Young Sissy Ch. 01 free porn video

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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.

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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, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to see if I still could, but it was futile. Every dream I had featured me with bouncing breasts, an hourglass figure that told everyone when it was time to fuck me...which was all the time, and a face of an angel..or a succubus. I just became more and more alluring in my dreams...more fuckable, and to my surprise, I no longer considered that a bad thing. In the heady twilight between reality and dreams, I didn't have the capacity for self deception I'd relied on so doggedly as a man. I couldn't force myself to feel guilty for relishing the thought of being every a waking wet dream, even if I wasn't 100% sure when I was awake...

My favorite dream was The White Room. In it, I woke up in a room where the walls and floor were all painted a solid, textureless white. It reminded me of my secret place, the place I could hide when my brain melted from trying to process too much pleasure at once. A place beyond reason, dignity, or morality. A place I didn't have to wonder why some of my proudest moments where when I was being humiliated. Where I didn't have to explain to anyone...especially myself, why the word 'surrender' sounded so musical to me; why it made me want to sway and writhe to its rhythm. Where pleasure didn't come with a price tag, and the cost wasn't always going up.

In my dream there were strange, phallic protrusions jutting out of the floor and the walls. Different lengths and thickness, with all sorts of different curves and ridges. No two were alike but they were all smooth and hard and slid in my ass with an almost eerie ease, as if I was perpetually lubed up. As I bounced up and down the studly stalagmites, I felt my body come to life, my hands hungrily devoured my new curves, seducing myself and making me want to fuck that slutty little bimbo even harder. My breasts had started as soft little peaches, juicy and tender from what I could only assume was hormones. In time they swelled to the size of small melons. I was at least a D cup now, although I never seemed to wear a bra in The White Room, or any clothes for that matter. Clothes would only get in the way of my eager little fingers, twisting my sensitive nipples until jets of cum escaped my shrunken clit in a sticky coo of satisfaction. I would thrust my head back and see myself in the mirrored ceiling, the only part of the room that broke the illusion of the void, feeling absurdly grateful to my captors for making me the gurl of my dreams. My golden hair crashed in waves against my alabaster skin, my bee-stung lips formed an ecstatic 'O', my already feminine features had been surgically softened, accentuating my button nose and big doe eyes. I probably should have been alarmed to see myself so changed so drastically, so permanently, and in such a short period of time. But there was no fear in The White Room. And as long as I could stay there, I would never have to face the reality my reflection hinted at. I never wanted to wake up...

"Wake up, Belle. You can't ride the decorative dildos all day. It's your first day as an official member of the harem, and I'll be damned if you're going to get me in trouble for letting you fuck yourself all day instead of showing you the ropes." I probably would have shit myself in fear if I hadn't been given daily enemas...or was that part a dream too? Standing in the doorway I didn't even know existed, stood the sissy that got me into this, the stunning raven haired goddess, standing almost six foot sexy, with soft skin and generous curves hiding hard muscle and a cold heart. Her dark eyes constantly smoldering, her full lips always slightly tilted in a sinister smirk. She had the face of a Madonna and the soul of a succubus. To see her was to want her, and to want her was to be damned. All I wanted now was to hate her, after all, she was the one who did this to me. I was supposed to be her Master, but she saw something else inside me, and teased it out of me one squirt at a time. Now that I had the body to match my inner beauty and I'd become just another sissy slave in my step-father's stable, I wondered if she would continue to tease and torment me, or if the affection she had so cruelly faked to bring me low would grow into something real. I said a silent prayer that this was still a dream, because if it was, maybe we could have something real inside my fantasy. "Are you even listening to me, you stupid slut? Or have you gone dick dumb from riding faux phalluses for hours on end?" Sigh...it wasn't a dream. Instead, my nightmare was just beginning.

I followed Isabella out of the room and into a nondescript hallway. I opened my mouth to ask her how long I'd been out, but before I could utter a sound, she said, "First off, don't bother to ask how long you were being 'perfected'. I don't know and if I did, I wouldn't tell you. Time is fluid down here. We know when to eat, sleep, and fuck based on a series of chimes. You probably never paid attention to it when you where upstairs because you never had to meet a deadline in your life, but there are no calenders or clocks upstairs either. So get used to not knowing even the most basic things and accepting whatever you are told." She spoke with a bitterness that I hoped wasn't all directed at me. I realized with a pang of guilt that she was right about me, no one had ever depended on me for anything, so I guess time had always been fluid for me.

I opened my mouth to speak again, and again she cut me off, "Don't bother asking anymore questions. I've heard them all before and I'll tell you everything you need to know to be a good little sissy, which is precious little. That's rule number one by the way...a sissy never asks questions. If she needs to know anything, her Master will tell her." I nodded and followed behind her, walking past a mind boggling number of rooms with different plaques on them...The Locker Room, The Prison Cell, The Count's Chambers, The Classroom...and countless other fantasy themed rooms. I bit my tongue so that I wouldn't let a question slip out, not wanting to upset Isabella before we had a chance to talk about all that had happened.

"Sigh...okay, I can see this is killing you, and you make a really annoying face when you're trying to think, so I'll tell you what the rooms are for. You might have noticed that the basement is pretty big. That's because it's not a basement, it's an underground complex your father built to live in after World War III or Armageddon, or a race war or whatever horrible old rich white men plan for." I felt a twinge of sadness at the mention of my horrible old rich white man father. I had never met the man, he died during my conception, a casualty of his own vanity. He married my mother at age 89, a ridiculous attempt to recapture his youth with a vapid trophy wife. He didn't make it past the wedding night, cumming and going at the same time as his heart gave out. I wonder if that's why I'm so weak? Maybe his sperm wasn't potent enough...

"But to make a long story short, Master Darren saw the potential of the 'basement' and has turned it into a fantasy brothel and sissy re-education center. Even I don't know how big it really is, or where the guests come and go from, but you'll meet them eventually. It's an expanding operation and you're the newest, but certainly not the last sissy to join the team." Suddenly, I felt even more insignificant, if that was even possible. Not only had my identity, my manhood, my fortune, freedom, and future been stripped from me, but I wasn't even special...I was just another sissy out of many to come. Isabella must have noticed my hurt expression, because she consoled me by saying, "Don't you dare get mopey around me. I will give you a reason to cry and then beat the tears out of you. A good sissy is a happy sissy. That's rule number seven. Dammit, look at you making me skip ahead."

"I'm sorry, Mistress Isabella." I didn't dare talk back to her, even if I did think she was being needlessly cruel...after all, she had me wrapped around her little finger when I was still technically a man, still officially her Master...I didn't want to find out what she could do to me now that I was just a sissy. I sucked up my sniffles and followed her without a word until we got to the showers. Before I could even eep, she pushed me against the wall, her hard cock crushing my tiny clit as it struggled to rise to its full two inches...

