Heavy Metal Sissy Whore free porn video

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Heavy Metal Sissy Whore by Tanya Sissipus "Finally!" Hot, sweaty, and more than just a little irritable, I jumped to my feet before anybody could take my place in line. The radio CLAIMED it was only 90 degrees out, but I'd have sworn it was closer to 120 -- and I mean in the shade! As if that weren't bad enough, we were on the sunny side of the arena, left to bake against the concrete wall for the past three hours. However, there WERE only 20 people ahead of us -- and that made it all worth it. Hmm, the crazy, stupid things we'll do to get an inch closer to the stage. "Got your ticket, Rick?" Feeling a rough jab in my side, I looked back over my shoulder to meet my brother's idiotic grin. "Hey," I told him, "I ain't half as stupid as you look." The two of us had never been friends, but had grown close enough to trade good-natured insults without taking offense. Hell, we'd spent most of our childhood beating the shit out of each other, so this was probably about the best we could expect. "Ah, screw off, ya loser." The guy ahead of me had just stepped through the turnstile, so I was forced to ignore Dave's witty comeback. As the usher handed back my half of the ticket, he sighed. "Step up and to your right for a moment, please." Shit, on the job for two minutes, and the guy was already sick of it. Any other time, I would have made some kind of sarcastic remark, but I had other things on my mind -- mainly, the cute little brunette ahead of me. Demonstrating with her walkie-talkie, she said "Raise your arms." "Sure." I smiled, hardly able to believe this petite thing was actually a security guard. In a decent pair of heels, she might stand as tall as 5 foot 6, but couldn't have weighed more than 90 pounds soaking wet. Her face was cute, if not beautiful, but her tits were huge and her legs long. Not exactly someone you'd want protecting you in a riot, but I assumed that's what her bearded giant of a partner was for. "Spread your legs." Damn, she didn't have to ask ME twice! Still smiling, I did exactly as she asked. That, I suspected was her real purpose -- to make people comfortable as she performed the easy friskings. Her partner was there to handle the rougher, scarier looking guys -- which I was amused to see included my brother. Catching a quick glimpse of the name scratched into her walkie-talkie, I smiled. "So, you come here often, Dawn?" I guess I shouldn't have been surprised when she ignore me. Suddenly, she froze, her soft hands on either side of my chest and a suspicious look on her face. "Ah, would you mind raising your shirt?" I started to comply, until I realized exactly what she'd discovered! "Hey," I asked, blushing, "is that, um, really necessary?" Suddenly, the delicate lace of my panties felt unbearably itchy, my bra obscenely tight, and my painted toenails way too slick. Over the past few months, wearing my sissy things had become second nature to me, so I'd slipped into my black underthings that morning without even thinking about it. "It's . . . um, not a weapon," I assured her nervously. "You can take my word on it." "I know," she smirked. Then, pulling me to lean closer, she whispered in my ear. "Just curious as to the colour." A few seconds later, I was rushing down the hall alongside my brother, listening to him complain about how lucky I was. Dave had been stuck with the hairy, 300-pound beast, whom I suspected hadn't been nearly as gentle -- or half as exciting. More than that, though, I was pretty sure he'd have been a lot less discreet too. So, for that reason alone, I agreed -- and gloated about it just long enough to be REALLY obnoxious. "Saints and sinners!" Screaming along with the rest of the crowd, I pumped my fist in the air as we all cried "Something wicked!" The next line, however, never made it past my lips, even though we'd joined in on the chorus a dozen times now. Instead, something else in the dark, smoky, noisy arena had captured my attention. "Hey! Over here!" The gal beside me was shrieking at the top of her lungs, but even I could barely hear her. Jumping up and down -- and brushing against me every time! -- the teenaged blonde was flashing her tits in a desperate effort to get the lead singer's attention. She wasn't exactly a babe, but even the most average pair of breasts can become a spectacle under those circumstances. Fortunately for her -- assuming she might have cared, that is - - everyone else was busy singing along with the band. I, on the other hand, had an absolutely PERFECT view. As soon as we had reached the floor, Dave and I split up to fight for our own place near the front of the crowd. Where he'd ended up, I had no idea, but I'd made it right to the stage. Once there, I'd refused to give up an inch of space, but hadn't been able to refuse my giddy little neighbour. I mean, she didn't take up much room, and she felt damn nice next to me. For a while, I'd actually forgotten she was there, but her naked tit smacking against my elbow was all the reminder I needed! "Aiiieeee!" She'd finally captured the lead singer's attention, earning a smile and a wink from a long-haired guy old enough to be her father. Hell, these guys had been favourites of mine during MY high-school days! But, a celebrity is a celebrity, and few seem to earn such blatant worship as rock stars. Whether it'd be enough to get her backstage remained to be seen, but I guess it put her in the running. Unfortunately, that put