The Young Sissy Chapter 3 free porn video

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I was running through an empty parking lot...looking for someone, or something, but I wasn't sure who I was looking for...or what. All I knew that was no matter how hard I looked, how far off into the distance I stared, all I saw was miles and miles of concrete. It was an oppressive emptiness, the vastness of the open space crushing me. I fell to my knees in despair. I don't know why I was looking anymore...everything I had seen up to this point was testament to the futility of hope. At the depths of my despair, abandoned...alone...and ready to stop searching...that is, until I saw a single blade of grass pushing through the cracks of the pavement...it was struggling so hard to survive, living proof that hope springs eternal... I woke up smiling, determined to make the best of my day...of everyday. Of course, I didn't even know what day it was. The other sissies seemed fine with living in a timeless limbo, but I wanted to keep track of my progress, to see how far I was on the road to perfect sissydom. To do that I would need to have some concept of the passage of time. I decided that since today was the first day of the rest of my life, that this would be the first day of the week...but I wasn't confident enough to call it Monday, so I settled on... Moanday... I burst out of bed and ran to breakfast. Isabella was sitting in the corner again, so it was easy to avoid eye contact. I didn't want to hurt her feelings, and I wasn't even sure she had any, but I didn't want to see them burning in her eyes until I understood my own. I also didn't want a repeat of yesterday, so I forced my food down as fast as I could, welcoming the giddy dopiness. I ran across the room and cleaned my bowl, then ran right back and hovered over the table like a courteous vulture, ready to pounce on the dirty dishes. I was a whir of washing, my arm throbbing and my hands sizzling as I scalded the bowls with hot water and scrubbed with all my might. I heard tittering behind me and then I felt a stinging slap on my ass. I turned expecting to see Bambi giggling gleefully, and saw Sakura instead, her almond eyes turned down and her tiny lips curved up into a guilty grin. "Please to forgive this humble sissy, but I can not be resisting the chance. Your buttocks cry out to be punished for the unforgivable crime of beauty." Her face was flush and her lip was trembling. I could tell she wasn't used to being in charge...she hardly knew what to do with herself. Somehow, her inexperience, her insecurity, only made me want to submit to her more...to teach her how to dominate a sissy by surrendering so sweetly. I parted my lips and closed my eyes, smelling cherry blossoms as I drew closer to her... And then a blaring alarm had me off and running to my morning workout, the laughter of the other sissies following me close behind. Pain shot up my legs and my lungs burned as I made a mad dash to outrun them. I arrived at my destination spent and sweating, but still standing... Dirk smiled broadly at me with all the confidence and kindness of a sissy-eating-shark. I couldn't hide his complete control over my body. He could see how my blush ran down my cheeks...across my heaving chest...past my achingly hard nipples...down my smooth stomach...stopping just below my throbbing clit, already glistening with pre-comely. I didn't dare look him in the eyes, for fear of what I'd beg him to do to me, and I was sucking on my lower lip feverishly to keep the words from exploding out of my mouth unbidden. I knew he only wanted to use me and that he didn't care if that got me in trouble or not, but that only made me want him more. After all, what gurl doesn't want a bad boy? And once I surrendered my body to him completely, as I did last session again and again, it made it hard to play reluctant. But I had made a solemn vow, and I was determined to see it through the end. There was a first time for everything, after all. He wrapped his arms around me and pulled me in close so that my soft skin and ample curves crushed against his hard muscles...one especially hard against my stomach, letting me feel how deep he could be inside of me if I just begged him nicely. He pulled my chin up so that I couldn't avoid his eyes, clouded with lust, asking rhetorically "Are you ready for your workout?" I resisted every hungry whimper inside me begging me to beg, and listened to the soft voice of reason instead, gently pushing back so that he released his grip on me. I crossed over to the ballet bar and lifted my leg up as high as it would go, then gently lowered it to the bar and began my squats. "Oui, Masteer Dirk. I eem ready." He looked at me as if I'd just sprouted wings and flew across the room pissing rainbows as I went. Never in a million moans did he expect me to resist him. I cringed, worried he'd take it as a personal insult, but his sissy eating grin slid back over his face and he looked at me with a little less disdain than usual as I continued my exercises...it almost moved me to tears. It gave me the energy and drive to double the number of squats I did the day before and to complete the rest of my stretches without collapsing. By the time I got to my Kegel exercises, I was feeling on top of the world...that is, until Master Dirk decided to 'help' me with my exercises my sticking three of his thick fingers up my as and tickling my spurt spot every time I squeezed down. It was sheer torture...ruthless, rapturous torture. I had to dig my finger nails into my palms until I almost broke the skin, the stab of pain a paper thin barrier between me and an eruption. I felt like I was trying to contain a flood with a Kleenex. Every squeeze brought a profound pang of pleasure, each more beautiful and moving than the last...by the time I heard the alarm blare signaling it was time for my next class, I was moved to tears, ready to collapse into his arms and surrender everything to him all over again...but then I imagined Master Darren staring down at me, Isabella standing faithfully by his side. I had to prove myself to him...to her...to them...I had to pull away with an anguished moan and apologize, "Escuse Moi, Master Dirk, I meen no offense. I would love to 'work out' wiz you a little longer. But, alas, I must say adieu for now." He looked only slightly less shocked than before, but he recovered quickly smirking as he shooed me away. I tore off at top speed to my 'relaxed learning' lessons and made it with time to spare. Although how I knew I had time to spare when I didn't even know what time it was eluded me. What was important was the first words I heard as I sat in the lone chair in an otherwise empty room was, "You're early." I couldn't have felt more proud if the words came from God Himself, and with the way his words seemed to skip my head and go straight to my heart, I wasn't ruling that possibility out. "It's good that you're early, because we have a lot to learn today. If you're going to be a French Maid, you can't just look like one or sound like one, you have to behave like one. Today I'm going to help you with that. Close your eyes and count down from a hundred. As you do, imagine a fawn, darting through a fie..." "Oui!" I bolted upright, answering a question I didn't hear and knowing without even being able to see his smile that I got it right. I had no idea how long I'd been out, but I was starting to suspect it was longer than a few sloppy seconds. But it was strange...I didn't feel any different, or at least not in any way I could articulate. All I could say for sure was that I felt something that completely alien to me...competence. I didn't question it, or at least I tried to keep myself from questioning it too much, reminding myself over and over that I wanted to be a good sissy, and I had to trust my trainers. "That's a good sissy, Belle. Since you were early today and don't need to be punished for anything, you have some free time before you need to report to work. Enjoy yourself, you've earned it..." Pride welled up in me...I was positively glowing as I floated down the stark halls of the basement. I bounded blissfully feeling weightless and care free...that is, until I realized I didn't know where I was going. It was a strange feeling, not having anywhere to be...not having anything to do. I should have been excited, giddy even. I was given permission to do whatever I wanted...to enjoy myself, and I had earned it, hadn't I? But I started to worry, to feel lost...I didn't have such a great track record of making my own decisions. What if I fell back into my selfish, slutty habits and got in trouble again? I would have ruined what had been a perfect day and set me further back on the road to perfect sissydom. I wondered if maybe I should play it safe, and go look for someone to tell me what to do with my spare time. It wasn't easy...in fact it was all too often excruciatingly embarrassing, but I was getting pretty adept at following orders. I felt like I had turned a corner, and that I was heading in the right direction...but apparently I was