"Now listen up, because I'm only going to say this once. You're going to learn a lot of rules about being a good little sissy soon, but there's one lesson you need to learn right now. When the Masters aren't around, I'm in charge. If you stupid little sluts get in trouble, I get punished too. So you'd better believe I will keep you in line." Her hand closed around my throat. It was soft and warm, but it felt like it could crush my larynx with a single squeeze. I just kept nodding dumbly, not wanting to give her a reason to give me a demonstration of how she kept naughty sissies in line...

"Now down in the basement the rules aren't as strict. When we have free time, they don't mind us getting off in whatever way we can. But let me warn you, you won't always have a choice in how you get off, or more importantly, how you get the other sissies off. It's not my job to keep the other sissies from picking on you or making you their personal pet and fuckhole." I remembered the casual cruelty with which the voluptuous Latina Lola had fucked the tattooed, pierced, and shaved sissy, Cunt. And the other gurls had eagerly watched as Isabella had fucked the cum out of me. I had a terrifying vision of drowning in a pool of sissy cum that poured out of my well fucked holes. Or was that a tempting vision? The idea of submitting to another sissy made my sissy clit throb, but it also frightened me. If they had even an ounce of the pent up frustration I had at times, they would tear me apart like tissue paper. But without Isabella's protection, I didn't know what I could do.

"If you don't want to end up the bottom bunk bitch of a harem of sissies...and I'd be surprised if you weren't already drooling at the thought, you better assert your dominance and fast. If you don't pick a sissy to overpower and dominate, trust me, one will pick you. Who knows, maybe even you can boss around one of these born and bred bimbo bitches. But first things first, you stink of sweat and cum. Take a shower and then meet me in the dorms so I can finish your reorientation." I nodded yes emphatically, so terrified that I looked like a bobble head doll just to make sure I didn't upset her. She rolled her eyes and let out a sigh of disinterested disgust. I hung my head and made my way into the showers. I was starting to think this whole, forcibly feminized fuck doll gig might not be as glamorous as the brochure made out. Worse still, Isabella only saw me as an annoyance. After all we'd been through, I thought she would at least hate me, but this coldness was so much worse. I was beginning to understand why Dante put the traitors in the lowest rung of Hell in a frozen wasteland. I had betrayed Isabella, just as she betrayed me, and now a wall of ice separated us in Hell.

I was so lost in my thoughts that I didn't notice anyone else as in the showers, that is until I walked right into her. "Hey! What's the big idea?" I almost apologized reflexively, but I swallowed my sorry before I could utter it. I didn't want to appear weak, not when my entire future in the basement was at stake. I had to prove I wasn't at the bottom of the pegging order, and as I saw the hurt look on Cunt's face, I realized I had already found someone I could easily dominate. Her entire body was an advertisement for her weakness, filthy slurs tattooed in ornate lettering across her hairless body, topped off with 'CUNT' written on her forehead. She looked so vulnerable as the water cascaded over her skin, I could just imagine there were tears running down her cheeks. I hated myself for it, but I knew I had to put them there if I wanted to show these sissies I could be tough, or at least tough for a sissy... "Who do you think you're talking to, Cunt? I'll walk where I goddamn want, and you'd better watch where I'm going from now on." I sneered at her as I puffed out my chest, which wasn't quite as intimidating as I'd intended considering I was basically shoving my pendulous breasts at her, but I kept my nerve up. I knew it that it was now or never. I had to establish my dominance immediately so that her natural instinct to submit to someone stronger would kick in and I would have my first bitch. I thought of the various sissies in the harem. Obviously I couldn't make Isabella my bitch, that ship had sailed once I let her fuck me...five or so times. And I knew Lola could kick my ass just as easily as she could fuck it, but I didn't see why I should submit to Bambi or Sakura. I figured that even I could boss around a living kewpie doll and a school girl geisha. But first I had to see to Cunt...

"My name...is CONTESSA!" I smirked as I saw her normally docile face scrunch up into a mask of diminutive rage. It was so cute...that is until she pounced on me, knocking the wind out of me as she hit me square in the stomach with her shoulder and used the full weight of her body to knock me to the floor. I struggled to regain my composure, to try to figure out what just happened, to try and regain control of the situation. But with her steely fingers pinning down my wrists and her powerful legs weighing down on my shapely but weak stems, I realized I never had control in the first place...

"So, you thought you were going to make me your bitch, is that it?" Her modest but shapely B-cup breasts crushed against my almost ridiculously well endowed tits. I squealed like a tortured mouse. I don't know if it was the steam rising from the hot water hitting the cool tile floor or if my new curves were making me feel even more submissive and sex starved than ever before...which before I found myself writhing underneath Contessa's firm grip, I would have never thought possible. "What were you going to make me do...suck your shriveled little clit? Or where you going to try and get it hard enough for a few pathetic pumps inside my sexy ass?" Her lips caressed my ear, her breath hot on my cheek, her teeth closed around my tender ear lobe...

"AIEEEEE!" pain shot through my head as her teeth cut into by flesh, I tried to scream, but she struck with the speed of a cobra, her mouth seizing mine, forcing my scream back down my throat with her nimble tongue. I soon forgot my pain as her tongue wrestled mine to the floor of my mouth and her nipples sc****d against mine with a frustratingly frantic friction. Her smooth leg slid between mine, and despite my terror...or maybe because of it, I found myself desperately thrusting my hips, rubbing my swollen clit against her thigh, humping her like a bitch in heat. She released my mouth for a moment and I assumed she wanted to hear me whimper wetly, but then she jammed her leg violently into my baby-soft balls. "EEEEEEEEEE!" my scream would have made a castrato jealous.

"Ooh, I'm going to like playing with you. I haven't even broken the skin and already you're singing like a dying bird." My body was wracked with pain, starting from my bruised fruit and taking root up inside my guts, were it found fertile soil to plant pain....but just as suddenly as she thrust me into Hell, she delivered me into Heaven, moving with a feline speed and grace down between my legs, taking my swollen sack into her mouth and gingerly sucking on it, nursing it back to health as I fought back tears of anguished relief. "You see, Belle, I can be a loving Mistress...but only to bitches that show me respect." Her voice went from silky soft, a soothing whisper that sneaked into my ear to the cold, merciless monotone of an executioner, or her Master, Darius. She got up off me, satisfied that I wouldn't try to resist any further. She stood up and held her dainty foot in front of me, wriggling her little toes. I saw that B-I-T-C-H was tattooed on them with an ornate flourish and I felt a pang of shame that I would have a bitch for a Mistress. But I knew it was pointless to resist, and more than anything, I wanted to find out how loving she could be. I kissed the sole of her foot, licking from heel to toe and taking her dainty toes in my mouth one by one, alternating between sucking on them and sliding my tongue between them. I heard her laugh, it sound like broken glass falling to the floor...