an end to the free show, but the one we'd paid to see was still going strong. So, turning my attention back to the stage, I picked up where I left off and began screaming along with everyone else. "Omigod! Omigod!" "Hey," I laughed, "Looks like you made it." Sure enough, one of the band members was pointing our way, clearly explaining something to my cute little security guard. I'd hate to see my exhibitionist neighbour go, but the concert was almost over anyway. Besides, once the thrill of her naked tits had worn off, I'd begun to notice the pain of her nails repeatedly digging into my arm. "Get 'em to autograph one of those babies for me!" I joked. As Dawn walked towards us, she said SOMETHING, but there was no way to hear her over the chants of "Encore! Encore!" Finally, as she leaned over the iron barricade between us and the stage, she asked "Would you come with me, please?" For a moment, I thought she was gonna faint, but the young gal soon recovered. "For sure!" she squealed. "Not you, babe." Shaking her head, Dawn pushed the excited blonde back with a little more force than I thought necessary. Then, to my surprise, she turned to ME and asked "Wanna come backstage?" Ignoring the teenager's desperate whining, she promised "Trust me . . . you DO." Did she think I was going to refuse? Smiling, I vaulted over the railing and followed her back through the maze of equipment and stage props. It didn't take long for the noise to die down, and when it did I offered my thanks. As big a thrill as it was to actually be backstage, though, I was curious. "What'd the guys want with me?" I asked. "Sure as hell can't be my singing." "Oh, THEY didn't want you -- at least, not yet." Letting that enigmatic statement hang between us, she added "I'M the one who decided to offer the invite." "Huh?" With a wink, she said "I had the guys keep an eye out for you. It was just a coincidence that the drummer found you first." As she pulled me through a thick, black curtain, she laughed. "Lucky for you, your neighbour wasn't exactly keeping a low profile." "But what's this all about?" "This!" Grinning, she pushed me back against the wall and literally ripped my shirt off. Then, before I could get over my shock at the strength of her little body, she yanked my shorts down and forced me to dance out of 'em. "The panties AND the bra. Oh, very nice." "Hey! What the fuck are you doing?" I put up a bit of a fight as she pulled off my shoes but, the truth is, I kinda enjoyed it. "If you're looking for a little fun," I smiled nervously, "all you had to do was ask." "Nice nails." Dawn tossed one shoe away. "Red. Very slutty." Next went my socks. "Mmm, yes, good choice." Suddenly, I was all but naked, with only my sissy things to preserve my modesty. "Yes . . . you'll do better than I hoped." "Ah, mind telling me what's going on?" She chuckled softly, maliciously almost. "Exactly what you WANT," she replied. With that, she stripped out of her uniform, revealing black lingerie of her own underneath. "Exactly what you NEED," she smiled. Then, tossing me her yellow jacket, she said "Right pocket -- take 'em out and put 'em on." I started to protest, but one feel inside that pocket stopped me. "I still don't know what game you're playing," I smiled, "but I think I like it." With that, I slipped into the black stockings, sighing softly as I felt the silky material slide up my legs. Next came the matching garter, which I only managed to attach with her help. "Almost done." She turned her head to the side and listened for a moment. "Two songs left. Just enough time for us to finish." With that, she grabbed my shoulders and dragged me back into the light. "Sit here," she warned, "And DON'T move." Why I did it, I have no idea. I just sat down on the empty box and watched her pantied ass sashay away. I didn't know a thing about her, yet there I was, my sissy side exposed for all to see, just waiting for some burly roadie to find me. Shit, I'd be lucky if ALL he did was kick my ass and call the cops. The crowd outside would probably rape me half to death, never stopping to notice the fact that I had only one hole to fuck. "Your hands -- quickly!" Startled, I turned around to find the kinky brunette standing behind me. "Hold still." As I watched, spellbound, she painted my fingernails to match her own -- red, just like our toes. She was clearly a pro, applying the polish in thick, efficient strokes that covered perfectly. "Not bad." Screwing the cap back on, she suggested "Wave your hands around a bit while I finish you off." With only one song to go before Dawn's self-appointed deadline, she grabbed my face and began smoothing foundation all over it. Then, in short order, she applied lipstick, blush and eyeshadow; reshaped my eyebrows with a few strokes of her pencil; slapped on some perfume; and replaced my blue studs with a pair of gaudy, dangly earings that matched her own. After that, all she had to do was mess up my hair a bit -- which was already longer than hers. "Perfect!" Seizing me by the wrist, she pulled me off the box without ruining my nails. "What do you think?" "Holy shit." We'd stopped before a wardrobe crate, with full-length mirror in the back. What I saw standing before me were two heavily made-up, scantily dressed, heavy metal sluts. Bold blacks, garish reds, and brilliant silver adorned our bodies, making us look like enough alike that I had to remind myself only SHE was a woman. "You're . . . a fucking magician!" Even without padding my bra or strapping a