Becoming A Sissy free porn video

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Becoming a Construction Site Sissy for All


I was just a few months past 21 when I left Mom and our small country trailer to try out life on my own. By this point in time, not only Mom but just about everyone in the rural country knew how queer I loved to be and act. Yes I can’t begin to count the cocks I had orally serviced and pleasured since my early days. While I had loved it more than anything, I had paid a strict price for my dick addictions. Verbal assaults every waking day, sometimes even being beat up or constantly bullied!

While tons of boys loved getting off in my mouth, some felt deep guilt and chose to punish me after the fact. So with some $925 of saved money, I found a modest efficiency apartment way down in the city and got my very first job ever. It was with a very large and well known construction company that I started that Monday morning in late May of 2002. For two days, an older man named Marvin showed me my duties and responsibilities as a traffic flagman right at a very busy 19 acre construction site. Along with the constant flow of dump trucks entering and leaving the site every few minutes were supply trucks, vendor trucks as well as private vehicles driven to and from work by the labor force of some 80-plus hard-bodied men involved in many different trades.

While uneventful those first two days, the very morning Marvin left me on my own things began to happen. It started with the dump truck drivers that found my 118 pound slender 5' 6" inch figure more girlish than boyish. At first it was just wolf-like whistles that morning, but by the time lunch hour had come and gone harsh comments flowed from many that now were addressing me as ‘Blondie the cute bitch!’

Somehow - although unwelcome on my part - they did serve to give me a kind of a meek sexual thrill! So I only smiled and said nothing allowing them to continue as if I didn't hear any of them. By week’s end, they had greatly escalated to the point where many of the macho dump-drivers were openly asking me for the use of my mouth or tight cute bitch ass. That first weekend off, I somehow found myself alone at my new apartment jerking off over and over again to lewd sexual fantasies all more or less involving me being selfishly used and taken by many of them.

Before arriving at work that next Monday morning, I had put on a pair of super tight cut-off jeans along with white socks and low-cut sneakers. Yes I had deliberately chosen to dress sexy and revealing using the hot humid spell of weather as an excuse. Somehow that day, their constant non-stop sexual comments and remarks had me greatly aroused. I guess I had decided not to try to act straight and offended, but rather to flaunt my young girlish body instead. It was during the shut-down noon-hour lunch break that I was joined under the shade of a tall oak tree where I had eaten my lunches alone the previous week.

Their names were Carl and Milo and they were both framers working on the building closest to where I directed traffic. They seemed very friendly to me as they drank their forbidden Budweiser’s from plain brown-paper bags. It was after nearly 45 minutes, that Carl began to innocently rub the crotch of his loose fitting jeans. He merely smiled stating he had an itch as both men watched to see my reactions? Then a few minutes later after stating that he had to drain his monster, Carl stepped partly behind the thick trunk of that oak tree while I talked with Milo. After a few minutes passed, I happened to glance over and found myself looking at Carl’s long thick fully erect cock that was facing directly at me! He had both of his hands on each of his hips as he twitched it up and down for my benefit! Somehow my eyes took in its sight for perhaps longer than normal before returning to Milo.

This is when Milo told me that Carl was separated from his wife and very much needing to have someone help him get his nuts off! It was of course a moment of proposition on both their parts, one that seemed to happen so swiftly that I had been caught completely off guard. Sheepishly I just shrugged trying to change the subject. This is when the horn blared, announcing lunch hour was now over. It was around 4:15 when just about everyone had left the job site for the day. After putting my red flag and six nose cones in the supply shed, I turned around to leave and found myself face to face with Carl.

He wore a big warm smile and asked me if I wanted him to give me a ride home? Somehow my eyes traveled down between his legs to spot the large bulge in the center of his crotch. Right then I think both of us knew we wanted each other for different reasons; he wanting my cute young mouth while I wanted his nice sized cock that I had briefly viewed during lunch hour. Once in front of my apartment house, Carl made the excuse that he needed to take a wicked piss. Instantly I offered my bathroom while finding my heart beginning to pound in my chest in excitement. Less than two minutes later as I sat on my small couch, Carl's voice asked me where the fucking light switch was? Getting up I felt such excitement as I made my way toward my small bathroom.

As hoped for, Carl’s big stiff cock was sticking right out of his open fly as he faced me smiling. After hitting the switch and lighting up the bathroom somewhat, I stared directly at it feeling my face beginning to wear that expressive look only reserved for cocksuckers. It was then that Carl asked me if I liked what I was looking at. With my eyes fully locked onto it, I proclaimed "you have a nice cock!!!!! so big and so thick!!" Carl told me then, it was all mine and I could do anything I wanted as he wouldn't tell a soul at work.