wrong...Sakura came out of nowhere as she turned the corner at the same time and crashed right into me... I fell to the ground, luckily I landed on my well padded ass. Sakura managed to stay on her feet, still teetering, she angrily whispered as loud as she could, "Baka gaijin! Almost to be knocking me down! You are mistaken to think you are someone to get away with this!" I had trouble understanding her, as her rage seemed to be in a vicious wrestling match with her meekness. Her ivory skin was speckled with red rage, and her sloe eyes flashed brilliantly, but couldn't quite manage to meet mine. I felt bad for her, of all the sissies here, she seemed to have the most trouble accepting what she was. I didn't want to make things worse for her, so I decided to help her along in her faltering attempt to put me in my place... "I'm so sorry, Mademoiselle Sakura, pleez, have merci beacoup!" I got up on my knees and looked up at her with an expression of sorrow and surrender, and that's when I noticed the change to her usual school girl outfits. Sure, it was a school girl outfit, but not like any I'd ever seen before. It was a white latex body suit with painted on collar, pockets and buttons to make the top look like a school uniform blouse. She wore a plastic pleated skirt that cut across the midriff helping to reinforce the illusion of stockings created by the bottom half of the body suit. It was also white, but with a hole in the crotch and ass area making it look like pure white stockings and a garter. Again, painted lines outlined the stocking tops, complete with cute little bows and the inseam running down her slender but shapely legs. With all that shiny white latex, I didn't notice the obvious reason for the change in attire at first. But when I saw pearly white rivulets of cum clinging to her pleated skirt, I began to notice they were everywhere. He flushed face was coated with a creamy clear foundation...her nipples, jutting out against the tight rubbery confines almost appeared to be lactating as man mike dripped from them. My eyes ran down her taut tiny body like a bead of cum, finally stopping at her patent leather mary janes, my mouth watering and tongue lolling even before Sakura whispered forcefully, "You will be cleaning this most honorable sissy's clothes with the tongue that drips with apologies." I started at her feet, running my tongue slowly up her black patent leather, cleaning every milky white glop off until I could see the depraved look of lust on my face reflected back at me. I didn't dare ask her how she got covered head to toe with such a copious amount of cum...maybe one of my Master's invited his friends over for a bukkake party, maybe she had to entertain a roomful of clients...whatever the reason, I knew Sakura wouldn't want me to ask. It did occur to me that I was kowtowing to a sissy that had just been debased and basted...but other than a slight twinge of unease, I felt proud to have my tongue slowly sliding up her smooth latex stockings. It was an exhilarating, intoxicating sensation, the texture of a flawless, flavorless second skin, punctuated with almost pungent explosions of flavor as I made my way up to her lithe legs. I took my time, the sound of wet sucking kisses almost covering her timid whimpers and moans...as well as mine. I guess I took too much time, or pushed her too close to the edge, because she forcefully stammered, "Please to be hurrying! This honorable sissy is enduring the Hell of a Thousand Sticky kisses! So be a good dorei and make a thousand kisses!" I wasted no time obeying her desperate command. Secretly, it gave me a sick little thrill knowing I could probably overpower her if I wanted to. There was something about surrendering even when I didn't have to that felt doubly depraved. It made tonguing my way up her torso and sucking the man milk from her pert little breasts even more swelteringly sensual. By the time I reached her sticky face, I couldn't say who felt more filthy...or who needed this more. I suppose I got my answer after feeling her skin sizzle on my tongue, tasting a salty tear as she gave into her perverse desires, and swooning as she pulled my lips to hers and darted her delicate little tongue into my mouth, stealing back the last of the cum before sucking it clean. I moaned and whimpered and whined, desperate for release after the day's teasing, but even more desperate to please...so when she suckled on my lips to make sure she got every last drop and pulled away leaving only a thin strand of spittle to remind me of her tiny, tantalizing lips, I just waited impatiently...hoping she'd have something even more decadently debasing to put me through. Lucky for me, she wrapped that little mouth around my earlobe, whispering, "This filthy sissy has need for your tongue in her most shameful of spots." I wasted no time in dropping to my knees and crawling behind her, my hands trembled with excitement as I parted her petite, but pleasantly proportioned buttocks and slid my tongue up and down her sticky crack. The cum here had an extra kick to it, as if fermenting in her hotbox had given it an alcoholic edge. Whatever the cause, I was definitely cum drunk as I sucked out every drop of cum I could get to, and then snaked my slender fingers inside her to scoop out the rest. While I was digging the last of the deposits, I tickled her super happy fun time spot until she made a shameful squirt of her own. I didn't even have to be asked to crawl over and lick it off the floor. And after I did, I just looked up at her with doe eyes, licking my fingers clean and looking as delightfully dirty as I could while doing it. I whimpered, "Mon soeur...pleez. Anytime you feel ze shame is too much, pleez...pick on zis little sissy." Sakura didn't say anything, she just gave one of her stoic little nods and turned and ran away. I felt a warmth rise inside of me, and it wasn't just the usual humidity of humiliation and frustrated lust...it was something more soothing than that, like a security blanket snuggling up against me from the inside. It wasn't the head over high heels dizzy dreamy feeling I got with Isabella, or the all encompassing awe I felt for Master Darren. It wasn't love, if that's what those were, but it was a feeling...a feeling of sisterhood. Before I could ponder it any further, an alarm sang out, serenading me all the way to the wardrobe room, where I slipped into a scandalously sexy French Maid's uniform and sprinted upstairs to start my chores. As expected, Master Jeeves Sir was waiting for me with his pursed lip grimace. I wished I could make him smile, to make him like me...but as long as I'd known him...which I suppose was my whole life, I'd never seen him smile. Then again, I wasn't a drop dead sexy sissy before either, so I wasn't about to give up. For his part, he seemed dead set to despise me, greeting me with, "You did a barely passable job yesterday, slut. So today your fee to be allowed to work on my floors, is going to hit you a little deeper." He bent me over the kitchen counter and unceremoniously began fucking me with his barely erect cock. As he wheezed and grunted and drooled over my ass I couldn't resist wiggling my heart shaped bottom back onto his old oak. Maybe it was the way his bony fingers dug into my voluptuous ass, as if he was holding on for dear life...or maybe it was the mortal terror in his thrusts, the way he held nothing back, pounding me as hard and fast as he could as if he was afraid he might die before he could finish...or maybe it was the way he pulled my head up and kissed me from above, making me dizzy and delirious as he sucked my tongue up into his throat, as if he were trying to suck out my youth. I don't know why, but getting fucked by an elderly pervert was enough to send me careening towards the edge of a cliff, hurtling towards an ocean of cum. I couldn't understand it...I never used to be attracted to men. And my step-Masters I could almost, understand...they were pinnacles of manhood and it made me feel even more feminine and soft to be near them. But first fatty and now oldy...it was like I would go into heat for any dog in the pound...as long as they pounded my sissy ass anyway. I was worried Master Jeeves Sir's mummified manhood was going to force a sissy squirt from my throbbing clit and ruin my perfect day, but fortunately(?) he didn't have the endurance to fuck the cum out of me, settling for a few shuddery spurts that I almost expected to come out as dust clouds. Then, just as casually and contemptuously as he had bent me over, he pulled me back up and snarled, "Now get to work, you fucking sissy slut!" As if on a mission from God, I began scrubbing the floors with a zealous fervor. I was so motivated, I didn't notice that I'd cleaned the entire kitchen in a third of the time it took yesterday until I was done. I only allowed my self to stand slack jawed for a moment before continuing to the rest of the spacious estate. I said a silent thank you to whoever my mystery trainer was. I didn't understand how, but he had made me a better cleaner in my sleep. My arm forming perfect