girdle around my waist, she'd been able to bring out the sissy inside of me. Up close, I knew I'd never fool anyone -- at least, not for long -- but the illusion was too good for me to even THINK about the reality. "Well, you'd better know what to do with that bod," she snapped. "After a long night on stage, the guys are gonna be looking for a little relaxation." Suddenly, she laughed, giving me a vicious slap on the ass. "Follow me, sissy-boy. We're gonna have some fun!" "Yeah? Well . . . just fuck off and die!" Tears running down her face, leaving a trail of mascara behind, my slutty security guard slammed the door behind her. "Good riddance." The lead singer locked the dressing room door behind her, then turned to catch the can of beer being tossed his way. Waving my way, he asked "You ever done something like this before?" I didn't know what to say. Part of me was terrified at the thought of being alone with these guys, while another part loved the fact that they had chosen me over a real girl. I'd never even DREAMED of a scenario like this before, and for some reason the unexpectedness of it all turned me on. "N-no," I finally stammered. "Good." He finished his drink with a loud belch, then tossed the can in the corner. "The boys and I like sluts we can break in for ourselves." Grinning, he told me "Real men don't want some well-stretched whore -- at least, not for long!" "Oh, for fuck's sake. Two hours of singing, and you STILL talk to much." Grabbing my nipples, the blonde guitarist twisted them hard and pulled me towards him. "Here's how it is -- you're here for us to use, and we're gonna use ya. Got it?" Nervous, squirming against the exquisite pain being inflicting on my sissy tits, I nodded. "Good." Giving my tiny pink nipples a last hard yank, he said "Then get to work." With that, he shoved my face in his crotch, yanked me back just long enough to unzip his jeans, then pulled me close again. "Well? We ain't got all night, cunt!" Literally shaking with excitement, I closed my eyes and planted a big sloppy kiss on the head of his cock. Oh . . . gawd! It felt so good, so RIGHT, I knew that there would be no turning back. I'd never been with a man before, never even shared my sissy-self with someone, but years of fantasy gave me a pretty good idea what he wanted. And I was more than willing to give it to him! Slowly, I pushed myself down on his shaft, feeling it glide across my lipsticked lips. Mmmm, pure heaven! As amazing as it had been to kiss that swollen purple head, it was nothing compared to the pressure it put on the back of my throat. Like some starving animal, I gorged myself on dick, cramming inch after inch inside my mouth. It was everything I had ever dreamed -- hot, hard, and throbbing -- but it was so much more. "Sssssllllooooorrrkkkkk . . ." Sucking for all I was worth, I pulled slowly back and watched his wet shaft emerge from between my lips. Not only could I hear it escaping my hunger, but I could actually see it stretch as I tried to suck it from his body. Suddenly, it popped out into the cold air, falling down to slap me across the chin. I giggled, loving how it felt, and wrapped my hand around his shaft. Quickly, I kissed my way down, then closed my mouth around his balls as I stroked the cock above. Mmmm, yet another new sensation I knew I would have experience again and again and again! "Holy fuck!" Digging his hands into my hair, the guitarist yanked me even closer. "For a goddamned virgin, this little sissy's a fast learner!" The others laughed, then laughed even harder to see me blush. I was so excited, so proud of my sissy praise, and it was turning EVERYBODY on. Not content to watch, the bald drummer leapt up from the couch to stand before me. Giving his bandmate a nudge, he said "Let's see how the slut handles the two of us together." With that, the guitarist ripped his balls from my mouth and replaced them with his cock. A second later, the drummer hooked a finger inside my mouth, pulled my cheek open wide, and rammed his cock in too! Vaguely, I could feel a bit of pain, as if my lips were going to split, but couldn't care less. I had two cocks fighting for space inside me, one testing the entrance to my throat while the other tried to poke a hole in my cheek -- and it was fantastic! Sucking and licking at them both, I reached up and began fondling their balls, using the hairy sacs to pull their dicks even deeper. "Shit, I'm gonna cum, man!" "Wait a sec!" Quickly, the drummer pulled back from my throat, preparing to paint my gums along with his partner. "Just give me--" Too late. Before my bald fucker could finish the sentence, the guitarist exploded! There was no warning, nothing extra to feel, just a sudden geyser of white, hot sperm blasting inside me. At first, I flinched in surprise, but quickly recovered to begin slurping that wonderful nectar down. By the time I'd swallowed his third spurt, a twin blast was spewing alongside it. There were two men fucking my face, splitting my mouth wide with their dicks, and I had made them cum! The hot sticky mess pooling on my tongue was MY reward, horny fuck-juices I was draining from their dicks. Gawd, it felt and tasted incredible. I never wanted the moment to end! Fortunately, they had barely pulled out, squeezed their last creamy dregs out onto my face, when I got to experience a NEW bit of fun. The lead singer was tearing the silk panties from my ass, and I could already feel his hard cock slapping against my thigh. Suddenly, I wanted THAT stiff prick