"That's a good little bitch...as long as you know your place, we'll get along just fine. And I'll only have to hurt you a little..." I looked up at her with a look of awe struck submission, not bothering to try and hide the fear and lust wrestling in my eyes. I knew that was what she wanted to see anyway. "You probably thought I was easy prey, didn't you? You saw the way my Master treated me, see my shameful submission literally written on my face, heh you even saw Lola riding me like a little fuck pony, didn't you?" She took her foot and placed it under my chin, lifting my head up closer and closer to her erect sissy stick. I'd never seen it from this angle, it was an intimidating sight, it had grown to at least a full five inches, and not terribly thick, but dotted with metal spikes that had been embedded in her tender cock. I imagined what it would feel like in my throat and I swallowed hard. I realized with a stifled sob that I was about to find out...

"Well I've got some news for you...I'm the toughest sissy in the basement. You could torture me all day and you'd only end up begging me for mercy. My Master has made me the strongest, sickest, sexiest sissy alive, and you little bitches belong to me when you're in my basement. I let your snobby sissy slut pretend she's in charge because she doesn't try and fuck my bitches, but make no mistake...she may enforce the rules, but down here...I make them. So if I want to order Lola to fuck me with her fat prick, then that's my business. But get this straight, she is a kept sissy, just like me, so that makes us better than you community sissies...so don't you ever try and fuck me again. Get it?"

During her threatening tirade she kept rubbing her cock all over my face, the smell of lavender and sweat making me swoon and her hard steel grazing my soft flesh making me tremble in fear...and anticipation. I realized what a terrible mistake I'd made, and I was surprised at how guilty I felt. I don't know if it was the shock of processing all these new sensations and the onslaught of changes all at once, or if I was simply adjusting to my new role as a sissy slave, but I didn't even question why I was so eager to please her. Submitting to the strong just made sense...it was the natural order, it was my moral duty to honor the gods of Domination and Degradation, even if they were arbitrary and cruel. And the worst part was, I think a part of me wanted her to be unfairly malicious. I felt like I deserved to be punished for being so weak, for throwing my life away for a kiss...and who better to condemn me than another sissy? "Please, Mistress, please punish me for being such a stupid slut. I want to be a good slave!" Even as I was saying it I was cringing, my words far braver than I was. Maybe I deserved it, but I didn't know if I was strong enough to take my punishment.

Contessa looked pleasantly surprised, which for a fleeting, fluttery moment, made it all feel worthwhile. Of course, the moment couldn't last. I must have been smiling too broadly, or maybe my mouth was slack and drooling from feeling her cock kissing my lips, but suddenly I felt hot flesh and cold steel barreling down my throat, bringing tears to my eyes and stopping my heart. For a moment there was only the shock of the alien sensation of unyielding metal traveling along with soft skin and hard, but malleable muscle. And then my brain decided to make up for slacking off by processing the stabbing sensation of pain in stark detail. I panicked, sure from the intensity of the agony shredding in and out of my throat that I must be fatally wounded. Unfortunately, this only make my throat close tighter around the studded sissy stick, spurring Contessa on as I milked her hard clit. "Hmm I've got admit, I didn't expect much from your mouth, but you've got quite the talented little throat. I'm going to have to cut this short if I want to fuck that tender little pussy of yours."

I didn't know whether to be relieved or horrified as she pulled out of mouth with a wet plop and let me crumple to the floor. Drool dribbled past my lips and down my chin, hitting the tile before me as I panted, slack jawed and spent. What I saw surprised me almost as much as my throat fucking...there wasn't a drop of blood in my spit. What had felt like mortal wounds was only sensitive nerves being pressed hard by pointed, but apparently dull metal studs. In a way I felt disappointed, sure I wasn't going to die, but that meant I had caved to pain alone. I had hoped I was past that, but every fresh hurt turned me into a frightened virgin, and I never knew when I would beg for mercy, humiliating myself and bringing more well deserved wrath on my head. I'd been lucky so far, but I knew I had to steel myself if I was going to endure what came next. Contessa took advantage of me being on all fours like a good little bitch, sliding behind me with that terrifying speed of hers and forcing her cock into my ass with one forceful thrust.

"NNNGGGHH!" I gritted my teeth until I thought they might crush into powder, but I did not let the scream out. Contessa's slim prissy prick slid in with little resistance. Instead of making it easier to accommodate her member, it let her long shaft me immediately, digging a trench of boiling lava into the bottom of my love tunnel while the top of her mushroom head hit my sissy spot sending muted throbs of pleasure to ease my pain. But it was like tossing drops of water into a volcano...she wasn't hitting it hard enough to give me any real release, but I worried that if she sped up any more, her spikes would be the nails on my coffin, digging a hole I couldn't climb out of as the pain boiled over until I couldn't endure it any longer. That's when Contessa did something that really shocked me...

"Aww...poor little, Belle...her first day and she's already getting trenched...I remember my first day here...how frightened and alone I felt. To be honest, I expected you to beg me to stop even before I shoved Mr. Chompers up your sissy chute. I'll give you a break, just this once..."and just like that...she pulled out, leaving only warm steam to fill my hole providing a balm to my ravaged nerves. I looked up at her with puppy dog eyes, overwhelmed by the unimaginable generosity she showed by not tearing up my ass. I couldn't form the words to express my gratitude, which made them that much more profound. "Aww...aren't you the friendly little puppy? Just for that, I'm going to clean you myself." All she does is curl her finger slightly, but an 18 wheeler couldn't have pulled me towards her any quicker. Before I knew it I was kneeling at her feet, warm water cascading down on us both. She put a finger on my chin and I immediately rose to my feet, eagerly awaiting her next command.

She didn't speak a word...but her hands said everything, slowly sliding up and down my curves, soap covering every inch of my quivering flesh, her skillful hands finding every nook and cranny. I wrapped my lips around her shoulder to stifle a moan, and she took the opportunity to gently stroke my hair, the wavy blonde locks sticking to my back as she caressed my crown. I was shell shocked by this sudden change in her personality. She went from the kind of girls that rips the wings of flies and then tries to staple them back on, to this sweet, loving creature. I didn't know what to make of it, but I also didn't want to figure it out if there was something wrong with it. So I just turned off my brain and let the water run down our bodies, finding the tiny crevices between our soft embrace and heating them up as they caressed them with tiny streams. Of course, this oasis in Hell couldn't last forever. After what seemed like only an instant, but which my pruning fingers told me must be longer, she broke the embrace, practically cooing, "There. Now you're all clean and you can go meet my other pets."

I smiled stupidly, no longer worrying about anything, and trusting my new Mistress implicitly, as if I hadn't just been ravaged by her. This comfort made me careless, and I forgot how quickly she could turn violent. All I was thinking about was the need throbbing between my legs and radiating from my aching nipples as well as the soul deep emptiness in my sissy pussy. "Please, Mistress, will you help me get off now. I haven't cum since I woke up and I feel like I'm going to rupture something." I don't know what I expected...I should have remembered a slave lives for pleasure, just not her pleasure. But what I definitely did not expect was to see the warmth freeze in her eyes and for her face to fall into a mask of merciless malice.