elliptical as I used the momentum from one stroke to carry me into the next. Before long I was in the zone, finding a zen like calm in cleaning and finding myself back in my safe place, my empty White Room...polishing every floor until it was pristine and perfect. I took a deep breath of lemony Lysol and looked around me...I had finished! I wondered how much time it took when an alarm told me it took just long enough. I made my way back down to the basement with a calm confidence like I'd never felt before. As I showered and got ready for bed, I saw Sakura across the room, the water cascading off her smooth skin, cleaning what little I'd missed. She didn't utter a word, but her almost imperceptible nod told me everything I needed to know. I drifted off to sleep that night content in the knowledge that I'd proved myself worthy of every challenge I met that day, and I'd even made a friend of sorts along the way. That night, the crack in the pavement widened, allowing a small patch of brilliant green to burst through... ... Twosday It's funny how quickly something as mind blowing as sissy slavery can become routine, but after just a few days, I was already thinking of my schedule of teasing and toning, mind control and mind fucks, cleaning and getting dirty, and the usual surprises as just another day. Hopefully it would be one day closer to sissy perfection...and hopefully, once I attained it, I would finally understand why I wanted it so bad...and who I was doing it for... But there was no time for introspection in my schedule, or else they would have made an alarm for that. So it was off to breakfast and avoiding Isabella's gaze...even though she didn't bother to look at me...Then there were the usual dishes and disses, but they seemed more playful now, as if I was becoming one of the gurls. The only thing different about breakfast was that Lola was eating with us as well, but she didn't seem to enjoy the company. She sat at her own table, as if she considered us beneath her...which was especially hurtful considering we were... But there was no time in the schedule for hurt feelings, so I was off to my way-too-physical training. Enduring the agony of muscles stretched to their breaking point...and somehow past them...was nothing compared to enduring the ecstasy of muscles tightening around Dirk's meaty fingers...holding onto the ballet bar for dear life, trying to keep from falling into the abyss of bliss...and barely holding on until the end of the session. But today wouldn't be like any other day after all. Apparently I had impressed Dirk by holding out two days in a row, so much so that he stopped me a moment after the alarm went off, saying, "I'm surprised you're coming along so well...or not cumming I guess...but I've decided to reward you. Lola will meet you after your next lesson and 'fill you in' on the details." Dirk was the master of the single entendre, but with a body like his, he didn't need brains. Neither did I, I suppose... Which must be why I was so eager for my 're-education' lesson. After all, it had helped me so much already, and I had worked up the courage to ask for an advanced lesson. Whispering, "Monsieur mystery voice? I have a petit request. I am struggling wiz ze self control. I don't want to cum before mon Master, but eet is so hard. Can't you do anyzing to help?" "I...give me a moment..." I didn't know what to think...I'd never heard him falter before. Had I made a terrible mistake? Did I ask for too much? Did I just prove I could never be a proper sissy, much less a perfect one? These were just a few of the questions racing around in my head, crashing into each other in a jumble of confusion and self doubts. His answer was surprising, "My apologies, Belle. It's just that no one's ever asked for that before. Usually you sissies want to get away with cumming as often as possible. That's why the technique you are asking for is so rarely used. It's a direct assault on your very nature, your every instinct. It could result in total psychological breakdown if you don't embrace it 110%. Are you willing to risk that?" I didn't even have to think about it. I would risk anything for my Master Isabella...I meant my Mistress Darren...I meant to be his...hers perfect sissy...I didn't know what I meant, but I knew what I wanted. "Oui, Monsieur. I will fight to ze last breath. If I can not be ze perfect sissy, zen I might as well be brain dead." At least I sounded sure of my self. And I was determined to ride that false wave of confidence to the finish line, telling myself over and over that I could do it... "Very well...but you'd better be right, or it's both our asses. Now close your eyes and count backwards from one hundred...I want you to listen to me very carefully...you will not cum unless given permission by your Master or Mistress...you will be UNABLE to cum without permission...you will be a good sissy." I closed my eyes and said a silent prayer to the god of not cumming... ... I opened my eyes and felt a throbbing pressure in groin. I was afraid to ask, but I managed to whisper, "Did eet work?" I looked down to see my clit hard as it's ever been...a drop of precum glistening like a precious pearl, but no matter how fast I used my pinky to rub my little clitty, I couldn't cum..."Mon Dieu! Eet worked! Zank you...zank you zank you!" "No, Belle, thank you. It makes me proud to see such a dedicated pupil. Now head off to your next lesson, poppet, you've done more than enough for one day." I was bursting with pride...well almost bursting...but that would have to wait until I had permission. I couldn't wait to test my new training...I was so excited that Lola had to shout down the hallway before I remembered I was supposed to meet her... "HEEEEEY! Puta tonta! Why are you running away from me? I haven't even told you what we're doing on our little date tonight." I stopped dead in my tracks and sheepishly walked towards her, embarrassed that she thought I was so afraid of her, but too afraid of her to correct her. When I finally got to her, I couldn't even look her in the eye. All of the adrenaline coursing through my veins from my blocked up bliss was making me tremble uncontrollably, which only made me look more terrified. I almost jumped out of my skin when she took my hand and hers, which made her laugh lowly..."Haha. Pobrecito Belle...no necitas to be afraid of me. I'm not like that culo, Cunt. I'd never hurt another sissy...unless I was ordered too." I managed the courage to look into her eyes and was surprised to see there wasn't a hint of mischief or malice in them at the moment. Maybe I'd misjudged her because of the company she kept, and it's not like she had a choice in who her Master...or Mistress was. Maybe she wasn't a sadistic bitch like Contessa or a selfish beast like Dirk. Sure she was passionate, and if pushed to it, she could be rough. But could anyone with eyes as brown and soft as a bear cub really want to maul me? "Which brings us to el gimnasio." She led me to a gymnasium, but not the one where I trained every morning...no this one dwarfed that one. Stadium seating surrounded me, all the more terrifyingly impressive for its emptiness. I wondered just what the Hell they were building down here...and what kind of sports they expected to watch sissies play. Didn't they know we weren't good at sports? So what were we expected to do in a giant plexi-glass octagon? When I saw Dirk standing in the middle of the cage wearing a referee's uniform I began to get some idea. Lola wasn't so much holding my hand anymore as she was dragging me towards the ring...her face had gone blank, impassive. I would have preferred anger, at least that has some warmth to it... "GOOOOOOOD EEEEEEEEVENING, FIGHT FANS!" Dirk bellows into a microphone, his voice amplified and coming at us in surround sound. "Have we got a show for you tonight! Live via pay per view, the first online sissy fight of the HAROOOOOOOOW HOOOOOOOOUSE!" I looked up and noticed the cameras surrounding the rim of the octagon, as well as several on motorized tracks above the stage. They'd be able to get every angle...zoom in on every nook and cranny...and get my face so crystal clear and in High Def...no amount of surgery would hide my identity for long....for the first time since I was sent down to the Basement I felt the fear of exposure. Everyone would know...my friends...my extended family...my ex girlfriends...they would all see what I had become. I felt the knot in the pit of my stomach tighten into a noose...and the pressure in my sissy sack swell more than ever. I was a sick little sissy... I stepped...or more accurately, was pushed up the steps and inside the octagon. The cage closed behind me and I instinctively backed away from her, my hands moving to cover my breasts and sissy clit, proving entirely to small for one and overkill for the other...I feel the cold clear wall against my back, I knew I had nowhere to run, nowhere to hide. I'd have to wait this out and see where it led...even if all signs pointed straight to Hell... "Now you already know the first rule of Sissy Fight Club, fight fans! Tell