inside me too, and any others they could fit! "Spread 'em, bitch." With a deep, gravelly laugh, he slapped his hand across my ass. "I wanna take ya deep, make you shriek until you reach them high notes!" "Ohhh . . . ahhh . . ." With every slap, my ass got redder and my moans got louder. "Nnngggghhh . . . ahhhh . . . oooowww . . ." Again and again he made me flinch, staggering his slaps as if they were the rhythm to a new song. My breath coming in short, sharp bursts, I looked back over my shoulder and grinned like the nasty slut I was. Gawd, I could just hear it -- their next hit propelled to the top of the charts by a chorus of my sissy cries! A slap on my left cheek. "You're a nasty sissy, aren't you?" "Yes!" A smack on my right cheek. "No better than a cheap whore, right?" "Yes!" This time, his hand landed between my cheeks. "A cum-hungry, fuck-happy, horny little tramp!" "Oh, gawd, yes!" "GOOD!" With that, he ripped my red, raw cheeks apart and thrust against my sweaty asshole. Once, twice, three times he stabbed at my sissy hole, making me flinch every time. Suddenly, the fourth jab hit the mark, driving an inch and a half of stiff cock DEEP inside me. "Arrrrrrggggghhhhh!" I screamed as the fiery pain lanced through my body. Gawd, he hadn't looked that big at first glance, but he was fucking huge! Still, I knew what he wanted, was I was expected to do. So, gritting my teeth, I blinked away the tears and begged "More! More! Deeper!" The singer just laughed and slapped my ass again. Then, widening his stance, he leaned forward and pushed harder, forcing another inch past my tight little hole. Again I screamed, but somehow managed to keep from pulling away. It hurt like hell, but I knew it'd get better, as soon as my sissy- cunt stretched to accommodate him. "Shit, this ain't gonna work." His muttered curse my only warning, I gasped, breathless, as he tore the cock out of me with one painful jerk. "Maybe I should get one of you limp-dicked lads to soften her up for me." At that, the other guitarist shook his head, long black hair flying around his face. "Let me show ya how it's done, boy." Laughing, he got up from the couch and headed our way. "You may sing just as well as Bruce, but you ain't got half his imagination." The younger man mocked his bandmate with an exaggerated bow as he backed away. "By all means, break her in." "Watch and learn, boys, watch and learn." Quickly, the guitarist dropped his black leather pants, kicking them across the room. As he came to stand between my legs, he dug his fingers into my ass and pulled the cheeks wide. "Just relax, my little sissy-slut. Relax and open wide." I nodded softly, then held my breath as I awaited the expected stab. Instead, he just placed the warm head of his cock against my hole . . . and waited. Curious, I looked back over my shoulder, but he just smiled and blew a nasty kiss my way. Suddenly, he groaned, thrusting forward just a little bit. Again, I grit my teeth in anticipation, but it wasn't what I'd thought. Instead of a fierce, fiery pain, all I could feel was a hot, soothing, damp sensation. It took me a minute to figure out what it was, but then it hit me -- he was pissing inside my ass! My gawd, one of the greatest guitarists in rock'n'roll was standing behind me and filling my sissy-whole with his piss! It was so dirty, so nasty, so goddamned raunchy . . . and I loved it! "Now, let's see what the little whore can do." He took only a moment to shake the last few yellow drops from his cock, then rammed into my ass with all the force me could muster. This time, I just moaned, feeling him slip deep inside with hardly any pain at all. "Ohhhh . . . so . . . soooooo gooooood!" My gawd, a little lubrication, and he'd turned agony into . . . into something far BEYOND ecstasy. Panting and gasping, I thrust my ass back against him, already desperate to take every inch. I'd wanted this, dreamed of this for so long, but had never imagined I'd be losing my sissy virginity to a group of my teenage heroes! "To hell with this!" Before I knew what was happening, the lead singer moved in front of me and grabbed a fistful of my long, brown hair. "Open wide, you tiny-titted whore, cause I got somethin' for ya." As my eyes settled on that fleshy monster between his legs, my jaw dropped open so wide I half-expected it to bounce off the floor. Obviously, he was used to having sluts react that way, because he wasted no time in filling my open mouth. "Shit, take it easy, man." From behind me I heard "I'd kinda like to keep her around for a while." Blushing around my mouthful of cock, I suddenly gagged and tried instinctively to pull away. My face-fucker would have none of that, though. Wrapping my hair around both of his hands, he took a deep breath then yanked me towards him at the same time he thrust towards me. For a long tortured moment, my throat exploded with pain, worse even than when he had tried to penetrate my virgin ass. Unable to breathe, I panicked, my arms trying desperately -- and uselessly -- to push him away. "Damn . . . little help here, guys?" In response, the drummer and other guitarist jumped off the couch to grab my arms. Gawd, that feeling of helplessness was so damned confusing! It was straight out of my sissy rape and bondage fantasies, but I was still in agony from the cock lodged in my throat. Fortunately, a breakthrough was literally just moments away. "Hold her tight," the singer growled, "cause she's gonna squirm." With no more warning than that, he pulled all the way