock. Paul and I were blowing each other at least twice day with me always taking his loads first. By the time my second shower night had arrived, I found myself excited, hard and jacking my lather soaked dick while watching Paul, Clark and a new inmate named Steven, mouth servicing some 10 or so other cons.

Afterwards in our cell, I got my first rim job from Paul before he switched his mouth to my cock. While he blew me, Paul wet his middle finger and introduced his first two knuckles into my bowels. Somehow it felt so fuckin good up there, that I shot off in near record time.

It was while setting up the trays for lunch time the next day, when I first heard the news about Bruno and five otherprison inmates. They had all been declared to be disruptive gang leaders and had been transferred to other different out of state prision facilities as part of an federal exchange program. This had happened around 4 am. and some 7 hours earlier.

Once this news had gotton out, almost instantly I was finding myself approached by many different kitchen immates that were attempting to lay claim to me. For three days, Paul and I closed and locked our cell door for my needed protection. Dispite this, a handful of them would still come over to the bars looking to get head or a handjob from me. I think I forgot to mention that I have somewhat of a baby face that makes me look more like a very young high school student.

On the third day following Bruno's transfer, Paul somehow managed to sneak a large contraband wooden stirring spoon from the kitchen. it was maybe a foot long with a thick tapered handle. The next day, he also smuggled a fair sized napkin of cooking lard to complete his plan. It was that very nite after lights out, that he rimmed me again before inserting some four or five greased inches into my bowels. While it hurt a bit at first and felt as strange as hell, in time I found myself truly loving the new sensitive sensations it was giving me up inside of my ass.

Yes Paul was right again, getting fucked was second only to cocksucking for true faggots. I wanted Paul to fuck me after that in the worse way. But being submissive and a true bottom, he steadfastly refused. Soon we got wind of upcoming cell to cell shakedown so Paul sold that makeshift dildo and the slippery lard to Clark for three cartons of Marlboro 100"s.

I might add just in the nick of time. While the now daily sex with Paul was enjoyable to me, I found myself craving a bit more. I wanted to get fucked and also found that I was now finding attractions for some of the more masculine hunks in the joint. Now as some came on to me daily in the chow line, I would flirt and tease and soon discovered the power of being maybe one of a few dozen bitches amongst the 700 inmate population. Fully making my mind up to become a prison whore, I discussed my feelings and wants with Paul.

With officer Goodman on shower patrol that evening of my third group shower since arriving, I decided the time was ripe for me to come out of the closet and to act on my urges toward cock and not surpress them any longer.

Paul helped me in part that night by giving me a pair of black fisnet thigh high nylon stockings that must have had at least a dozen long runs in them. So as we reached the strip area in front of the laundry bins, I shed my prison regulars but remained in both of those sexy black flower top fem stockings. Instantly I was the topic of interest for the other 30 plus inmates around me.

Officer Goodman informed us all that it was the full time duty captains night off and instead of the usual 20 minutes of shower time, we were getting an extra 15 minutes. He also added while lewedly smiling, that he didn't want to see a single drop of cum hitting the shower room floor!

Looking around, I saw that many cocks were already in full erection as Pauline and I where the last inmates to enter the steamy room! Having chosen Smiddy a well built Irishman that had been nicely buggering Pauline for months now, I sort of pranced in a exagerated feminine manner over to his far corner shower. I was quickly and closely followed by a good half dozen erect inmates as I arrived there.

Smiddy was facing me now holding his long thin already erect cock in his hand wearing a big cheshire cat type smile. Looking him straight in the the eye, I asked him if he would like to be the first inmate to throw a wild fuck into my virgin ass? My mind was racing then a million miles an hour in a state of very turned on lust I had never know before. Smiddy's answer was to grab a bar of soap from his nearby wall holder and carefully drop it on the wet floor just in front of him.

Never breaking eye contact, he ordered me to bend down and very very slowlypick it up. He also added that I should keep my feet well spread apart! Tightly closing the gap between us, I delibertly turned my back to him before slowly bending over. Before we had left our cell, Pauline had carefully lubed my anus with some of the her new cooking lard she stole during our supper duties. For foreplay, she had also given me a very erotic two finger assfucking so I was as slippery as a greased pig back there.

I guess the sight of my exposed lubed shiny new fuck hole was too much for Smiddy to stand! Almost instantly he moved forward placing his hard cockhead against my tight anus. True to his dominant male nature, Smiddy took me fast and hard. Pauline had always been so gentle and carefull in her anal play with me, that I never dreamed that a stiff cock could or would hurt so much!

I was totally unprepared for the horrible pain that felt like a red hot branding iron going deep inside of me. My instant reaction was to scream and instantly move myself away successfully manageing to escape Smiddy's punishing cock. It was then, several inmates moved in on me and I was grabbed by many sets of strong hands and forced to bend over again while now being securly held in place! Smiddy seemed ripshit and wasted little time lineing my anus up for a second assault attempt. Again he greedily shoved it deep into me with the very same painful results. This time I was completely helpless to break free and escape.