"I should have known...still the same spoiled brat. You're not a friendly little puppy at all. You're a filthy little fuck pig. Well we'll see how hungry you really are..." She yanked me by the hair and I couldn't keep the shameful shrieks inside me. She didn't yank especially hard or even seem to care if she was inflicting pain one way or the other. She was just using it as a substitute for a leash, dragging me into the adjacent locker room, every step further eroding my will, leaving me a sobbing snotty mess by the time she tossed me unceremoniously on the ground. "Ugh...you really are a fuck pig, aren't you? Well luckily I carry around just the thing for sluts like you." I saw her digging into her locker and each item she pulled out made my heart beat faster, the blood rushing to my face so fast I almost fainted...

The leash I expected...I almost felt relieved when I felt it tightly hug my neck. At this point I needed someone to control me, I was obviously in no state to...and it beat pulling me by my hair. The next item seemed cute at first, pink perky little ears on a leather strap that she fastened tightly around my chin. I thought maybe she had a change of heart and was going to give me another chance to prove I could be a good little sex kitten...that is, until I saw the pink plastic snout in one hand, and the butt plug in the other...matching pink, and flaring wider than any cock I'd ever taken, but long enough to mash in my gooey button, with a corkscrew tail completing my fuck pig uniform...I don't know if it was nerves or brazen lust, but I couldn't hold in an excited little squeal...

"Ugh...you really are a disgusting creature." I had no doubt that her contempt was genuine, which made me feel hurt and worthless, but at the same time I struggled with the overwhelming excitement building inside me as I waited to find out what Contessa had in store for me. I was torn...on one hand I wanted nothing more to please my new Mistress, on the other I NEEDED to cum. One thing was crystal clear... my new Mistress was as unpredictable as she was dangerous, and I didn't want to give her any more cause to lash out at me than I already had. I would let her humiliate me and prove whatever point it was she was trying to prove, and I would learn my lesson, even if she was the only who knew what that was...

I didn't know what expression she wanted me to wear as she slipped the snout on my face, but apparently a stupid grin wasn't it...I squealed again, but this time in pain, as her hand met my buttock with enough force to make my teeth rattle. "Don't you dare smile at me, piggy. You aren't even a human being anymore, just a disgusting a****l. So you look at the floor and don't you dare say a word. Piggies can't talk. So if I ask you a question, you snort once for yes and twice for no, understand?" I start to nod, but then realize that would mean I would have to look up at her, so as dehumanizing as it was, I merely stared at my hands and grunted once as respectfully as I could. "That's a good pig..."

Contessa rewarded my obedience by pressing the plug up against my puckered hole...I said a silent thank you for the lube she had evidently applied to it, because it slid in without much of a struggle. There was a moment when it felt a large rubbery ball of pain was being forced up inside me, but it tapered off as my asshole swallowed up the widest part of the plug and greedily gobbled the rest until all that stuck out was my cute curly tail. I marveled in the feeling of hard, unyielding rubber against my tingling nerves, it was different from the heated friction of flesh on flesh...not as intense, to be sure, but not as fleeting either. My ass wiggled involuntarily as I squeezed to hug it tighter with my anal walls. I could feel Contessa's disgusted stare dripping over me even without looking up, but I couldn't help myself. It was a vicious circle, the more humiliated I was for acting so depraved and wanton, the hornier I got over being humiliated. I couldn't control myself, all I could do was crawl behind my Mistress as she led me by the leash to what ever delightful punishment she had planned...

She led me out of the locker room and through the labyrinth of identical halls. I had no idea how she knew where to go, but then again, I didn't need to know, because all I could do was follow anyway. Along the way, she would make staccato raps to the water pipes, sending out what I could only assume was sort of sissy Morse code. I wondered vaguely what she was saying, and who she was saying it to, but again I decided it was pointless to ponder it. There's a special sort of calm in surrender. Once you accept that you are completely powerless to change your fate, you are free from worrying about it. That is, until you pass the love of your life and the mother of all heart breakers in the hall and hear her sigh "Christ, Contessa, what the fuck are you thinking? You couldn't wait a full day before making Belle your fuck pig?" Her tone was exasperated, but not surprised. My mindless calm became troubled by waves of shameful regret. It would be one thing if she sounded jealous, or even disappointed...but she only sounded annoyed with Contessa for not being more patient. She didn't doubt for a second that I'd end up as a disgusting fuck pig, she knew it was inevitable...she just wanted Contessa to give me a day or two first...

"Don't get your panties in a bunch, Isabella. Your little girlfriend here tried to make me her bitch, and then when in my infinite mercy I decided to forgive my new bitch, the nasty fuck pig begged to cum. So I'm taking piggy to get fed." I risked sneaking a glance up at Isabella to see her reaction, immediately regretting it. There was the usual tired disinterest, but the moment she heard about 'feeding me', she winced and something that almost resembled pity came into her eyes. I began to worry where I was headed, and remembered with a shudder that it didn't matter where I was headed or what Contessa had planned, because there was nothing I could do to stop her...only this time the thought wasn't so comforting. Instead, my helplessness only added to the gnawing worry eating me up inside. But all I could do was follow as my new Mistress led me away from my first Mistress and towards whatever twisted fate she had planned for me...

I knew we had finally reached our destination when I let out a half fearful/half excited gasp...the playroom! An impressively large room filled with all sorts of twisted toys and the restraints needed to force me to play with them. My lip trembled fearfully under my snout, making me the perfect picture of a pathetic pet. I saw Lola leaning over a stockade, licking her lips lasciviously. I didn't know whether to be relieved or even more terrified. With Contessa I didn't know where her mood with take her from one second to the next, but at least there was the possibility for small pockets of kindness, an eye in the storm of her sadistic wrath. With Lola, I had the feeling I could count on consistency, but I had a gut punch feeling that it would be consistently cruel, or at best capricious. Her greeting didn't exactly allay my fears..."Hola, Bella, you are looking muy delicioso since you emerged from your cocoon. I've been waiting to feed you mi chorizo, so I hope you tiene mucho hungry."

I wanted to explain myself, ask her to be gentle, but I saw the hunger dripping from her eyes, the same I saw in her Master's gaze just before he forced his fat cock up my ass without so much as a drop of spit. Contessa was silent as an executioner as she pulled me up into the stockade, securing my hands and neck and forcing me to stand spread-eagle with my ass arched invitingly just to avoid from chocking against my restraints. I couldn't see her as her long dagger-like nails slid gently across my skin, the tenderness of it only reinforcing how vulnerable I was should she choose to cut into me. That familiar treachery stirred within me, my body building up to a full scale mutiny against my better judgment, only my new body was even more persuasive. My breasts weighed heavily as they hung against the smooth oak of my stocks, caressed by hard, unyielding wood, they throbbed with pleasure, telling me to embrace the binds that hugged me so tight. My legs shook in anticipation, sending shudders all the way up to my generous ass, which shimmied as if trying to charm any nearby snakes inside. I wanted to say something, anything that might get them to see me as something more than sexual livestock, if not a human, at least a fellow sissy. But all I could manage was to grunt once for yes...oh God yes... Contessa finally cut through the thick silence with her steely voice, "In case you haven't figured this out yet, you aren't here as a reward. I will not tolerate a selfish sissy in my service. You will learn self control, or I will teach you the wages of sin Dante Alighieri style. But, I can be an angel of mercy or the Queen of Hell. It's all up to you. If you can make Lola here cum before you do, then I'll let you go back to being almost human. If not...well, let's just say you really can have too much of a good thing." Throughout her sinister speech, I pricked my pink pointed ears up and hung helplessly on every word.