While I had sucked over fifty different cocks back in the country, all had been guys near my age. Carl was the very first man I was ever around and somehow this along with sight of his big thick dick had me greatly excited. Moving in closer I asked Carl if he would let me touch it. As he began to unfasten his thick black leather belt and jeans snap, I found myself submissively sinking down to my knees! Forgotten now was the faithful promise I had made to myself to go straight when moving into the city. Just like always in my past, the sight of a stiff aroused cock had me helpless to resist.

Carl was somewhere in his early thirties. He was heavy-set, standing perhaps 6'1" or so and well over two hundred pounds. He was certainly all male as I slowly reached out with my right hand to sample his hardness. After his jeans and boxers found both his ankles, I brought my left hand into play by fondling and supporting both of his large hanging balls. Then I spent a good minute of so, gathering in the erotic sight of its beauty before bending forward to plant a feminine type kiss on its big fully swollen mushroom head. Carl grunted in pleasure as he stood looking down to watch me. Then practically sex-starved after being with any cock what so ever for over six long weeks, I just had to get my mouth into the mix. I took Carl slowly, gently and deep only leaving the last thick inch of his cock base escaping my extended tight clinging lips.

To me this was a kind slow teasing foreplay to show Carl that he had a practiced skillful cocksucker kneeling before him. Carl allowed me full liberties with his tasty big dick as he stood and watched me from above. For five minutes I slowly and teasingly made soft love to every exciting part. Yes I kissed, I licked and I sucked it at different times to give him as much erotic pleasure as I could. I was in no hurry to suck him off, instead I wanted it to last as long as possible as I unzipped my dusty cut offs and freed my own stiff six-inch thin cock. By now I had every inch of it wet and slick with my spittle. I even had taken a minute of so to lick and kiss his big hanging man balls as well. This is when Carl asked me if we could go bed together.

A minute later we both stripped complexly naked before I lay out on my back in the center of my twin-sized bed. I was surprised when Carl lay beside me and pulled my young body tightly into his. Now he brought his face close to mine while reaching down to wrap his left hand tightly around my throbbing cock! Once a guy named Jerry had given me a hand job but that was a long time ago. For the second time in my entire life, my cock was being touched by another’s hand. Oh it felt so incredibly good that I closed my eyes and moaned in deep pleasure. This is when I felt Carl’s lips find mine and lock on to them in tight embrace. It was then I fully realized that Carl had to also be queer!!!!!!!

For years I had always craved to make it sexually with someone that was gay like me. So I yielded to Carl’s lips enjoying the comfort as his strong arms wrapped tightly around me. Yes Carl was making feel so sexy and desirable as his tongue slipped between my lips and into my mouth. To me it was a like a tiny cock which I soon began to suck on. Now Carl shifted his position as he rolled over and right on top of me. I felt both the heat and stiffness of his big erect cock as it rested directly on top of mine. Then he began to lightly sway his powerful hips against me from above.

Somehow Carl was making me feel more like a woman then a gayboy. I found this new feeling so different and exciting as my true femme side was being awakened for the very first time in my entire life. It was far more than the great act of cocksucking I had come to love and need. We were actually connecting and I found myself at age 21, finally having my very first true sex partner - one much needed and so long overdue. So as we kissed and embraced, I found myself becoming his true willing bitch.

Reaching down between us, I held both of our cocks tightly together. This is when I felt Carl’s right hand, slide down past our joined cocks and extend its finger tips well past my tight balls. Almost instantly they found my virgin anus and began to teasingly massage its sensitive exterior! Yes Carl was now playing with my asshole as a completely different set of feelings were being triggered within me for the very first time. They were gentle and teasing as well as I found myself able to relax and enjoy a complete new set of physical pleasures down there.

This is when the silence was broken when Carl asked me "if I liked to get fucked?" Instantly I felt a combination of both slight fear and deep arousal as I told him I was a complete virgin in that way. So for the next ten minutes, we French-kissed together while he tried to introduce his middle finger into me back there. Having no luck, Carl finally asked me if I had some kind of lubricant so that he could make me feel real good. Returning to the bed holding a small squeeze bottle of Johnson’s Baby Oil, Carl told me to kneel on my bed with my cute little behind sticking out over the bottom edge. Somehow I then felt so naughty and turned on. So after complying with Carl’s order, I braced in that submissive position while feeling the coolness of the oil heavily coating my tight anus!

