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TRAPPED SISSY 1 by Throne There was a knock at my apartment door. I hoped it was Shawna. I hadn't seen her for a few days and I was really eager for sex. It was all I could think about. Well, that and my little secret. But she didn't know anything about my private collection of panties, stockings, and other dress-up attire. I figured it didn't hurt that I continued with my occasional hobby, even though she and I were now engaged. And later on I could figure out some way to deal with it. Of course, I would have to be careful. The one thing Shawna would never tolerate was dishonesty. If she found out I hadn't shared my predilection with her, that she was marrying a closet sissy, that would be the end of our relationship. I tugged down my sweater vest and straightened the collars on my designer shirt. As I went by the wall mirror I checked my hair, which fell over the tops of my ears. Yes, I was looking flawless and ready for love. It would be a relief to get rid of the pressure in my balls. But as I swung open the door, a broad smile on my face, I got an unwelcome surprise. I had to turn my eyes up to look directly at Leon, the tall muscular Black man who did maintenance for the three buildings in the complex where I lived. He gave me a toothy grin and said, "Hey, Danny, how's it hanging? Mind if I step inside?" Before I could respond he had eased past me and was in my apartment. In a no-nonsense tone he told me to shut the door. Numb with surprise, I did as he ordered. By then he was striding across the room and plopping down on the couch. "Come here," he told me, patting a spot alongside him. "Don't be afraid. Do you think the big Black man is going to hurt you?" "What? No. It's just..." I shook my head, finally recovering. "Is there something you need to talk to me about, Leon?" "Yeah, there kind of is. I've been having this problem with my phone." He took a smartphone from the copious pocket of his denim overalls and held it up, the screen facing toward me. "I keep getting these real strange pictures showing up. And I know you got that good paying job doing all kinds of tech shit. So I figured, hey, my buddy Danny can put this right for me, just like 'snap'. Am I right?" "Well..." I wasn't happy but it didn't sound like a big deal. I'd probably just be sending him back to his provider. "Sure." I went over and sat next to him, feeling dwarfed by the sheer bulk of that wide-shouldered, barrel-chested, thick-bicepped figure. I could even smell a musky sweaty scent he exuded. When I put out my hand for the phone he held up a staying finger. "Just let me show you one of those pictures I was saying about." He hit a button and my heart stopped. It was a picture of me, in panties, garter belt and stockings, posing in front of the full length mirror in my bedroom. I had on plenty of eye make-up, blush, and lipstick. But I was still recognizable, even with my hair brushed into fullness and sprayed to keep it that way. I recognized the look I'd given myself the previous weekend, when Shawna was away at her Mom's for a few days. It had been so luxurious to be able to fully inhabit my Danette persona, to be girly and flounce around, and to relish some of my favorite writers at the on-line site, Fiction Maniacs. "But... but..." My mouth was moving and yet I couldn't get past one word. Finally I was able to ask, "How did you get that picture?" "Same way I got about three dozen more over the last couple weeks. The details ain't important, Danny boy. Or should I call you what I heard you calling yourself when you was dressed like a convict's dream punk? Yeah, how about I just call you Danette." He put his big hand on my soft thigh and squeezed it through my slacks. "Look, I don't know what you think you're doing..." That was as far as I got before he moved to the next shot. It was me again, in the same outfit, toying with my nipples. There was a bump in the front of my panties. And even a small wet spot. "Damn," he marveled. "Ain't hardly nothing in them pretty pink undies, now is there? You really that small down there, Danette? Maybe we should take a look." "You can't say that. This is my apartment and I..." He moved to the next picture. It was me once more, now sitting in front of my computer, with my hard dick in my hand, obviously masturbating. I recalled that I had been reading a story titled CAPTIVE OF THE LESBIAN AMAZONS, by that erratic but sometimes interesting author, Thorn. Or Throat. Some semi-clever pen name like that. "Whoa," Leon said, pulling back his head as if in surprise. "That really is a tiny one between them smooth white thighs. And it looks like you shave off what little bit a hair you got on your body." "That's... I started doing that when I was thinking of trying out for the school swim team. It felt good so I kept doing it. That's all. You can even ask my girlfriend Sh... Shhhh." Oh crap. I had gotten upset and almost let slip her name. His hand moved higher on my thigh. He wanted to know, "Her name's Shawna, ain't it? I heard you talking to her a couple times. Good looking girl. That long blond hair and pale skin. Kind of slim but with a good big set of jugs. Heh. Are they all natural?" "Of course they are," I blurted out. Then, catching myself, I told him, "Listen, if you're trying blackmail, it could be