EEEEEVERYONE about SISSY FIGHT CLUB! And rule number 2? Tell EEEEEVERYONE about SISSY FIGHT CLUB! This is a pay-per-view after all, and we want the largest audience possible." Largest...audience...possible...I wanted to die...or at least do my make up... "Rule number 3 of Sissy Fight Club, the first sissy to pin the other in a three count or make the other tap out, wins! The prize? She gets to do whatever she wants with the loser for an uninterrupted hour of pure fuckening! Beat that on any other site!" Dirk turned away from the mike for a second to sweeten the pot, whispering "And she also gets to spend the night with me in a warm cozy bed with my warm cozy cock snuggled up inside her cunt." I met eyes with Lola, and realized why she was so eerily calm. She wanted to win. It didn't matter that she spent almost every night in Dirk's cozy bed and with his cozy cock...she wanted more. I can't say as I blamed her, but I hoped she would blame me taking her to the mat. I also hoped I'd figure out how to do that in the next ten seconds, because that's how long Dirk was counting down before the match began... "ONE!" I barely registered the word when I felt an explosion in my soft stomach as Lola drove her shoulder into me with a flying lunge. The air was forced from me in an anguished gasp, the pain hit my head like a freight train, derailing it and leaving me helpless to respond. I was pinned against the glass like some exotic butterfly, paralyzed with pain and indecision...and Lola was just getting warmed up... "And Belle kisses the floor like it was her boyfriend as Lola executes a picture perfect back flip. Lola comes from the mean streets of Mexico City, and Belle is used to resting on the pampered pillows of this very estate, so she has a long, hard road ahead of her if she hopes to best her opponent. But if there's one thing I know about Belle...she loves it LONG and HARD!" Dirk was getting into his role as announcer/ref, which hardly surprised me...he was a bombastic asshole, it was one of his best trait really, and it made him a natural to jovially announce my true identity to a viewing public of perverted voyeurs. But in a way, he did me a favor...knowing I was exposed...well beyond the fact that I was completely nude of course...it made me realize my reputation was on the line. And if my legacy was to be a sissy gladiator, then I wanted to be a champion... I took the pain covering my body like a poisoned blanket and I soaked it up, pulling it into a tight ball of rage and waiting to unleash it all on Lola in one decisive strike. Luckily for me, she had already counted me out, taking her time to walk over to my pitiful prone frame. She was playing to the cameras, striking a pose as she sauntered over to me, confident she would have no trouble in finishing me off. I held my breath, waiting until she lunged toward me, and then I rolled out of the way, sending her crashing into the hard mat, with me following fast behind, driving my shoulder into her back and hearing her cry out in astonished agony. "I don't believe it, the worm has turned, and Lola is in danger of being turned out. But can Belle press the advantage?" Maybe if I pressed the advantage, if I followed through with my plan of attack and turned her over, pinning her before she could recover...but maybes don't bring you the honey...they just sting... Lola didn't flinch, the moment I relaxed my grip she threw me off of her in a display of overwhelming strength...or at least a display of average strength which completely overwhelmed a weakling like me. She was on me in a second, her knees crushing my thighs, pinning my legs down...her left arm finding mine and bringing it crashing down to the mat. All I had free was my right arm, desperately thrashing, trying to avoid hers as they danced with each other passionately. I thought that if I only I could keep my arm free, maybe I would have a chance, maybe she would get impatient, make a mistake, maybe I'd have a chance to win, to prove I was the better sissy...but then she played dirty... "UH OH...it looks like Belle is in serious trouble. Lola has he in one of her patented lip locks. And what sissy would want to break out of that?" Her kisses were urgent, hungry, I thought she might keep my tongue she sucked on it so hard and if nothing else was bruised by the end of this fight, I'm sure my lips would be. I felt like I'd been hit with a haymaker...my head was swimming and I couldn't think of a single reason to push her off me now. Her breasts crushed against mine, our hard nipples rubbing against each other with fiery friction...her cock was hard and growing harder against my soft stomach...and I wanted it inside me...her fingers interlaced with mine as she held my hand lovingly against the mat and pinned my tongue down with her own for a "ONE...TWO...THREE!" count. When she finally freed my limbs, they instinctively wrapped around her, my legs encircling her hips and my hands running through her luxurious black hair, pulling her mouth into mine forgetting for the moment that I had just lost...it felt so much like winning. The moment didn't last... "Well I can't say much for the match, fight fans, but you fuck fans are in for a treat. This is Belle's first time in the octagon, and Lola just loves to pound a sissy after she's just finished pounding her! Isn't that right, Lola?" She gave him a big 'si' by breaking our kiss and almost breaking my neck after she stood up and dragged me by my hair up to her hard throbbing sissy sausage. I could hear the crowd explode into applause, then I remembered there was no crowd and I realized it must the be the roar of the blood rushing to my head. As disgusted as I was with myself for being exposed online and losing my debut match in a phenomenally pathetic fashion, I couldn't help but be turned on my the depravity of it all. Just when I thought I'd gone as low as I could, I find out that the pit in my stomach is bottomless. So it was with a simmering sense of shame, that I closed my eyes and closed my lips around Lola's spongy cock-head... "NO!" A slap knocks the lust from my eyes and leaves them teeming with tears. Lola's expression turns dark as she spits out, "Tu have to ask por favor first." "suh suh Sorry, Lola..." and as ridiculous as it sounded, it was true. I was sorry I lost and failed to prove I was the best sissy. I was sorry I lost my head and started giving head before asking permission. And I was sorry that everyone and my grandma was going to see it streaming live. I felt guilty from every angle I looked at it, and I didn't know which view was the right and which was askew. So I did what I always do when I'm confused, I obeyed..."May I pretty pleez suck your cock? Uhm por favor?" She took advantage of my open mouth, answering in the affirmative by thrusting her cock down my throat, making me sputter and gag. "That's mi chica...take mami's cock...get it nice and wet for your tight little culo..." Her voice was almost musical, as if she were serenading me. Her dominant side was on display and I could tell she was really getting into the role...whether it was for the benefit of the audience at home or for Dirk or maybe even for me, I couldn't tell. What I did know was that the last time I had my throat fucked like that, it was her boyfriend doing the pounding. She wasn't quite as impressively endowed as her Master, but she was no slouch in the sissy clit department. I had just managed to get her entire length down my throat, and the lack of oxygen and sheer submissiveness of the act was making me tingle all over, all the way down to my throbbing clit. I didn't know how I would be able to endure much more of this. I felt like any second I'd burst a blood vessel and cum would start spewing from every orifice in a gooey geyser. And then, of course, things got worse..."Hey, chica, I want to see you play with your clit for me. Go on, show me how horny I make you." I whimpered and moaned and drooled on her dick as it slid in and out of my throat, every vein pulsing against my throat sending a sympathetic signal down to my little nub, telling it to spurt all over myself. But an invisible membrane stretched impossibly thin prevented my release, bringing tears of shame and frustration to my eyes which Lola considerately wiped away with her hot cum. "You leave that on there now, puta. I like my sluts to wear makeup." An orgasm imploded inside me, like cramps of pleasure wracking my body. I looked up at her pleadingly, nursing on her beautiful bronzed balls, hoping she would see the hunger in my eyes and let me cum. She saw it alright...she just didn't care... "WHOOOOOOOOOOOOOO! Now that's a sticky way to start her fight career, and Belle's suffering is just beginning. I can see Lola's love stick rising to the occasion, ready for the sloppy second round. And would you look at this? Belle is already on all fours, ass waving hello in the air. Her bottom bunk bitch instinct must have kicked in, because she's offering her pussy up like it's tax deductible." I tried to hide my blushing cheeks...well the parts you could see the through the cum, but