Again Carl’s soft middle finger began to circle and stimulate my asshole. It felt so different and yet so good as I knelt on all fours letting him lead me into brand new homosexual adventure. After a few minutes, I found myself wanting to make it twitch for Carl. This is when I felt his fingertip find its center and slowly push against it! As it entered me, I braced myself on top of my bed now totally unsure of what to expect or feel? There was no pain at all as I felt his first knuckle find my tight rim. He then moved it back and forth all so slowly. God it felt so good and different than my cock felt in being touched.

Soon he was fingerfucking me working more into me until his second knuckle had replaced his first at my aroused rim. Five minutes later, I was fighting the urge to fuck my excited bottom back against Carl’s middle finger that now was completely being worked back and forth into me. Now thoughts of Carl fucking me consumed my naughty little gay excited mind. Forgotten was sucking his cock as a new kind of attractive sexual lust consumed my brain. I felt so different and also effeminate right then. Also very close to Carl and wanting to be yet much closer. I was falling in love with him sexually from the affection he was now showing me. I was alive with such new wonderful feelings of being gay and wanted.

Reaching down between my legs, Carl’s left hand found my tiny little tightened nuts and stiff cock, it wrapped tightly around both of them while he fingerfucked me a bit deeper and faster. Now I couldn't help but fuck back against it as only lust and need for more had taken me over. Carl now had his little cute blonde blue-eyed frail 21-year-old construction-sissy primed and ready for her virginal deflowering! Yes for ten glorified minutes, he had awoken her sleeping back door pussy from its long innocent sleep. He had fully aroused his soon-to-be full-fledged bitch and her long overdue and buried feminine side.

As I knelt with my backside extended out in a 100% gay invitation, many thoughts consumed my awakened mind. Somehow I had recently left my past country life in hopes of overcoming my love for sucking off cocks. Now I knew and realized that this would be impossible. As Carl introduced yet a second finger against my yielding by tight anus, I knew he was also introducing me into yet a second aspect of gay behavior. I had left home still a boy but now found myself entering manhood with new woman’s feelings. Strangely it would be Carl’s stiff cock that would shortly be taking me there. I was so excited in realizing that my body had yet a second opening to enjoy prick with!

As the doubled thickness of Carl’s probing finger forced my asshole to yield and expand in clinging tightness, both fingertips rubbed against my sensitive nerve endings triggering such wonderful new exciting sensations just inside of my asshole. Those incredible feelings seemed to even reach and include the very center core of my tightened balls his left hand then held in a tight pleasing grip. Carl’s voice was soft as he asked me then how I liked it so far. I could only reply that ‘it all felt so new and wonderful and that I was willing to let him fuck me right up my ass if he wanted to!" Carl asked me then if I had any rubbers. Having none he said that if I would trust him, he wouldn't come inside of me but instead would pull out in plenty of time!

Now to get me slippery, relaxed and craving, Carl skillfully finger-fucked me real good until I was wildly fucking my ass back to get yet more pleasure! Soon I felt a void as he removed them both, then I heard the bottle of baby lotion being squeezed as he coated his cock in full deliberate preparation of my impending penetration! He told me to relax as I felt his cockhead rest against and surround my much smaller anus. Carl told me then, to try to relax and take a deep breath and hold it. As I did, I felt pressure followed by increasing pain as it fought my sphincter muscle in a stubborn tug of war.

Then an unexpected sharp pain took over my entire lower body. It felt hot like burning fire as his big swollen prick head finally gained entry. It also felt so hard and stiff unlike how cocks had always felt when inside of my mouth. My painfully throbbing asshole felt like it was being stretched five times wider than it had been designed for. Quickly pushing perhaps a few more inches of shaft up into me to secure his ground, Carl stopped pushing while I winced silently in deep anal pain! The minutes passed, thank god it greatly lessened until I only felt such tightness back there.

Then every so slightly at first, Carl began to move it back and forth inside of me. Almost instantly, I could feel the lotion making me feel both slippery and warm. Now with my right cheek hugging my bedspread and both hands tightly gripping its sheer summer fabric, I stiffened my body not knowing what to expect next? Thank god that initial pain was being replaced with tight friction that began to make my bowel linings feel kind of good! Soon - just like his middle finger had - Carl’s cock began to feel nice to me while sliding back and forth in only inch-long movements. As these gradually deepened over the next five minutes, I found myself not rejecting or fearing them any longer. Instead I was beginning to welcome Carl’s cock being worked deeper and deeper into my no longer virgin ass!