I began to openly weep then, while he began pounding every inch of his rock hard cock deep into my punished flaming bowels. In looking back, Im sure without that lube, I would have been split in half or had hemorrhaged. Thank god my before hand lubing Pauline had skillfully given me was coating his cock with every new thrust as the friction on my linings became slippery.

Also my spinchter muscle which had caused me the most pain at first, began to finally fully relax and expand in resignation. It was then that JC came over and presented his cock to my downturned face. He too was in a state of selfish lust and roughly pulled my blonde ponytail upward while ordering me to open wide! I got just a brief glimce of his cock then before he shoved it deep into my mouth.

Now from both ends at once, I was taking hard humping cock while being held by three or four others. From the steam now sourrounding us all, I felt both of my nylons slidingl down my legs past my knees. Some inmate unknown to me, was now beside me tugging them both back up so that again they both clung tighly just below my balls.

Now I found myself wishing I had never given in to those gay temptations Paul had put before me since my arrival in his cell. I wished I had never stolen cars for resale and was praying this brutal **** I was now a victim of would somehow mercifully end!

Right then I quite suddenlyfound that my ass was beginning to feel quite strange and very different??. Something was happening back there that I couldn't see. It seemed to suddenly be expanding and contracting on its very own around Smiddy's rapidly deep pounding prick!

Then amazingly couldn't feel any of Smiddy's still fucking cock anymore?. Maybe 5 seconds later, I went into a muscular anal climax. It was much more intense and far stronger than my cock ejaculations had ever been. Far more powerful as well at it took over my body. With JC"s cock practically throat fucking me, I was powerless to speak or even protest! At first it greatly scared me. Then as I took in some well needed air, I just let myself relax and ride it out.

It seemed to be coming from under my stomach right down to my inner asshole. I closed my eyes now and let these body sensations take over. I could still feel JC's prick fucking my mouth and tightened my lips around it as I tried to suck. He was doing all the work and then I felt it beginning to ejaculate right down my throat.

I didnt even have to gulp or swollow as I felt his wildly pulsating cockhead embedded just past my touncils while its thick lower shaft swelled against my tight clinging wrapped lips! Right then I was also feeling my anal entire cavity compressing and contracting like a trash compactor.

Unknown or unrealized to me, Smiddly had just blasted off and was quickly pulled away from my public quivering fuck pussy! Almost instantly, a newer much thicker and longer black cock took its place. Now Leroy's deep voice was at my left ear telling me his ten inch fuck pole was going to make me the happiest faggot in the joint!

As he began to ram it home to the hilt, I couldn't keep myself from beginning to fuck it back! Seeing I was now wanting it, all those inmates that had held my arms suddenly let go. Instantly I reached up to hold JC's balls in one hand while reaching down for my cock with the other one. I was then that queer Clark knelt down there and moved my hand away. Instantly his warm mouth took my stiff cock over. Now I was not only fucking back that huge black dick in my climaxing ass, but also getting a selfish exciting wonderful ball load from JC as well!.

Once spent, JC then withdrew his dick and quickly moved back out of the way. Instantly Pedro the Hispanic guy laid next claim to my mouth. His cock while average in size, was uncut and I complied to his wishes of some foreskin worship. Now I was on fire with primitive cravings that had both my body and my mind well out of control. As I sucked and tugged on Pedros loose sloppy foreskin, his hand pulled it down over his cockhead as the taste of his three day old head cheese stung my taste buds.

Somehow Pedro's musky male smell and taste, made me aware of loving his manliness. All around me were naked sex starved men with stiff cocks wanting in on some of the action. Out of the corner of my eye, I spotted some hairy asses in a small circle. When one of them moved aside a bit, I saw Pauline on her knees sucking one of the many cocks near her face. She was also tightly holding two more she would soon be loveably taking in her needy whore slut mouth.

I guess my spasmic contracting bowels were pure bliss to Leroy. I next heard him moan and knew without even feeling his spurting load, that he to was exciteably getting off. Now as each new con got their loads off from my mouth or cummunity asshole,others quickly moved in to take their places.

I now could feel a great new feeling that seemed to coming from within my balls. I could no longer feel Clarks mouth sucking my dick. Looking down it was like my dick had been shot with novacane. The next desireable stiff cock offered to my dick hungry lips, must have just shot off. The sight of a good five inch long and very wide stream of thick rubbery looking sperm extended from its piss slit running down past it's mid shaft .

Craving even more erotic behavior, I snaked my tongue and tried my best to entirely lap it all up. However it was too slippery to lick up that way, so I had to finally slide my excited mouth far down over that cock to get my lips well past where that hot jizz stream ended. Now yet another horny convict began pounding my cum leaking fuck pussy without mercy. looking down I could see Clarks mouth madly sucking away on me but I couldn't feel a thing?