with as many cameras as were surrounding me, it was a futile fight. So as usual, I surrendered...licking my lips and blowing a kiss to the camera as Dirk continued making his dumb jock jokes at my expense. Once I got into the role of the reluctant but ultimately wanton whore, it was easier to think of my self disgust as character motivation, and the painful pressure in my loins as method acting. And when Lola pulled my soft buttocks apart with her strong hands and rubbed her cock in between my ass cleavage, I wasn't as worried about being humiliated any more...I just wanted her inside me. "Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pure satisfaction of hot flesh filling my pussy. It made me feel...whole. Of course, it also pushed down my cum button and sent my body into orgasm overload only to be painfully blocked at the moment of climax. I was starting to realize why no sissy had ever volunteered for this treatment before....it was unbearable. Only now, I had no choice but to bear it...and I was entirely at their mercy. Of course, they didn't have any. "Now ladies and gentleman, I don't double as referee and announcer here at Sissy Fight Club for the health plan." I turned my head to see Dirk undressing his body glowing under the lights, like a pornographic angel. He knelt behind Lola, taking her cantaloupe sized...and cantaloupe sweet buttocks in his thick mitts and spreading them wide, then ramming into her with savage force. I yelped as he drove her deeper into me with every thrust, until I was half convinced he pushed all the way through her and into me. "OOH PAPI! That's it...make me the carne in a sissy sandwich!" Lola was lost in her lust filled fog, dick dumbed and cum crazed, thrusting her hips in time with Dirk, hitting my sweet spot with alarming accuracy. It was like an avalanche was crashing down on me, growing more and more powerful as it rolled downhill from Dirk's dick to Lola's luscious ass and from her sissy clit to my tight pussy until I was crushed under the weight of pleasure. But no matter how hard I was pushed into the mat by the collective power of their hard fuck...no matter how sweetly Lola twisted my achingly hard nipples or groped my soft breasts...no matter how sweetly she sucked on my neck or nibbled on my shoulder...I...COULD...NOT...CUM... Finally, in a moment of desperation, I begged..."Have piti?...I can not cum wizout permission...pleeez Lola...tell me I can cum!" I looked up into her eyes hoping for a hint of kindness behind the mask of furious lust...one I hoped was mostly for the benefit of the cameras. I was looking very closely, wearing my own desperation and vulnerability naked on my face, practically oozing it...so I got a very good look at the glob of spit that hit my face in response... "Losers don't get to cum, putaaaaAAAAAHHHHIIIIIEEEEE!" Lola let out a savage war cry as she filled my guts with cum. My busted capillaries soaked up every last druggy drop sending the usual dopey dreamy rush to my head, only this time without the profound release...leaving me clutching to the floor as it spun faster and faster, making me worry I'd be thrown from orbit. My entire body felt like it had been crammed into a cock cage after ingesting a bottle of Viagra. As I lie twitching on the mat, Lola was triumphantly making out with her Master, claiming her prize proudly for all the world to see. A sick, scary thought crossed my mind...at least it made for great footage...the tears would look especially pitiful when the mixed with the cum caking my cheeks. I swore to myself that I'd show them a comeback story next time. My ears were ringing...it almost sounded like the alarm..."And that sound signals the end of our show for today folks. Thanks for watching, and don't forget the first and second rule of Sissy Fight Club...tell EEEEEEVERYONE ABOUT SISSY FIGHT CLUB!" The stage lights dimmed and Dirk nudged me with his foot. "That means get your ass up and hit the showers, Belle. We'll let you out of doing chores today, because let's face it, you probably can't even lift a sponge after that. So get cleaned up and turn in early." I nodded meekly and struggled to my feet, determined to show I still had some strength left in my limbs. And so it was on rubbery, faltering legs that I made my way to the showers and then collapsed under a spray, wondering if I'd ever go more than a day without sobbing in the showers. At least I was able to avoid the other gurls, they were all off on their chores when I tucked myself into my cot, slipping into unconsciousness in moments, telling myself tomorrow would be better, even as I worried things could always get worse... In my dreams I was back in the field, and at first I was relieved to see it was back in full bloom, but as I was skipping merrily through the grove, I heard a metallic click upon stepping on a patch of grass. Suddenly clear walls popped out from the ground forming an octagon. I ran from wall to wall trying to find an exit, but there was no opening...and the walls were closing in...tighter and tighter until I couldn't breathe...I tried to scream, but I couldn't find the air...and then... Whensday... I woke up shaking the webs of my nightmare from my head and bounded out of bed with a spring in my step. It was a new day, and a new chance to prove myself. And I figured that I wouldn't have to wrestle anytime soon. And with my last match ending so quickly, maybe I wouldn't be wrestling ever again. As humiliating as that would be, I was half way hoping I wouldn't be given another chance to fail so miserably. These were the thoughts that sped me along through breakfast and towards my lesson with Dirk. I was thinking of the best way to apologize, but his toothy grin derailed my train of thought. "Great news, Belle. You're a star! We had our best replay ratings of any match we've ever had. I thought people would feel ripped off that the fight was so pitifully short, but apparently pitiful sells. So we've got a rematch lined up for you today." I managed a meek whimper I hoped would sound enthusiastic while inwardly I was filled with dread. So much for my solemn vow to prove victorious in my next bout. I was already throwing in the cum rag before I stepped in the ring. Even the usually oblivious Dirk noticed my lack of morale, giving me a hard swat during my stretches that left me screeching. "HEY! You better not be thinking of losing again! Because whatever happens in the ring, you better be giving it your all until the final bell. That's what your fans pay to see, and from the comments left on your video, you have a lot of fans from your old school." I gritted my teeth and threw myself into my exercises, furious with Dirk for needling me about my old life and even more furious with myself for giving up without a fight. So it was with a spirit of determined desperation that I went to my next lesson, begging my faceless instructor, "Pleez! Can you give me somezing to make me a better fighter? I am weeling to do anyzing to win zis next match wiz Lola!" "Ah...Dirk has wrangled you into wrestling in his Sissy Fight Club, has he? He's an enterprising young man, I'll give him that. But I'm afraid I can't help you. I'm not allowed to give you sissies any combat skills, for obvious reasons." I felt guilty just for asking, and even more firmly convinced of the futility of fighting against a sissy in a weight class above me. That is, until he said, "But more importantly, you already have everything you need to beat her. I'm sure she is stronger than you, in fact other than Isabella, she is doubtlessly the physically strongest sissy in The Basement. So ask yourself this...why is she Contessa's bitch?" The gears in my head started turning, but I couldn't get any traction. Still I knew there was something there...something I could use to win..."But for now, I want you to close your eyes and count backwards from 100...I have some acting lessons to give you that will come in handy when you go pro." I nodded obediently and closed my eyes, hoping I'd wake up with the answer... ... I woke up with just as many questions as before, and when my instructor told me it was time to go, I had to peel myself from the chair and take tiny, deliberate steps out into the hall. Every step was one step closer to humiliation and defeat...unless I could figure out why Lola was Contessa's bitch. Before I got one step out into the hall, she had already taken my hand in hers, saying, "Hola, chica...let's vamanos. Master es waiting." Looking up at her didn't help boost my confidence. She was bigger than me, stronger than me, and stronger too. Everything about her advertised her passionate appetite, from her wavy untamed raven locks..her hungry eyes and hungrier lips, perpetually wet from her running her tongue over them...her larger than life figure, a bronzed Barbie clearly built for sex...and God help anyone that got between her and a hard cock. So how was I supposed to beat her? There's no way I could pin her...I didn't have the muscle power. I was even smaller than Contessa, and she was a tiny little thing...and that's when it hit me... Contessa was strong