Yes just like sucking cocks, I was getting such exciting new thrills while also enjoying these brand new internal stimulations that felt so god damn good to me! Now I found myself loving Carl's big cock in my ass in the same way my mouth had loved it back in my bathroom. When his hands moved to take hold of both my hips, Carl held me in a vice like grip. Now instead of pushing himself right into me, he began to pull me back toward him thus forcing his big dick farther into me with each new swaying back and forth motion. Over and over he swayed my body back and forth as his cockhead slowly worked its way farther up into me!

One time, Carl fell out of me as I instinctively tensed expecting horrible pain. I was delighted and surprised to instead experience such wonderful sensations from my asshole. Yes it too also wanted and welcomed Carl’s prick as it let itself be spread just wide enough to allow Carl’s mushroom crowned prick head to slip past it and again make claim to my awakened bowels. Now as it slowly entered me a second time, I was loving it and not fearing it at all! Reaching down, I held and squeezed my cock and balls tightly just like Carl had done tome minutes before. I was so alive with new wonderful feelings. Not only were the physical sensations of his prick so new and exciting, but the mental realization as well. Yes I was getting fucked up my ass and loving it to death.

As he began to fuck me a bit harder and deeper, I welcomed every lovely stiff inch and within three or four passive minutes, couldn’t help but fuck my gay young ass back into it! I then wanted more of it as Carl began to increase his tempo and pushing pressure. Soon he announced that he had all of it inside of me and asked me how I liked it. I could only groan in deep pleasure as he began to really pick up his pace. As his cock began to piston deep and hard to the far reaches of my male pussy, I moaned and groaned while savoring the incredible feelings of being deeply and passionately fucked. However - all too soon - Carl suddenly pulled it out of me.

A scant few seconds later, I felt the warm splashes of his ejaculating sperm spraying both my ass crack and cheeks every few seconds. Now I began to rapidly pull my prick to get myself off. One of Carl's hands found and wrapped around my nut sack to help me out a bit. As I came, I moaned wishing Carl’s cock was still inside of my ass! I shot wild, flooding my bedspread with many goblets of my thick cum. Afterwards we washed off in my bathroom. Somehow using a face cloth to clean Carl’s cock off good, I smiled at him with my young blue eyes while thanking him over and over for showing me this second new wonderful second way to enjoy cock. Carl smiled as we both dressed and then shared my last bottle of soda.

Being a Friday, he had to cash his paycheck. With mine being withheld a week, Carl advanced me $50 at the bank and then bought me supper at a McDonalds. Before returning to my apartment we stopped off at a pharmacy where I bought a tube of lubricant, a 12 pack of lubed condoms and also a dual disposable enema kit. Once back at my house, I couldn’t wait to have sex with Carl again. After sucking his cock to complete hardness, I put a rubber on it. Then using the lube to properly lube myself good, I again got on all fours on my bed and let Carl have me completely. T

hat second time only mild discomfort instead of pain took place at his initial entry as I wanted it so badly. How wonderful it felt as he really threw a long deep fuck into me. Just like the first time I had sucked Joey Barton’s cock in the woods before, I loved this new kind of homo sex that had Carl’s cock fucking my now fully-craving new bitch ass. Carl made me promise not to tell a single soul at work about us. For the next few weeks, I would meet him down a side road after work almost every afternoon and he would come over to my apartment. Carl and I did many things with each other, he sucked me more than once but wouldn’t take my cum in his mouth. Instead he would let me shoot it on his hairy chest. The sex with Carl was wonderful those exciting weeks in late may and early June of 2002.

One Monday I sadly learned that Carl had gotten back with his wife and had moved back to Ohio and was gone from my life forever! Now lonely and lost, I found myself in heat both night and day. I had bought an anal sex toy dildo and a medium sized butt plug at an adult bookstore and often used them both on myself while fantasizing that it was Carl’s stiff cock in my ass. Now on the job over a month, I was accepted although just about everyone there knew I was really a queer. All day long the truckers would tease and shoot comments to me. I would smile back not feeling the least bit insecure. One Wednesday morning a powerful thunderstorm struck just after coffee break. Gathered inside one of the framed buildings protective cellars, I found myself with maybe a dozen sweaty framers.