out, slapped his cock against my lips, then rammed in even harder than before. This time, I felt the head of his cock rip past my tonsils, stretching my throat muscles wide. It hurt so bad, I wanted to cry. At the same time, though, I was so proud of myself for taking it all, I DID cry. A few brutal strokes later and I was taking a full inch of hard dick down my throat with only a little discomfort. Now that I was getting used to it, stretching properly, I was loving it! The slow, hard, deep strokes in my ass were wonderful, but I couldn't get enough of having my sissy face so mercilessly pummelled. His hairy balls were bouncing off my chin, my nose kept getting squished against him, and I could feel his cock straining to reach my tummy. It was almost as if he were trying to meet up with his ass- fucking partner -- which I wouldn't have minded at all! Since they didn't have to hold me any longer, the guys on either side of me decided to put my arms to work. Either they'd planned this, or had just hit on the idea at the same time, because I felt my hands being wrapped around their cocks at almost the exact same time. Mmmmm, I had one cock deep inside my ass, another halfway down my throat, and two more in my hands! Four hard, throbbing cum-filled, cocks -- and they were all for me! Really getting into it now, I found myself developing a nasty little rhythm. When the guitarist slammed his meat into my ass, I'd push myself back, pulling myself off the singer's cock. He, of course, would immediately yank me back onto his throbbing dick, forcing me to release the prize at the other end. At the same time, I was handjobbbing the others, stroking up and down with every penetration of my sissy holes. It was wild, wonderful, and wickedly confusing -- AND I LOVED IT! Suddenly, the singer exploded, firing his hot creamy cum straight into my tummy. Even though I couldn't taste it, I could feel the cum shooting through his cock, rippling and spasming against my tongue. Seconds later, the guitarist collapsed atop me with a groan, filling my sissy-pussy with it's very first load of sperm! Mmmm, that was THE BEST thing I'd ever felt, so slutty and feminine I wanted him to cum forever! By then, I'd completely forgotten about my hands, but the feel of hot cum falling onto my fingers was a wonderful reminder. Of course, I wasn't about to neglect any of my sissy duties, so I somehow found a way to suck, squeeze and stroke, and clench my ass at the same time. Lost in a fantasy made real -- and surrounded by the smells, tastes, feels, and sounds of hot sex -- I forgot about the boy who'd come to the concert, locking into my sissy-gal role for good. Even before I felt the limp cocks slipping from my holes, I knew I'd never be able to go back. "So, my hot little cunt, how'd you like to take those sissy holes on tour?" "Mmmmmuuuunnnggghhhhh?" I asked, looking up from my mouthful of cock. Smiling with my eyes, I did my best to gurgle affirmatively. "You'd belong to the band," the singer told me. Fucking my ass with long, hard strokes, he slapped me between each penetration. "As our whore, you'd have to serve anybody, anywhere, anytime we said." Beneath me, the drummer gave my sissy-tit one last nibble. "Yeah," he laughed, "you might even become part of the stage-show." I nodded as enthusiastically as I could, although my frantic ass-wiggling was probably a better answer. "Good." Three quick strokes later and the lead guitarist was flooding my mouth with cum, sliding in and out to coat my lips with the creamy mess. Then, allowing me one last hungry suck, he pulled out and headed for the door. "Come on in," he howled, "the party's just starting!" Still licking cum from my chin, I looked up to see the opening band come striding through the door. Gawd, five more cocks to fill me, to fuck me, and to drive home my newfound femininity. Suddenly inspired, I suppressed a giggle as I wiped a thick string of cum from my neck. "Mmmmm . . . so yummy." Then, pouting seductively, I stared straight at my new masters and slowly licked my finger clean. "More, please?" I definitely didn't have to ask twice. "Well, my bitch-lass, we've got some interviews and promo shots to do." Turning me around, the blonde guitarist held my arms together as he zipped up my pink latex arm-binder. "Be a good little whore and try to make your dinner last." Grinning, he told me "It may be a while before we can provide desert." Kneeling in my sissy uniform of gorgeous pink latex -- the arm-binder, thigh-high stiletto-heeled bitch boots, a full corset, and buttplug -- I nodded. The bowl of cold cum before me looked so delicious, so tempting, I knew I'd never be able to resist. Already, I was licking my lips in anticipation. "I'll . . . I'll try." He just laughed as he locked the door to the tour-bus behind him. With eleven cities and fourteen concerts behind us, the guys knew exactly what my limits were -- and how to push me far beyond them. Already, I could feel my resistance to their latest idea fading. As frightening and potentially humiliating as it was, there was a certain appeal to the idea of getting fucked on MTV. Oh, hell -- who am I kidding? Another few days of this, and I'd be BEGGING them to let their thirteen-foot mascot rape me. I'd probably enjoy it, too! ******* Mmmm, hope you enjoyed that. Are your pretty panties nice and wet? Is your lovely cock good and hard? Maybe your wonderful tits are tingling, hmm? Well, why not email me ([email protected]) and let me know how I can help (grin).