for her size, that much was true, but with Lola's size advantage, she should never have been able to overpower her. So there was only way she could have forced her to be her bitch even though they were of equal standing as kept sissies...she hurt her. I'm sure Lola must have hurt Contessa more than Lola hurt her, but Contessa could take it...and Lola obviously couldn't. She must have outlasted her and dominated her when she had nothing left to fight back, hurting her in a way she would remember every time she was about to talk back. The question was, could I do the same? Lola stopped me right before the entrance to the gym, saying, "I wasn't to say lo siento before we go in, chica. If I'm going to top yesterday's performance, I'm gonna have to get muy loco on your ass." I just looked up at her and smiled sweetly...of course I could...because I had no choice. My mind raced, almost it was out of breath before it reached the finish line, but I had my plan. I slinked over to Master Dirk and made a humble request before the match started. "Master Dirk, pardonnez-moi for being presumptuous, but eef you want ze match to last longer zan last time, maybe we could make eet a capitulation match?" At first Dirk looked annoyed that I had even dared to speak to him, but I could see the idea slowly work its way through his brain, finally reach his mouth and spreading it into a wide grin. "GOOOOOOOD EEEEEEEEVENING FIIIIIIIGHT FANS! Have we got a match for you tonight...our newcummer, the blushing Belle, has challenged her opponent to a SUUUUUUUBMISSION MATCH! That's right, no count outs, no bell to save Belle. The first sissy to tap out or cry mercy loses. So, has Belle got a trick up her cunt, or does she just love submitting? Let the cuntestants take places and we'll find out in 10...9...8..." As he counted down, I asked myself the same question...was I really trying to win this fight? Or did I just want to make losing that much more humiliating? I pushed the thought out of my mind...I'd have my answer in 3...2...1... Lola was on me like greased lightening, spearing me in my still-sore shoulder and driving me into the mat. She didn't give me a second to think, taking my ankle and twisting it at an acutely agonizing angle. A bloodthirsty beast gnawed my ankle with fangs dripping with pain...I screamed like a dying bird, thrashing helplessly as pain overwhelmed my nervous system. Had I been beaten so soon? "Has Belle been beaten so soon? Lola has her firmly locked in an ankle hold, will she set a new record for submission today? Is Belle poised to become a Hall of Fame failure?" No...no I would not... I twisted my body towards her grip, using the momentum to free my ankle and pull my leg away from her grip. She must have been just as surprised as me, because she paused, unsure of what to do next...but I knew exactly what to do...I sprang back lunging for her arm, which was still hanging in mid air, and pinning it behind her back, twisting it painfully while staying out of her long reach. "Sorry, Fuck Fans, it looks like we might just have to sit through a fight today after all. But what a fight...Belle has turned the tables on Lola and has her arm pinned. Will Lola submit? Or can she overpower the itty bitty Belle?" I wished he wouldn't have encouraged her, because that's exactly what she did...taking her free arm and driving her elbow into my ribs, making me loosen my grip so she could free her arm. And just as quickly, she was leaping for me, her face contorted into a fright mask of rage. I did what any brave warrior would in that situation...I scurried backwards until I could get onto my feet and then I ran in circles backwards, staying out of reach as she hurled obscenities at me. "PUTA! COWARD! WEAKLING! LUCHA ME!" I must have lapped that octagon twenty times, feeling Dirk's eyes boring into me, his disgust and disdain hanging palpably in the air along with the heat of Lola's fury. But I waited, maintaining my breathing thanks to my exercises, and waiting until I heard "CHINGAS TU huff huff MADR-" and just like that, I was on her like a second skin, knocking what little air she had left out of her with a flying tackle and taking her head between my thighs and squeezing for dear life. "OOOOOH MY GOD! DID YOU SEE THAT, FIGHT FANS? BELLE JUST FLOATED LIKE A BUTTERFLY AND STUNG LIKE A BEEYOCH! Lola is trapped between Belle's thighs, which second to her sissy pussy, is a sissy's strongest muscles! Can she hope to escape?" She couldn't...I could tell from the look of resignation in her eyes. She knew she wasn't going to endure this for much longer and she didn't see a way out. I decided to help her make up her mind and reached behind me and twisted her nipples like I wanted them for a souvenir...it didn't take long after that for her hand to hit the mat. "DO YOU BELIEVE IN MIRACLES?! BELLE WINS! BELLE WINS! BELLE WINS!" I through my arms up in victory, letting Dirk lift me up so the cameras could capture my ecstatic expression. Far from being embarrassed at the idea of everyone I knew seeing this, I was proud...in that moment, I felt like a winner...a champion...the perfect sissy... Lola looked up at me in disbelief, as if she was trying to figure out who I was and why I looked so much like the subby little sissy at the bottom of the food chain. I saw her eyes get cloudy with that familiar look of being lost in a fog of lust, ready to surrender everything to me. I was just as confused as her...I didn't know who she was looking at, but it wasn't me. Sure, I won...and it felt good to prove my strength...but that just made me want to surrender it all the more. It's easy to surrender when you have no choice, when you're actually giving up something...that's a true slave. I had her for an hour, and all I could think to do with her was whimper, "I'm sorry I hurt you, Lola...maybe vous would feel better if you fucked ze cum out of my pazetic little sissy clit." And just like that, she recognized me again... It was a strange sort of victory, on the one hand, I proved I could outlast Lola, and I was finally going to get to cum after an unthinkable dearth of two days. On the other hand, I won the right to willingly be debased and dominated, and now everyone out in cyberland knew it. Of course that led to the usual cocktail of giddy guilt and panting pride...and I wasn't sure which one I loved to hate more, but I was sure where I belonged, on my knees begging, "Pleez, baisez-moi! Baisez-moi fucking hard!" Lola didn't leave me waiting long...as soon as the words were out of my mouth they were replaced with her cock instead, letting me lovingly lube it up for my hungry cunt. Her flavors danced on my tongue, a slight tang with an aftertaste of some mango body oil, I could nurse on her for days...but I didn't have days. She laughed as she saw me shake my ass, letting the undulating ripples serve as an eager invitation. Punctual as ever, Lola moved behind me, spreading me slowly...letting me feel every vein and ridge of her throbbing clit...her breasts crushed against my back, reminding me that it was a sissy I was submitting to...her lips tracing along my spine...sending sweltering chills as she planted wet sucking kisses along my neck, my pulse racing on her tongue...until she finally reached my ears, her lips latched onto my delicate lobes and her tongue flicking lewdly inside them...waiting until her fat clit-head crushed against my sissy spot to whisper, "Cum for me, mi bonita..." And with that 48 excruciatingly long hours, 286 almost unendurable minutes, 17, 160 screeching boiler ready to explode seconds finally ended in a sticky shower of celebration. My body seized as it attempted to understand the profound sensations roaring through it at the speed of squirt, but that was like an ant trying to translate the language of God...the most I could manage was to bask in its incomprehensible beauty...eventually the moment passed and I could breathe again...and then things got really good... "Alright FUCK FANS, I know you all want to see me spit roast this sissy, and if you don't, then start your own sissy fighting league!" I certainly wasn't going to argue. A sticky secret fantasy of mine since I started down the slippery slope of sissydom was to be double teamed by two studs...and if one of the studs was a sissy, all the better. My throat felt hot and raw and my pussy exposed and ultra-sensitive and every thrust of Dirk's dick pushed me deeper onto Lola's clit, and every time her silky soft hips crashed into my well cushioned ass it drove me Dirk's hard gluts. I was getting seesawed until it was like there was one fat cock inside me and I was being pulled back and forth on it. Of course that illusion was delightfully shattered when Dirk pulled out and announced, "Alright, Fuck Fans, it's time to tag out and switch holes! But first...NNNH" at first I thought he slapped me in the face, but it was just the force of his seed exploding onto me point blank. Lola didn't need anymore prompting, she followed suit, filling my guts and filling me with that ooey gooey orgasm overdrive. I thrashed on the floor like a dying fish as