Soon remarks were directed at me by a few of the crew leaders. I only sheepishly smiled acting un-offended and sort of shrugged it off. Laughter was then all around me and with the job site superintendent gone for a few hours, two of the framers suddenly got a bit bolder. Both took out their limp cocks and shook them right at me while asking me if I had my breakfast yet? Somehow this unexpected behavior caught me completely off guard. While not a bit angered, I somehow told both they lacked in the manhood department! This brought a chorus of laughs from the rest of the crew there.

However both Louie and Gus instantly seemed to get pissed off. Suddenly I found both of them approaching me wearing snarling glares. It was Louie that said “perhaps your pretty young mouth might just prove me wrong.” It was Gus that got behind me and suddenly I found my left arm being pinned and pulled way up against my back. Crying out from the pain, I looked to the others to help me. But no one moved as an eerie silence crept into that cellar. Now Louie stood before me telling Gus to get me on my knees! Louie was then rubbing his cock a bit while I was forced to get down on my knees by Gus. Once I was kneeling, Louie quickly moved his limp slender dick right in front of my mouth. From somewhere in the crowd, I heard a voice bet that I could get Louie rock hard in less than two minutes. Next a $20 bet was made by somebody else that I couldn't get it hard!

Now I found myself completely helpless as Louie began to rub his cockhead against both of my lips. Looking around, everyone that was present was intently watching us. I don't know why but I then found myself beginning to get sexually turned on. Oh I tried to act defiant and straight, but only for appearance sake. Being repeatedly lip rubbed, I was getting a small but salty taste of Louie's cock. Having done a few small group suck-offs, I felt my cock beginning to grow into erection inside of my cutoffs. Looking around again, I saw most that were watching wore looks of interest and fascination. No one was going to help me in any way as Louie ordered me to open my gay sissy mouth. Thinking to myself that they all knew without a doubt that I was a queer, why not just be my true self??

Then the lewd thoughts of sucking Louie's cock in front of them all somehow put me past the point of non compliance. So telling Louie I was only doing it to avoid getting a broken arm. I parted my lips slightly and closed my eyes. Instantly I felt his salty flaccid cockhead entering my mouth. Without any struggle on my part, I let it rest on top of my flattened tongue. Louie then ordered me to get busy. Not wanting to be easy and wanting to tease him, I only encircled the top of his shaft while remaining passive. Breathing through my nose, I began to feel it begin to slightly harden. Knowing no one could possibly see, inside of my mouth, I moved my tongue back and began to lightly lick around and near Louie’s piss slit.

Soon it began to grow and stiffen as I pretended to be doing nothing, now more and more of it began to slide back into my mouth. I could feel Louie’s cockshaft thicken and widen against my tightly clinging lips; as it grew so did my passions. Now Louie began to push his hips into my face. As he did, his cock began to fuck my mouth. Quite suddenly I found myself incredibly turned on. After maybe two more minutes of Louie’s selfish treatment, I couldn’t help but create suction within my mouth. Hollowing my cheeks, I began to use my lips to apply pressure to Louie’s sliding cockshaft. Then somehow all at once, I just went from acting passive and unconcerned, to becoming his dick loving cocksucker.

As I began to bob my head and willingly suck him, Louie pulled his prick from my sucking mouth and flashed into the crowd of silent construction workers. One guy had to pay off his lost $20 bet as Louie again brought it to my lips. This time it was me that willingly went for it. Soon I was sucking it wildly in cock lust as Gus let go of my arm. Now I wasn’t being forced but rather had become the aggressive one. As I sucked it in pure craving cocksucking lust, Gus proclaimed he had sloppy seconds. Then I heard others lay claim all the way up to number eight in line! Now knowing and realizing that I was going to be getting mouth fucked by most of them, I wanted to get Louie to shoot off in my mouth.

So I sucked for both enjoyments as well as for his lingering load! Glancing around, I saw more than a few hands rubbing bulges! This made me feel so important, wanted and needed right then. Louie was now watching his cockshaft slide in and out of my tightly clinging lips. With hollowed cheeks, I sucked while bobbing my head to meet his swaying tempo. Then Louie excitedly announced to all that I certainly knew how to suck a cock!!!!! This maybe 30 seconds before his cock suddenly began to explode inside of my mouth.