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The Training of a Sissy Whore

The Training of a Sissy Whore ???????????? by: PuppyGirl ? I met Bill and Jane through an advert they placed in a contact magazine. The ad read "Dominate professional couple, early forties, seek submissive bi male / TV to train as their sex slave and party toy. Must be clean, discreet, obedient and very broadminded." I answered their ad and we entered in a series of correspondence via, letter, email and eventually the telephone. They explained that they had considerable experience and had been...

1 year ago
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Heavy Metal Babes

HeavyMetalBabes! Oh hell yeah, babes in tanks. No, this ain’t that weird-ass Japanese hentai game in which you date actual war tanks – this is Heavy Metal Babes, the new turn-based RPG that you can only find on Nutaku. It’s a bit of a weird combo of giant robot love and pussy addiction, but it works really well. If you’re a hot-blooded virile dude, you probably dream of having your own fighting robot. You also probably like pussy. Who doesn’t? Well, this game combines those two passions into...

Best Porn Games
3 years ago
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The Training of a Sissy Whore

I met Bill and Jane through an advert they placed in a contact magazine.The ad read "Dominate professional couple, early forties, seek submissive bi male / TV to train as their sex slave and party toy. Must be clean, discreet, obedient and very broadminded."I answered their ad and we entered in a series of correspondence via, letter, email and eventually the telephone. They explained that they had considerable experience and had been involved in the fetish scene for some years. They also...

4 years ago
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2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

3 years ago
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Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
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The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

3 years ago
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The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

4 years ago
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A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
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Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
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Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

2 years ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. 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 Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

3 years ago
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Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

3 years ago
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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
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She Found a Sissy

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

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
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Welcome Your Now a Sissy

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

4 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

4 years ago
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407am Sissy

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

1 year ago
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Milking Sissy

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

3 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

2 years ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

2 years ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

2 years ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

3 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

2 years ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

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

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

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