Lola and Dirk sucked face above me, Lola stroking him back to hardness and Dirk squeezing her breasts and rubbing her nipples with his coarse thumbs until her clit was hard and dripping. And almost faster than I could say, "Pleez...por favor...pretty pleez with a cerise on top...fuck my sissy chatte and bouche!" I'm not sure how fluent they were, but they seemed to speak sissy slut well enough to stuff both of my holes... "Go on, Belle, show all the nice people at home what a filthy whore you are. Cum again and again. Cum until you run dry!" Dirk gave me all the permission I needed, and so the next hour past in slow motion and was over in an instant...like a waking wet dream...or a car accident. I wasn't a human anymore...not even a sissy...Hell, I wasn't even a fuck pig. I was a clusterfuck of orgasms, exploding against one another wetly, the searing heat momentarily agonizing and then obliterating me with pleasure so pure, it could be classified as a controlled substance. My brain brain finally caught up and was able to process all the wet smacking sounds, the musky floral fragrances, the meaty male tastes with a hint of sissy sweetness, the sights of the hedonistic tableau, and the stretched to the limit and loving it feelings. And once I could think, all I could think about was hitting that next peak and exploding again...I only needed a few more minutes...and then the bell rang... With a wet plop and a wetter whimper they pulled out of me. I should have remembered the first rule of show business. Always leave the audience wanting more...still, they did give me a sticky encore. Covering my upturned face with ropes of the jism. I looked almost like angelic when it caught the light...but then it was a short lived illusion as it hit my eyes, leaving me blind and sticky until I felt Lola's lascivious tongue lapping it up. My skin tingled against her tongue and I squirmed in her soft hands...by the time she had me completely clean I'd never felt dirtier, and when stuck her tongue in my panting mouth to feed me the rest, I tasted what the breakfast of champions truly meant. Our tongues wrestled to fight over every last drop, and when there was none left to fight over, I let her win...pinning my tongue down as he kissed me passionately. But Dirk pulled her off of me by the hair, reminding her cruelly who the real winner was, "What do you think you're doing, Lola? The cameras stopped rolling. That means you go spend the night with the rest of the sissies while I take Belle up to my room to snuggle. And don't you dare pout...I lost a cool five grand on you today and I'm going to get every dollar's worth tomorrow night." I looked at Lola over Dirk's shoulder as he carried me away, feeling sorry for her and a little guilty that she had to pay the price for my reward...but not so guilty that I didn't snuggle up closer to Dirk's strong chest, resting my head in the crook between his neck and shoulder and half dozing as he took me through the halls and up and out of the basement. I barely noticed Dale as we passed, but judging from his slack jawed expression, he noticed me just fine. I couldn't resist giving him a little wink. For as much fun as he had humiliating me back when I was still almost a man, I figured I'd earned the right to tease him now that I was a drop dead sexy sissy and he'd half to wait 2 more years before he turned 21 and could get a taste of my sweet honeypot. I was exhausted when we got to Dirk's room, which looked more like a hunter's den for all the poor animal heads he had cruelly hung on his wall. Still there was something about his predatory nature that made me want to offer him my throat and I gave no resistance when he tossed me onto his king size bed and covered me in his tiger skin blanket. Over the next how ever many hours, he proved to me that his endurance was more than the match of my appetite, and I felt like I was bagged, stuffed, and mounted like a trophy by the time I fell asleep in his arms, and with his best feature still nestled inside me. In my dream the field had turned to a veldt, and I lay with a lion, petting his soft fur. Suddenly, he turned on me, pinning me to the ground and lunging for my throat with his dripping fangs...I woke up smiling... Hersday. I woke up in Dirk's arms, and I wriggled against him, feeling him grow hard inside me. I squeezed down on him and rotated my hips, using his cock as a sex toy, unable to cum, but getting oh so close, and knowing it would be a welcome wake up call for him. I feel him throbbing against my love button, sending his love into me, filling me up to the point of bursting, but not beyond. In my frenzied state, I dared hope he'd wake up and give me my morning workout there and then, but when he finally stirred, he just made a halfhearted grunt, and lazily pulled me up and down on his cock a few times and then unleashed inside me with a sigh. "Morning, Belle. Whew, thanks for the wake up call. Now be a dear and go eat your breakfast. You've got a big day ahead of you. You can skip our workout today, trust me you'll get plenty of exercise. Just head off to your relaxation lessons and then wait for me then pick out your sexiest maid outfit. You're going pro today." I nodded meekly, but inside I was filled with questions I didn't dare to ask. Who was it going to be? What was I going to wear...and what would he want me to do? Was I ready...did I want to be? Why couldn't I get rid of this bottomless pit of worry in my stomach? The tension and fear followed me through my breakfast and my quick shower. I pinned all my hopes on my mysterious menor, hoping he would be able to teach me something that would give me the confidence I needed to get through my first official time as a sissy whore. "You look nervous, Belle, let me guess, you are worried about your first time going pro today. Well don't worry. With your training, you'll be more than ready. In fact, today I only have a few minor odds and ends to teach you, really just tying up loose ends. The truth is, there's not much more I can teach you, and unless you need some extremely specific training for an especially demanding client, we likely won't meet again. So if you'd like, before you close your eyes, I'll let you ask me one question." I didn't know what to think. I had so many questions, and all I really wanted to ask was for him to be here everyday for me to come sit in his chair and hear his dulcet tones. But I put all selfish thoughts aside and another question surfaced, one that had been nagging me but that I'd been to timid to ask. Since this might have been my last time to see him, I decided it was now or never, asking, "I don't mean to be impolite, but zis has been bozering moi. Are you happy? Because you have geeven me so much, but I zink it would be very difficile for you to teach yourself. Who gives you all zese wonderful feelings?" "I...I'm afraid there isn't a good answer for that, Belle. But...thank you for asking. I'll miss our lessons very much...and I wish you good luck. Now, please, close your eyes and count down from one hundred." I closed my eyes and started counting, hoping he was wrong and that this wouldn't be the last time I heard his voice. When I woke up he was gone. I just knew it. He was never in the room with me before either, but I could feel his presence then. It was only when he finally left me alone that I'd noticed the difference. But in a way, it was better...he had placed his complete and total confidence in me, and I knew I wasn't going to let him down. I raced to wardrobe and found my row, finally deciding on a bag reading F-XXX. I knew I had found the right one... It was all rubber and latex of course, from the skintight white "stockings" to the shiny black belt/skirt with a second layer of white ruffled rubber. There where no panties of any sort, which I supposed was just as well as I wasn't going to keep them on for long anyway. The top consisted of the cutest black corset with a white apron design stenciled on the front. My breasts were left fully exposed and fully accessibility, leaving no illusion what sort of household duties I was hired for. The outfit was completed with a plastic white bonnet that was curved in the front. I was pretty sure I knew what it was supposed to catch. Well almost complete anyway...at the bottom of the bag was a container of cherry flavored lube, and I decided that it would probably be a good idea to add it to my ensemble, squirting the entire bottle directly up my ass in preparation for what was to cum. I paced impatiently waiting for the alarm that would tell me where to go, and when I finally heard it, I raced over to room 104, not sure what I'd find there... What I found was Dirk standing in front of the door with a big sissy- eating grin on his face. "I've got a surprise for you, Belle. I knew you might be worried about your first time as a sissy whore, so I found some clients you should be comfortable with...some of your old friends!" I couldn't breathe...I felt like I'd just been punched in the stomach...Dirk kept talking, but I only caught garbled fragments, as if I was hearing him from