I stopped sucking it then, maybe ½ of it was inside of my lips as his powerful ejaculation blasted off. His cum was strong tasting and very thick as gob after big gob blasted and skipped across my flattened tongue. Soon Louie had the entire bottom of my mouth swimming in his hot slippery jizz load as I moaned in deep receptive faggot pleasure! Louie’s words were strong, loud and very anti-gay as he ordered me his willing faggot “to gulp, suck and swallow down his big man load!" No sooner had Louie removed his jizz-covered dick from my mouth than Gus moved in. His cock was long but very thin as I willingly took it deep inside of my mouth - a mouth that was now more than half-filled with Louie’s slippery rancid load.

I let Gus fuck my mouth while kneeling with tight clinging lips. It took Gus less than two minutes to give me yet a second cocksucker’s reward! Yes another good sized load of pungent strong streamy sperm. Next after Gus, I took three more stiff construction cocks in my mouth and passionately sucked them off. I was just taking the sixth stiff prick into my mouth when someone from behind me shouted that Mr. Perkins the site super had just pulled in. It was still pouring rain outside as things returned to normal. An hour later, I was back at the road flagging traffic as I saw a distant rainbow of light yellow, blue and pink. When noon hour arrived, I found myself invited up on the hill to one of the almost competed units. There from 12:05 till almost 1:00 I sucked seven more new stiff tasty cocks completely off.

After work that day, I took a dump driver guy named Ernie up on his earlier offer. Once back with him at my apartment, I quickly stripped naked and lubed myself real good. After sucking and teasing his nice 7 inch prick to full arousal, I got up on my bed and made my bitch ass available for his use. Ernie was a married guy who I found out later, had been trying to fuck his wife up her ass since he had first gotten married. He seemed so fucking excited and also I should mention selfish once he got it stuffed all the way into me.

Oh it felt so wonderful as he jack hammered it home in rapid deep powerful thrusts. Ernie groaned like a wounded bear as he got his nuts off good! I could feel his cockhead throbbing over and over again deep up inside of me. Once done, I removed his rubber and tied it into a knot just below its top ring. Then after kissing and properly cleaning it off with my tongue and lips, Ernie left me to go home to his wife and family.

Once alone, I brought out my toy cock and gave myself another good 1/2 an hour of anal pleasure before jacking myself off. This after cutting off the top of that rubber and letting Ernie’s now thinned watery sperm load drip down into my open faggot mouth. The next day at work, word had spread around the construction site like wildfire. Those that didn’t make sexual comments to me couldn’t help but give me sheepish smiles. At coffee break I again blew Louie and one of his fellow crew members. At lunch I also sucked off three more tasty stiff construction dicks. After work that day, Ernie again came home with me and repeated his spirited ass fucking of me.

From that point on, from Monday’s through Friday’s, I was getting at least six or more cocks a day to suck off on that erotic job site. To boot I was getting paid $14.50 an hour. Oh how I loved that job that lasted till early November of 2002. Now feeling like a true bitch, I began to wear panties under my cutoffs. Sometimes I would even put in the medium sized butt plug I had bought at the adult bookstore and wear it all day long. Oh such I slut I had become since leaving mom!

Sometime in the middle of September, one of the workers got a hold of a set of keys to one of the top now fully completed building units. With running water, a fridge, shower and bathroom, it became both a noon hour eating-place as well as my private sex palace. Now many of the workers had become hooked and addicted to my everyday homo group adventures. I had let my hair grow out a bit and put on slutty lipstick once inside and would shed my offcuts. In many different coloured panties I would kneel and begin to suck cocks until someone in the bunch would desire to fuck my tight sweet bubble now daily shaved ass.

Bent over an imported saw horse that was the perfect height for me, I would allow myself to be fucked while sucking for hot soupy loads of cum. It was the second to last day that project remained open that Mr. Perkins the site super walked into our secret unit to catch myself and three other crew members engaged in open lewd homosexual involved sex. All of us were fired on the spot and I was amazed when my final paycheck mailed to me the next week contained an additional two week pay bonus. Yes after taxes I had received almost an extra $1,000 severance bonus. Also included was a short note I presume had to be written by Mr. Perkins himself.

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

3 years ago
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A Submissive Sissy

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

2 years ago
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Saturday Morning Sissy

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

3 years ago
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Saturday Morning Sissy

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

2 years ago
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Revenge of The Sissy

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

3 years ago
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I Sissy

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

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

2 years ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

3 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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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...

3 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...

4 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...

4 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...

4 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...

2 years 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...

4 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,...

4 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...

2 years 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,...

4 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...

4 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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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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  • 39
  • 0

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...

2 years 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
3 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....

2 years 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...

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