a bigger risk for you than for me." With his hand still on my leg, he widened his eyes and said, "I am so scared. What do you think could happen to me, Dan-ette? Like maybe Shawna would beat me up after I show them to her?" "What? You can't... You wouldn't..." "I can and I would, sissy. How do you think she'd act when that happened?" "Shawna would dump me in a second. She wouldn't understand about me liking to... you know... dress up. And she might be even more angry that I was hiding it from her." "Girl don't like being lied to?" My narrow shoulders slumped. "No. If I lost her it would be like losing everything." "Well, you better not tell me that, loser. Else I could use it against you." "I..." In my confused distress I had said way too much. I sat there shaking my head, desperately searching for a way out. "But I think I got a solution," Leon offered cheerily, as if we were discussing something mundane, rather than my future happiness. "Cause I seen some of the other good stuff you like to drool over on your computer and on that tablet of yours." He flicked to the next image on his phone. I was in bed, on top of the sheets, looking at my tablet. The shot had been taken over my shoulder, through the window, and clearly showed the action on the screen. It was from one of the interracial sissy sites I had joined, with art by a talented guy called Levin Licky. What I had been looking at was a drawing of a tall, well developed Black man standing in front of a kneeling sissy. The man had a whopping huge erection which the sissy was holding with both his small hands, while the bulbous head was aimed at his open mouth. "Just look at that," Leon said slowly, as if pointing out the obvious to someone who was slow to understand. "Get it? That could be me and you. We could hook up just one time and then I would owe you, so I wouldn't have to show all them pictures to that hot piece of ass you're dating. How about that?" "But... I'm not gay." "You know, Danette, those are just words. Gay, sissy, cocksucker. See what I mean? Now we both know you like to dress up like a pansy. And that you tug your baby dick while getting all bug-eyed looking at them cartoon pictures. Plus, that you really don't want your girlfriend to see what I got on my phone. If we don't come to some solution, faggot, you ain't never going to get your hands on them big round titties again. Ain't never going to stick your miniature dick in her sweet pussy no more. And I'm just saying, with how small your pecker is, I don't see you having much chance to lead another girl that dee-sire-able into your bedroom. You might get some fatties and uglies, and probably end up married to one of them. So there's your choice. Get busy with my meat, or end up lonely and then later on hitched to some cow. And whoever you get, she probably smell bad." "I... maybe we could..." His wide hand enclosed my genitals. "Maybe you could get into your pretty Danette outfit, put on some make-up, and we could work out the details after that. Hell, you could even put some IR porn on your computer to help you get into the mood." In a daze, I mumbled my agreement. What else could I do? I told myself that an hour from then it would all be over, no one would have to know, and I would be free to see Shawna, just like always. He moved his hand away and I got up. Leon stood too. He was so much taller than me. I felt like... well... like a helpless girl. As I moved toward the bedroom he followed me. "I'll just stick with you. See how you turn yourself from a wimpy guy into a sexy sissy." He chuckled. "And use plenty of lipstick. Like draw around your mouth with... what do you pansies call it...?" "Lip liner?" "Yeah. That. Make your kisser look real big. Then color it in with your favorite red or pink or whatever. And cover that up with some of that shiny crap. You got that in your stash?" "In my...?" "In them cosmetics you hide away somewhere so Shawna don't see them." "Shiny? You mean gloss. Yes, I have that." "Well then, get to getting." He laughed and smacked me on the bottom. "Too slow and I might have to put you over my knee for a good hard spanking." I hurried to the closet, moved aside my hanging shirts and pulled out a flat rectangular box that I had marked TERM PAPERS. When I set it on the bed and removed the lid, however, it was full of feminine lingerie and related items. I started to undress and then halted, to give Leon a questioning look. He told me, "That's right, Danette. I'm going to stay right here and watch the show. I'll sit on the side of bed so you can put your whole mind on doing what you do. Come on, girl. Showtime." Surrendering to the circumstances, I pulled my sweater off over my head, unbuttoned and removed my shirt, stepped out of my slip-on shoes, and removed my pants. As I stood there in just my jockey shorts, Leon smirked at my appearance. He swore softly. "Even when you a boy you part-girl. Look at you all over, with no hair nowhere. And them shorts, what color is that?" "It's... powder blue." "More like queer-ass blue." He guffawed. "Peel them down. Let's see the goods." I felt my face grow warm and knew I was blushing. As I wriggled the snug shorts down my hairless legs I could sense Leon's eyes all over me. Because I had foolishly stood too close to him, he was able to reach out and pat my bottom. His hand strayed