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The Young Sissy Chapter 1

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. Chapter 1 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...

3 years ago
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Young Sissy Ch 01

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 with needles,...

2 years ago
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Young Sissy Ch 03

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pure satisfaction of hot flesh filling my pussy. It made me feel...whole. Of course, it also pushed down my cum button and sent my body into...

3 years ago
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The Young Sissy Chapter 2

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself....

2 years ago
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My Young Sissy brother for Mens Cum today

sharleesisterboyMY Young SISSY brother in Heat for Men's Cum, today!You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big brothers arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock. You know what I like to do to You, but, instead, I tie your wrists...

4 years ago
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Young Sissy Ch 02

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself. It was...

2 years ago
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Young Sissys Story

Today I want to share with you my story. I’ve finally managed to gather enough courage to tell you about how I became a sissy and what has that meant to me, but before that I'd like to thank xhamster for giving me the opportunity to share my story. I’m very grateful to porn for helping me discover my sexuality and my true nature as a sissy and for helping me develop new tastes and discover new pleasures. Now let’s get into my story. So, as you’ve read in the title, I’m still a young sissy, I...

2 years ago
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Chastity Sissy Katie gets fucked by huge young coc

It had been months since I had indulged my sissy urges. I have been spending a lot of time in chastity and had been locked up for 8 days when I decided I had to have a real cock inside me. I messaged my usual older daddy and was disappointed to find out he was out of the country. Too horny to wait I placed an ad on Craigslist and narrowed it down to an older guy with a decent looking cock and made a date for the next day. I spent the morning getting ready and just as I was about to leave he...

4 years ago
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Mothers Sissy Teachers Pet

Mother's Sissy, Teacher's Pet By Sandy Brown January 15th, 2012 Dear Ms. Brown, I am Sandy's homeroom and science teacher. I thought I would mention to you that I noticed that Sandy had a small amount of nail polish on the base of his fingernails today. I assume that he was having some fun with you over the weekend, and that before he left for school you used nail polish remover, but inadvertently left some polish on. The color is very pretty, and I'm sure he looked adorable, but...

2 years ago
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Young Sissy SonBrother Part 2

Young Sissy Son/Brother Par 2 After lunch, Bree announced that it was her turn to be in charge, and she wanted to play dress up. "What?" "Dress up. You know, we try on different thing's and act (girly)." "Like what kind of things?" "Come up to my room little brother and I will show you." Up in Bree's bedroom, Alan was concerned for the first time that his sister was now firmly in "control," for the balance of the afternoon, that is. While younger than himself, Alan still...

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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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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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...

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...

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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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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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...

1 year 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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The Sissy Diaries My Two Mistresses

Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...

2 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,...

1 year ago
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The 150 Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

3 years ago
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407am Sissy

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

1 year ago
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Milking Sissy

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

3 years ago
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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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The Reawakening of Sissy Jackson

The Reawakening of Sissy Jackson By Cassandra Morgan The memories came at night, when his consciousness was not on guard to stop them. A little boy, rushing across the playground to his mother. She laughs and picked him up, kisses him on his lips. He is a small boy, frail, too weak to play ball sports with the other kids. He plays on the swings...but not too high. He plays hopscotch. He plays jump rope. The mommy does not care. She likes having her little boy close to him, and if...

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...

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...

1 year 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...

1 year 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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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...

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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...

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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...

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