Now I had my lips tight around a hard very thin cockshaft as I began to move them back up toward the head. Like a squeegee, that huge deposit of bonded sperm was being pushed upward. As it reached near his glans , it suddenly broke free falling downward to cover most of my tongue! It's strong pungent taste instantly treated my tastebuds to blissful exciting cocksuckers cocktail.

Oh how I relished its strong texture and taste. So much in fact, that I groaned in pleasure which caused him to begin violently fucking my tight mouth in savage lust and need! From behind me the sounds of rapidly pounding balls hitting my bent over bitch ass filled my ears.

Whoever it was now was now holding me in place by strong hands as the tops of my fem nylons to keep my pussy ass in perfect position. Briefly removing my mouth to take a look around, I spotted officer Goodman in full uniform using the end of his short stubby nightstick on Paulines now bent over asshole.

Also caught up in that explosive erotic male orgy I had triggered and initiated some 25 minutes before, were three of the most straight acting and masculine convicts from the kitchen. Yes not only macho Foster, but Bateman and another lifer were all kneeling in more or less the same fully submissive positions while taking stiff cock willingly into their yeilding mouths. Looking beyond them, I also saw one neglected inmate pumping his prick wildly while discharging his spruting load over the upper chest of Collins who was in full liplocked worship of another impressive prick.

Now I felt a kind of heat on my balls that felt like someone was holding a cigarette lighter under them. Perhaps my anal climax had triggered or short circuted some nerve endings inside of my scrotum? Another inmate that was nicknamed rabbit, who was usually very shy, was now kneeling by my left leg and tugging down its stocking. I lifted my foot slightly and quickly to allow him to remove it from my foot. Soon he wrapped it around his cock and was jacking himself wildly.

I guess he just had to have sex but was too timid to interact with me. As he beat off his sliky clad dick, Foster always the opportunist, moved behind him and put his arms around tightly around rabbit. when rabbit tilted his head back against the side of Fosters neck, the kitchen had yet a fifth new faggot come out of the closet that very same evening.

When my ass became empty with no more takers, I needed to collect myself and gather in some air. So I removed my mouth from the cock I had been sucking and walked over in front of a vacant nearby showerhead. I turned to water to a cool refreshing level and then looked around. Paul still had his fair shair of erect cocks around his face and seemed to be in homo heaven. Officer Goodman now had one of the kitchen kiss asses now cleaning off the end of his naughty nightstick with soap and water.

To my left, Foster had now gotton rabbit down onto his knees and was rubbing his cockhead on the k**s willing puzzled but longing lips! Looking far over past the shower stall opening, I saw officer Goodman pulling his little pud with his right hand as he viewed this almost out of control cock lust orgy taking place directly in front of him.

It was right thenthat I felt something wet leaking out of my asshole. Fearing I might be bleeding, I dipped my right hand back there to collect some it it. It turned out to be oozing soupy sperm which I soon put to good use by licking it off my fingertips. Instantly its taste retrigged my homo cravings. So I walked over and knelt beside Paul offering my bitch mouth to the nearest stiff prick.

A short time later, officer Goodman who's little dick was now safely tucked back where it belonged, announced we had five more minutes of shower time left and to finish up. While Pauline and I sucked two stiff hard cocks. a good 8 to 10 inmates formed a tight circle around us and started to exciteably beat themselves off. Soon both Pauline and I abandoned the cocks we were sucking in favor of capturing with our wide open inviting mouths, the hand forced ejaculations that began going off one after another in rapid order.

Oh how I Ioved it more than anything when a cockhead was brought scant inches from my shameless new cum loving mouth. Yes the feel of jello like blasts of pungent man sperm being shot into my starving mouth. I also loved watching Pauline take four different loads the same identical way. Then standing as Office Goodman blew his whistle to assemble us to dry off and get dressed again, I stroked my cock in front of Paulines extended tongue for no more than 20 seconds at most, before covering it with perhaps a dozen good sized jets of my exploding jissum.

My only real regret that night was that I didn't wash off the leaking cum from my new whore asshole. Yes my brand new boxers were really wet and sticky even before I arived back at our cell. While serving breakfast the very next morning, our kitchen crew was met with smiles and countless propositions from the inmate chow line. Word travels fast behind guarded walls. I couldn't begin to count the number of prisioners that told me they wanted to fuck my brains out!

Each time I was told this, I would look down and croutch stare with a big smile wondering what kind of exciting cock meat lie hidden under all those orange prison uniform trousers?

Perhaps I should delibertely let myself be violated by my parole officer? With 29 months served and 31 more possibly remaining on my sentence, that sure would be a lot of COCKS TO SERVICE! Lets see, averageing 12 a day time like Pauline, (and I'm much cuter and sexer than her) that would be somewhere slightly over 10,000 hot selfish prison loads to take and enjoy! What do you think? Should I let myself VIOLATED ??

(compliments of CD DIXIE

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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

3 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

3 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

3 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

1 year ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

3 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

3 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

3 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
2 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

1 year ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
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Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

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