Still, it was tough to focus Contessa out of sight and with Lola stripping naked before me. She peeled off her tight whorish halter top and unzipped her miniskirt letting it fall to the floor. Unsurprisingly, she was completely naked underneath, her tanned skin looking so appetizing pulled taut over her voluptuous curves. She was probably the only one in the Basement with fuller curves than me, but where mine were soft and yielding, one look would tell you that you could bounce a quarter off of her bubble butt, her thick thighs and broad hips looked like they could pop a watermelon, even as her hips curved in steeply, giving her the figure of a bronze Barbie doll or one of R Crumb's wet-dream-girls. Her cock was even more impressive, uncut, it really did look like a mouthwatering sausage, and a frighteningly filling one at that. It must have been a lucky seven inches long, and so thick my jaw hurt just staring at it. But by the time she finally pressed it to my lips, saying "Come on, puta, it's tu comida...so eat up...", I didn't so much open my mouth as I moaned around it...

It was only the fourth cock I had in my mouth, but even so, I was sure I'd never get tired of tasting a new treat. Just as Isabella's was milder than my step-brother Dale's cock and Contessa's had a more flowery smell and a bite to it, Lola's had its own unique taste, texture, and shape. For one, her foreskin gave it the delightful sensation of unwrapping a piece of candy with my tongue, only it was one of those Mexican candies, salty and a little spicy from the sweat trapped underneath its hood...but far from unpleasant. And her girth was making me swoon, and not just from the lack of oxygen. Feeling her stretch my throat to cartoonish proportions sent submissive shivers down my spine. I couldn't resist wiggling my little tail and clenching down on my pretty pink plug so that it would press against my pretty pink prostate and make my entire body throb with every surge of her hot tamale. I was beginning to wonder why anyone thought being a sissy's bitch was a bad thing. I couldn't imagine ever turning down Lola's fat clit, so why should I care if I didn't have a choice?

I soon found out when she began lovingly stroking my hair, softly at first whispering, "Mi amor, mi chiquita bonita, mi cochinto chinga" and all sorts of other romantic sounding serenading. But then she gripped my hair tightly, and as if she wasn't aware of what she was doing, started thrusting so fast, that my head was getting slammed against the hard wood...even as her hard wood reminded me of how bad something I loved could hurt me. She still was cooing at me, "You're such a good little piggy...es so sexy when your snout mashes against mi stomach...I'm going to ask Contessa if she minds me tying a ribbon around your tail...cute...little...tail...and...cute...little...throat..." I guess the best thing about Lola was also the worst thing. She wasn't vindictive like Contessa or manipulative like Isabella...she was just passionate. But it was a passion that burned up everything it touched, and she was its first victim, lost in mindless hedonism and completely unaware of how brutal her love was.

My only consolation was in knowing that at this rate, she would fill my throat with her milk before she could even think about fucking me. I would prove my worth as a sissy and I wouldn't even have to do anything. I just hoped I would have enough brain cells to appreciate it once the drunken stupor of an oxygen starved brain wore off. And then I heard the familiar sound of Contessa's sharp voice cutting through my daze..."Pathetic. You couldn't even wait until she started fucking you, could you? No, you had to milk your disgusting toy tail for all it was worth. Well I hope it was worth it, because I don't give second chances..." I had no idea what she was talking about, until I felt my legs go rubbery and my clitty spasm and shoot, sending gushes of giddy glee throughout my rolling curves. This new body seemed even more responsive than before, with my golly gee spot bursting into a blissed out flood that pumped through my veins, my nipples radiating the happy hurt they usually only sent out for a hard fuck and my White Room closing in around me, Lola metamorphosing into an angel sent to deliver me from the darkness and lead me safely into the pure perfect light of salvation...and then she pulled out.

Once I stopped drooling long enough to think and my mind chugged back to life, I remembered that Lola had delivered me evil, she had handed me over to it...dropping me into the claws of the Queen of Hell...I could only imagine what kind of unimaginable torture Contessa was cooking up behind me. I think any sight would have been better than the swirl of images pulling me down into the abyss of hopeless terror. When Lola joined her Mistress behind me, I became doubly worried. I felt a tug on my tail, and I squirmed helplessly as it was sloooooowly pulled out of me, the width of the plug bringing back that taut pain as I stretched my sphincter to make its way out. But I was surprised that it didn't hurt more, it must have loosened me up a little the first time, because I noticed the sweet stabs of pleasure more than the heated hurt. I even let myself hope that maybe my punishment wouldn't be as bad as I feared. But of course I was wrong. My punishment ended up being much, much better than I could have ever imagined...and that was the true Hell of it...

"Mami, por favor with sugar on top, can I fill this piggy with leche before you punish her...think of it as extra lube..." this sounded about as far from punishment as things could get. Ever since I saw her bronze beauty thick and throbbing before my lips, I had wanted...okay, NEEDED to feel it inside my hungrier hole. And with my cute little tail cut off, my pussy was feeling excruciatingly empty. Once again I wondered what they could have done to make my new body even more wanton and willing. It's not like I had an asshole transplant...did I? Had they surgically grafted a woman's pussy into my ass? As ridiculous as that sounded, the reality seemed even less plausible, because with my asshole as sensitive and responsive as it felt in that moment, I doubt I'd even be able to fart without cumming. I waited with bated breath to hear Contessa's answer, saying a silent prayer to all the devils in Hell offering to sell my soul if she would just say yes, hoping they didn't know my step-father already had a lien on it...

My prayers were answered in the form of a warm, silky smooth pressure against my throbbing hole, Lola slid in with ease, and I grunted "YES! YES! YES!" as she slid effortlessly into me, her once frightening width bringing only a playful pinch to my tender tissue. Instead of tearing me apart, she was filling me up, hitting every weak spot inside me at once. At that moment I forgot that I didn't have a real pussy, I was certain the lube that let Lola slide in and out of me at a quickening pace must have been my pussy getting wet. I struggled to make sense of it, but then I felt her hands slide up and down my pendulous breasts, teasing them with tantalizing pleasure that tickled it's way across my skin down to my swollen nipples. They were so hard and so puffy, they looked like a bee had stung them, only instead of venom, he filled them with sweet sweet honey. Now I was certain that these were my real breasts, not implants...they just had to be, it's the only way the could fill up with hot liquid lust, like two water balloons ready to burst...the only way my nipples could throb with the beat of my pussy pumping out the backed up gurl goo into my veins and out to every quivering capillary under my skin. It made sense when I thought about it...or I guess the appropriate word would be 'felt' about it...because it felt real...and feelings were so much more real than reality. Besides, if I had a pussy, I had to have breasts, and if I had breasts it made since I had a pussy. I was dizzy chasing myself deeper and deeper down a vicious circle jerk until my brain gave up even trying to work it out and deferred to my body's infinite wisdom...