down the back of my thigh. Then his other hand went to my crotch so he could fondle my penis and scrotum. I gasped and then moaned. In spite of myself I began to get hard. He chuckled and rubbed my small dick a few times, bringing it up to its greatest length, which was around four inches. He said, "Don't tell me you ain't liking this. Look at that itty bitty thing standing up. You're getting me turned on." He pinched my bottom, making me yelp. "I love how you feel like a girl everywhere I touch. Step lively, bite-size. I want to see you all dolled up." From long practice I was able to quickly dress myself. He told me to skip the panties, so all I put on was a garter belt and stockings. Then, either to keep him happy or else out of habit, I took an elastic choker and put it around my neck. Everything I had on was pink. Without further command, I went to my dresser, opened the bottom drawer, and retrieved my hidden make-up kit. Soon I had on blue eyeshadow, liner, and false lashes. Some rouge brightened up my cheeks. Remembering his demands, I drew a full outline around my mouth, filled it in with red nearest the outside and pink toward the inside. Finally I covered everything with glistening gloss. He gave me a raised thumb to signify approval and added, "Nice job, Danette. Now your mouth look like a wet pussy." I cringed a bit inwardly but not as much as I would have expected. At least, while I was dressing and making-up, I had some control over the situation. Then I got busy with my hair, teasing it and using some product to hold it up in the front and back on the sides. "That's what I'm talking about," he said, giving me a salacious look. Unexpectedly, he asked, "Is that your phone I hear?" When I glanced toward my dresser his eyes followed mine and we both saw the phone just sitting there. Rushing me along, he said he must have been mistaken and then caught my wrist in an unbreakable grip. Again I had a feeling of deep vulnerability. "Now sit next to me, like we did in the other room." As I dropped down he snuck his hand under me, so that I sat directly on it. He laughed and pawed my ass. I took a deep breath but then he got his other hand on my bare thigh and held it there while I calmed down somewhat. Leon resumed handling my bare rump, commenting on how soft and smooth it was. Without meaning to, I wriggled atop his hand. The other one moved up and toyed with one of my nipples. I sighed and let my head fall back. He was controlling me with expert moves. Suddenly he was nuzzling my neck and nibbling it. I groaned from unwanted stimulation and melted under his efforts. Using the hand on my bottom and switching the other to my slim upper arm, he brought me around and down, so that I found myself kneeling between his parted knees. "Guess we won't need to watch no porn after all," he mused. "Gone to make our own." Leon slid off the shoulder straps of his overalls and stood briefly, so that the two of us could get them all the way down. I got him out of his heavy work shoes so I could also pull his pantlegs over his large feet. He removed his T-shirt and all that was left was his boxer shorts, which were long and baggy enough to give no clue as to the size of what they hid. I worked them down in the back, unable to keep from feeling his sleek dark skin and the muscles shifting under it. Then I manipulated the underwear over his hips and past his knees. I was gaping at the biggest cock I had ever seen. My mouth hung open. When I realized what that reaction might look like, I snapped my jaws shut. But I was still being confronted by an organ that was around ten inches long, very thick, even though not hard. He told me, "Hell of a lot bigger than that joke you got between your legs. Ain't that right, Danette?" In a strained whisper I said, "Yes it is." Mimicking the sissies in those videos I sometimes watched -- honestly not that often, I tried to tell myself -- I expanded my answer to, "Yes it is, Sir." My voice grew more girlish, like when I was in full Danette mode. "It's huge, Sir." There was even a hint of flirtatiousness as I concluded, "It's gorgeous. So handsome." "That's what I want to hear, baby girl. Now get it stiff for your Daddy." Like the sissy in that drawing by Levin Licky, I wrapped the fingers of both hands around the fat root of his tool, so close to his body that I felt the tight black hair growing around it. I couldn't help inhaling his masculine musk, which had a heady effect on me. My fingers appeared so small on that impressive length of man-meat as I slowly stroked it. Before my eyes it expanded, more and more, until it was over a foot long. I licked my lips, attributing the action to nervousness. "Well," Leon said with a note of impatience. "That big Black cock ain't going to suck itself. Show me what that sissy mouth can do, Danette. Show me what you've been wanting to do for a long time, girl. Let's go, Danette white girl." As if in a trance I parted my lips wide and brought my face closer to his rampant shaft. I got the knob into my mouth and couldn't believe how much it filled me. My tongue came to life without conscious thought and began to run up and down the underside of the helmet. Leon growled and put his hands lightly on the sides of my head. If there had been any chance of backing out before, it was now gone. What was I doing? Was I