I should have been worried. Sex as a sissy had been overwhelming back when I was still technically a man, even disorienting, but things had never felt so oppressively unreal before. It wasn't like before, when my mind would reach a point where it couldn't process the orgasms multiplying exponentially until there was no room in my head for anything else. I mean, sure that was happening too...especially since Lola's passion was only matched by her endurance her prickette filling me again and again, setting off cluster bombs of devastating euphoria. But unlike before, things didn't just go blank...there was something waiting, some sort of back up, filling the White Room with a flood of images and thoughts too fast to comprehend...which only seemed to make them more convincing. Some small sliver of sanity was trying to reject the decadent mantra, knowing instinctively somehow that the more right things felt, the wronger they were, but all that came out of its savage scream was, "SQUUEEEEEEEEEE!"

"Ooh it looks like piggy like's her food. Well here cums some more slop, puta!" Lola grabbed my buttocks, squeezing down on them so hard she forced out another squeal of delight. She pulled me back onto her throbbing member so hard my teeth rattled and I felt a flood of sissy fluids fill my hungry hole. Her orgasm traveled through me, rolling downhill like a sticky snowball into it buried me in creamy perfection...it was like I couldn't feel a part of me that wasn't cumming, even my soft, shriveled clit was spurting out a thin drool of sissy squeezings. She sighed as she massaged my buttocks, kneading them as if to milk the last shuddery spurts...each one sent shivers of sizzling delight through me. By the time she pulled out and left me hanging limply in my stocks, I felt well fucked and well filled. If this was punishment, I was going to be a very naughty gurl.

"Hmm...just what I'd expect from a little piggy. She ate her meal and now she's ready to roll around in her filth and pass out. But this is supposed to be punishment, remember, piggy? Or are you ready to be a good sissy? I'll give you the choice. If you are willing to go a week with out cumming, I won't punish you. That, or I can make you cum right now. Well what will it be?" Contessa asked as if she already knew the answer, as if going through the motions for formality's sake was a tiresome chore. But how could she expect me to turn down a chance to cum for a week's worth of no cumming? I couldn't think up a worse punishment than that...and I hoped that neither could she. My mind was still hazy from my deep dicked drunken cum high, but what little rational thought that poked through the fog all told me I needed to cum...that it was worth any punishment for a little more pleasure. I didn't know if that was coming from me, my body, or the mysterious new place beyond The White Room, but at that moment, it didn't matter. I knew what I had to do. I snorted once for yes...and I snorted very politely...

"So pathetic...and so utterly predictable." Contessa was still out of sight and after a few absurdly long seconds, I began to have second thoughts. I was still too horny to worry about the punishment, but I was starting to worry about the funishment. I was worried that the way Contessa liked to cum and the way I preferred were world's apart. But then Lola wheeled out the most captivating contraption I've ever seen. Lola showed it off with a grand flourishes of her arms, as if she were revealing the grand prize on some perverted game show. It was a behemoth on wheels...a giant motor attached to what looked like a powerful piston and at the end of the piston...an ultra realistic dildo, fat and long, just like I liked them. All of the sudden I saw the dark humor in her offer to let me cum in exchange for a punishment...cumming was the punishment. That machine was both a sex toy and a torture device...it just depended on how long you left it on. And from the look on Lola's face, it was going to be left on half past Hell...

"Lola and I have places to be, so we'll just let The Obliterator5000 here keep you company until we get back. I'm sure it won't be more than a few hours at most...try not to have too much fun." Try not to have too much fun. I would have laughed, but I knew the joke was on me. I heard the sinister squeak of the wheels as they positioned it behind me, felt it slowly part my pussy as it slid into place, making me snort reflexively, my body happy for sloppy seconds even if my brain was running around in circles looking for a way out. The I felt a dribble of precum leak into my cunt, my lust/fear addled mind not sure if it was an inventive lubing mechanism or if they somehow got a real cock onto that infernal machine, and I knew I was lost. By the time I heard the click of the Obliterator whirring to life, I had surrendered to the inevitable. Surrender, it was beginning to become my defining trait, to the point I wasn't sure what else was left. Did anything else really matter if it could all change with a blush and a whimper?

Paradoxically, I felt the familiar feeling of hopeless optimism well up inside me the moment I gave in. I thought that maybe I'm more of a slut than they ever dreamed, and this really will be a reward for me. I don't know why that was supposed to be a comforting thought, but it worked well enough to dull the sharp edges of nerves stabbing into my gut. But what made even less sense was how I could still find hope in the first place. Things were already hopeless long before I ended up in the basement, maybe even as early as birth. Maybe my new Master was right, maybe some people are destined to be slaves, but even if I wasn't, that didn't change my circumstances...and what hope did a sissified shemale slave have? I couldn't think of a single reasonable scenario that meant anything but unending torment and terror...but I could think of dozens of increasingly impossible scenarios, and I clung to them like a life raft in a tsunami.

My impossible scenario seemed downright possible as the machine began pounding my pussy with pneumatic precision, perfectly calibrated to hit my G spot as well as a few I don't know if Cosmo has discovered yet. I soon climbed up to the dizzying heights of decadent hedonism I had reached earlier, foolishly believing them to be a pinnacle...but as the cock kept fucking me, the explosive force of my orgasms took me past escape velocity and into outer space...the hot friction fueled my ascent as I came faster and faster, my soul shooting like a comet as every atom in my body vibrated in a harmonic Hallelujah...blazing past Heaven and into realms of pleasure undreamt of by mere mortals. In other words...I came...a lot...more than the Surgeon General's recommended daily dose. I was more than high on my own body, I was overdosing. Whatever they had done to me had made me infinitely more susceptible to pleasure...with an emphasis on the infinite. On my journey to the edge of the universe and beyond, I had all the time in the world to ponder the indecipherable whispers surrounding me like a blanket of light. Whatever they were saying, I felt safe and calm as I listened, like an infant in her mother's womb, absorbing the sacred truths of the universe in my cosmic egg...and I could have gone on like that forever...that is until the whispers turned to screams...

I still couldn't tell what the voices where screaming, but I knew that they were angry. I felt guilt unlike anything I'd ever experienced before gnawing at my soul. If the earlier whispers were letting me know that it was good to be fucked, the screams were telling me it was bad to cum without permission. I remember being scolded before, a room full of sissies mocking me as I lost sissy chicken to my own slave...the humiliating sting of my bratty step-brother, Dale, blackmailing me, buggering me, and then berating me for being a selfish sissy and cumming first...my final eruption as a man sealing my sticky fate as a slave...and now Contessa, punishing me for being a greedy little pig. It brought all of my insecurities flooding back...I had always believed the world owed me everything...and then one day I learned that not only do I owe the world everything, I have nothing to offer. A failure as a man, becoming a sissy wasn't a point of pride like with some of the other girls, it was an escape attempt...one I botched when I agreed to become a slave in a moment of weakness. Now the only thing I had left, the only thing that mattered, was being the best slave I could be...and before I even started I had already failed by being the weak willed spineless brat I always had been.

Of course, none of this guilt stopped me from cumming. Not by a long shot. My body was an insatiable little cock pig. No matter how violently my mind retched in self disgust, I couldn't deny the irresistible bliss of being force fed orgasms until I burst...and burst...and burst. But unlike my earlier escapes into superego destroying euphoria, the guilt gnawing at me only grew more vicious the fuller I got. I tried to cry out knowing there was no one to here me...to beg for mercy I knew I didn't deserve...but I couldn't find the words. How could I beg to be fucked harder and to stop at the same time? Was it weaker to give into the voice of conscience I wasn't even sure was mine? Or was it weaker to give into my basest desires and eagerly accept my role as a fuck pig? Honestly if I could have done one or the other, I wouldn't have cared. It was being caught in the maelstrom I couldn't endure, but even though it was unbearable, all I could do was wait for it to end.

Time was always a tricky thing when I was getting fucked...moments could stretch into infinity and hours could melt away like butter in a hot skillet. And in a place where the concept of time was forbidden, things grew even more strange, the absurdity taking root to the point that Hell grew from an abstract analogy into a very real, very physical place. Hell didn't need a lake of fire or demons or the tortures of the damned. Hell was the place you ended up when you had nowhere else to run...Hell was facing yourself and not being able to turn away. Hell wasn't other people...Hell was being given exactly what I wanted...forever, and realizing how terrible my appetites were...

By the time I was finally released, I had run out of tears...or any other fluids for that matter. I shivered uncontrollably as I collapsed to the ground, my limbs useless and rubbery, my skin dripping with sickly sweat. My mouth dry, only just able to mouth the words "I'm sorry" over and over again. If Contessa noticed, she gave no sign of it...cruelly dragging me by the leash back out into the hall...forcing me back onto all fours as my limbs came alive in brilliant flashes of pain. Everything hurt...the mere absence of endorphins flooding my body sent me into orgasm withdrawal the emptiness filled only with jagged sobs. I kept pleading for forgiveness, but I couldn't form the words, I was terrified I would never recover, that I had become brain damaged and broken, a defective sissy. I wondered if she was leading me to the incinerator or the slaughterhouse...I prayed for either...anything that would bring an end to the pain. But most of all, I prayed for forgiveness...I doubt she heard me. And if she did, I'm certain she didn't care...

Instead of my end, we returned to the place where our relationship began. She led me back into the showers, tying my leash to a ring on the wall I can only assume was designed for that very purpose. Then, as if turning a hose on a pig covered in her own shit, she turned the shower on full blast, saying, "You missed dinner while you were being 'fed', so bedtime can't be far off. Try not to make a pig of yourself before you turn in. If Isabella nags me for your sloppiness, then I'll take it out of your ass...and not in a way you'll enjoy."

She didn't give me a chance to respond, not that I would have been capable of a response anyway. No, all I could do was let the water crash down on me, washing off all evidence of the filth festering inside me and allowing me to pretend my tears were only the water hitting my cheeks. That is how she left me, leaving me to sway back and forth under the empty caress of warm water, convinced I'd never get clean. My only consolation was that things probably couldn't get worse...or at least not before bedtime. But of course I was wrong...because Contessa had sent Bambi and Sakura to fetch me and 'tuck me in'...

"Aww look at thew widdle piggy. She is like a gagillion times cuter than that Charlotte's Web piggy." I blushed at the bitchslapped compliment, staring up at the kewpie doll with a mix of fear and lust. I thought I had her pegged, what with her cotton candy pink hair...which I could only guess was her petulant reaction to having another blonde join the harem...it was spun into girlish pigtails and only added to her porcelain fuck doll allure. Her baby doll make up accented her fair skin and her long lashes fanned her bright blue eyes, giving a look of demure innocence, but it only took one look at the way her Clara Bow lips curled into a hungry smile to make me worry about the easy confidence that carried her closer to me with every bouncing step.

I turned to Sakura for support, hoping the kindness I showed her when I was still a Master would be returned now that I was a sissy, but she wouldn't meet my eyes. She was humility personified, shamefully looking down at her maryjane shoes, the archetypal Japanese schoolgurl, her ivory skin painted like a geisha with her bright red blush. I noticed that she was being led by the hand by Bambi, and I realized I wasn't going to get any help from her. She was obviously Bambi's bitch...which meant that Bambi wasn't the obedient little girl I had imagined. I thought I had her pegged, but it was beginning to look like she would be pegging me instead. Her voice bubbled out in sing-song mockery as she walked towards the faucet, teasing "This little piggy went to the white slave market, and this little piggy never went home, this little piggy got spit-roasted, and this little piggy went..."

"EEEEEEE! EEEEE! EEEEEEE!" Icy cold water cut into me like countless tiny shards of glass. I scurried away from the water on all fours, Bambi laughing behind me as she aimed the shower head at me and hand on the cold water tap with a kung fu grip. She giggled as she watched me try to escape from the jets of icy water while still tethered to the ring by my leash. I finally gave up running, instead crawling through the shivery shower to kneel at her feet, begging her to stop...

"Oh Pooh...don't tell me you can't take a joke. You aren't going to be like Sakura are you? Pwetending you hate being my gurlfriend while secretely wuving every minute?" Thankfully she had turned off the water, but I couldn't stop shaking. Not just because of the cold...but because I looked up to see the anguish in Sakura's almond eyes as she tried to avoid my gaze. I had no doubt that what Bambi considered a gurlfriend, most would consider a prison bitch.

I surprised myself with a lack of self preservation, more concerned for Sakura's well being. I didn't know where this sudden selfless streak was coming from, but I didn't want to scare myself away from it, so I just blurted out the first thing that came to mind, "How dare you? Can't you see she's suffering? How would you feel if you were stolen from you homeland and forced to come to a strange land where you barely spoke the language? Don't you know how important honor is to the Japanese? You're lucky she hasn't committed seppuku." I felt a strange sense of relief after getting it out, as if I had accomplished something even if I was just humiliated and abused for my efforts...as I was sure I would be. Maybe it didn't matter what the results were, maybe all that mattered was doing the right thing despite the consequences. Or at least, that's what I thought until Sakura spat on me...

"Baka Gaijin! This humble sissy is American as the pie of the apples! I am very good speaker of English, and I am not a fucking JAP!" I crawled backwards until I was backed up against the tile wall, trying to get some distance between me and a suddenly not so submissive Sakura. I couldn't understand why she was so mad...if she wasn't Japanese, then why did she dress like that? Why did she talk like that? When Bambi laughingly explained it to me, I wished I never learned the answer...

"Silly widdle piggy. Don't you know Koreans hate being called Japaneesy? Espeshually Korean-'merry-cans. 'Sides, it's a total sissy party foul to bring up who we where before we butterflyed. But you'll understan' why we talk so siwwy once you've had your grammer and electrocution lessons." Sakura looked away, tears in her eyes. I couldn't imagine what could transform someone so completely into a living caricature...but mostly I hoped she had misspoke when she tried to day 'elocution lessons'...but I had a gut-punch feeling that she knew exactly what she was saying...

"Hmm...now how should I punish this bad widdle piggy for my makin' my gurlfriend all sad faced?" Bambi had finally untied my leash, only to wrap it firmly around her hand and pull me up to my wobbly feet. I knew she didn't care about Sakura, but she wasn't about to waste an opportunity to punish me for it. After my marathon session with the fuck machine, I didn't have the strength left to fight them off...and I wasn't sure I had enough before that either. So I did what anyone would do when faced with a hopeless situation...I begged for mercy...

"Please, can't we just be friends? I don't want to hurt you...and I REALLY don't want to get hurt. Why can't we all just be nice to each other instead of acting like bimbo bullies?" When I finished my little speech I was on the verge of tears...it was heartfelt...it was stirring...it was utterly pointless. Trying to appeal to the humanity of a sissy is like trying to teach a cat algebra, they'll never understand it and you only look stupid for trying. The worst part is, I couldn't even blame her...she's not the one that took every last drop of humanity and rang it out of her like she was a filthy rag. I wondered how long it would take for me to become as playfully cruel as her, and if that would make me stronger.

"Of course we can be friends...the bestest of friends. As long as you do whatever I say, whenever I say it. After all, I'm a pwetty pwincess and you're just a maid. Of course, if you want to upset the social high-archey, then you know what you have to do. Beat me at sissy chicken and I'll be your widdle baby bitch." The way her eyes shined when she challenged me, I couldn't tell if she was looking forward to winning, or hoping she'd lose...I doubt she really knew either. She definitely played up her spoiled little gurl persona...maybe she just wanted to be put in her place with a hard spanking? I felt my intestines unravel a little as I thought of how a game of sissy chicken would play out right now. The game was easy enough and deliciously hard at the same time...all I had to do was rub my clit against hers and make her cum before I did. Normally, this would be an exercise in futility, as I have a hair trigger squirt switch, and Bambi knew it. But what she didn't know was that I had just had every drop of cum pumped out of me and that no matter how good it felt, all she'd get was a dry spasm from me. I mulled over my options, I could even challenge Sakura to a three way match and make both of them my bitches at once. Sure, I'd still have to kowtow to Contessa and Lola, but that seemed to be the natural order down in the basement anyway. In one fell swoop I could go from bottom bunk bitch to head of the free range sissies with two sex starved bitches to attend to my every dark desire...

That's when I realized I didn't want to make anyone my bitch. Not that I wanted to be their bitch...okay well maybe a little, but I'd rather have been their friend. I knew that if I beat them, I'd have to treat them as cruelly as they planned to treat me, if not crueler. If I didn't, they would resent me for it and make me their bitch anyway. No one fights more zealously for the oppressive social order than a sissy...after all, it's the only way they can justify their fate. But I was different...I don't know why...maybe I wasn't strong enough...maybe it's because I didn't have to fight my whole life like most of the other sissies probably had to...maybe I just felt too much, but I couldn't bear the thought of causing anyone the kind of pain I'd felt. I only had once choice...I lowered my head and meekly whispered, "No, Bambi, I don't want to challenge you. I'll...I'll be your gurlfriend."

"Oh goody cumdrops!" Bambi lifted my gaze to hers and I saw her face light up with c***d-like glee. She wasn't exactly sadistic, just spoiled. She was just a big k** in a bimbo's body...which might be scarier than a straight up sadist. Whatever else she was, she was giddy with dominant delight; pulling my pink plastic snout off so she could cover my face in soft, fluttery kisses and suck on my lips like they were candy. I opened my mouth to moan and her tongue darted in furtively. Even though she was in total control, her coquettish demeanor remained...she couldn't just take me...no, she had to tease me, taunt me, make me want to take her...and then pull away leaving me weak and wanting. I was starting to miss the simplicity of Contessa's cruelty...

"Okay, Sakura, get this widdle dowwy all dried off and take off my dress so it doesn't get any of

Same as Young Sissy Ch. 01 Videos

4 years ago
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407am Sissy

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

1 year ago
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Milking Sissy

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

3 years ago
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I Now Own You Sissy

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

2 years ago
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Classroom Sissy

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

3 years ago
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A Submissive Sissy

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

2 years ago
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Saturday Morning Sissy

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

3 years ago
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Saturday Morning Sissy

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

2 years ago
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Revenge of The Sissy

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

3 years ago
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I Sissy

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

3 years ago
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The Farm School Sissy

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

2 years ago
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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

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

2 years ago
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I would be the Young Sissy

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

3 years ago
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I Want To Be A Sissy

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

2 years ago
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My sisters their friends and me their sissy

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

4 years ago
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Rules for sissy

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

3 years ago
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Raised a Sissy

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

2 years ago
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Curiosity Spanked the Sissy

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

2 years ago
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Tweak Chapter Three Birth of a Sissy

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

3 years ago
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Beth and Sissy

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

2 years ago
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The Making of a Sissy

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

2 years ago
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Andrew the Unsuspecting Sissy

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

4 years ago
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Sunday Night Football Sissy

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

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

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

2 years ago
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A Happy Sissy

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

2 years ago
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The Blushing Sissy

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

3 years ago
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Degraded Sissy

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

2 years ago
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How to Build a Better Sissy

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

4 years ago
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Checkerboard Sissy

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

4 years ago
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Trucker Daddy Gets A Sissy

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

2 years ago
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Saturday Night Sissy

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

3 years ago
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The Blushing Sissy

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

3 years ago
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Home Alone Sissy

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

4 years ago
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Be a Sissy

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

3 years ago
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Sissy On Sissy

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

2 years ago
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Mrs Grant and her new Sissy

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

4 years ago
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New Little Sissy

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

2 years ago
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Its Hard For This Sissy

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

4 years ago
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stepson becomes moms sissy

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

2 years ago
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My Sisters Sissy

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

3 years ago
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A Nasty Daddy gets a Naughty Sissy

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

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

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

4 years ago
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What does it mean to be a sissy

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

2 years ago
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What does it mean to be a sissy

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

2 years ago
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What does it mean to be a sissy

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

2 years ago
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Ken Sissy

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

3 years ago
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Mistress Sabines Sissy

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

2 years ago
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Miss Lindas sissy

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

2 years ago
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The Misadventures of the Worlds Worst Sissy

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

2 years ago
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First time Sissy

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

Transsexual
3 years ago
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Im Not A Sissy

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

2 years ago
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Richard the Sissy

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

3 years ago
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The Lingerie Salesman Sissy

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

4 years ago
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son turned into moms sissy

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

3 years ago
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Cum Craved Sissy

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

2 years ago
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Born a Sissy

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

2 years ago
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sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

3 years ago
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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

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