making a sacrifice to save my relationship with Shawna? Or fulfilling a secret dream I had thought about often but never expected to realize? Sucking hard on the fat cock-end, I ran my hands lovingly up and down the enviable 12 inches, slowly, not wanting the scene to be over too soon. What was happening to me? My fingers found his balls and massaged them tenderly as my mouth took in several more inches, until he was about to enter my throat. In the past I had sometimes had a few drinks and then played with an oversized Black dildo, training myself to get past the gag reflex. That practice served me well as I took in more and more of Leon's king- size weapon, until his warm sac was resting against my smooth chin. "That's right, girl," he encouraged. "Take the whole blacksnake. Damn. I've had skanks who couldn't swallow all that. You are a real hoe, Danette." I drew back my head, letting his slick stick slip almost free before I caught the dark plum between my colorful lips and sucked powerfully, at the same time swirling my tongue around the wide corona. I gave him plenty of deep-throating but never enough to make him spurt. Why wasn't I getting this over with? Was it just to make sure he was satisfied? Or for some other, less easy to admit reason? Leon spat out a few choice obscenities. He told me, "I am going to bust my nut, girl. I am going to empty my balls. Get it so just the head is in your mouth. I know you want to taste every drop. Make me shoot my cream, bitch." He gripped my ears and began to pump my head up and down on his cock, then stopped with just the business end inside me. I sucked hard and used my two-handed stroking with vigor. Leon grunted, his muscles tensed, and all at once he was unloading all over the roof of my well-used mouth, coating my tongue with his salty spunk, and blasting out so much that it pooled in the bottom of my mouth and then overflowed down my throat. Some even leaked out of the corners of my still busy mouth. I didn't stop until I sensed him being well past his peak, his immense cock at last softening somewhat. I refused to free it until I was certain it had been thoroughly milked dry. Only to assure his approval. Not because I wanted to. The powerful Black man let himself fall back onto the sheets, his legs still over the side of my bed, his feet on the floor. I snuggled my cheek against his flaccid but still enviable cock. My lips pressed all along it. Why was I kissing Leon's cock? At last my male side asserted itself. I inched backward on my knees and slowly got to my feet, all of a sudden thinking about rinsing my mouth, brushing my teeth, using mouthwash. Leon glanced up sleepily and must have read my expression. "What's up, cocksucker? You're supposed to be thanking me. I made your dream come true. Now you're a for-real sissy. And that's something ain't never going to change." "Look," I said weakly. "I have a girlfriend. I just need this to be over with. I don't know what just happened. Please. You got what you wanted." I sniffled. "Just leave." He abruptly sat up, reached out with one long arm, and seized my immature genitals. I was still hard though I didn't want to be. He pulled me nearer. With a few quick moves he had me over his lap, bottom uppermost. I made a token effort to escape but it was useless. He got one hand on the small of my back and held me there easily. His other arm came up and I knew all at once that he was going to spank me. "You being naughty, girl. I done you a big favor and now you want to kick me out? I don't think so." He swatted my rear end so hard that I cried out. In rapid succession Leon delivered another half dozen blows, by the end of which I was sobbing. Please, no more. Stop. I'm sorry. I'll be good, Sir." I was blubbering. "I'll do whatever you say." He landed an additional half dozen before assuring me, "You definitely will do whatever I tell you. Now this was just going to be a one-time thing. But you gave me attitude and I don't like that. And until I say different, you are my white sissy bitch." "Noooo. You can't. I have a girlfriend." "Yeah. That big-tits Shawna." He blasted my sore posterior with a dozen even harder smacks. "And I know you got to have her on your phone. So get off my lap." He rolled me over and I fell hard on the carpet. "Stop them sissy tears." He jabbed me hard in the ribs with his toes. "And go get that damn phone." Leon grabbed my hair and yanked hard. I struggled to my knees, tears streaming down my face, and got shakily to my feet. As I staggered across the room, aware that I was showing him my bare backside, I tried to figure some way out of this predicament. I saw the phone blurrily through my weeping. As I took it back I blinked and got a good look at Leon's scowling unforgiving face. He told me to call Shawna and invite her over. In a panic, I opened the phone, found the number, and hit it. I was even able to steady myself. Taking two deep breaths, I waited for her to answer. "Shawna?" I said. "It's Dan..." I had almost used my girly name. "It's Danny. Could you come over to my place? RIght now?" "Are you all right?" she wanted to know. "You sound upset." "It's nothing. I'm just... if you could... I really need to see you." "Okay. I'll be over there soon. Whatever it is, we can work it out." Then, as if to reassure me, she added, "I'm your fianc? now, after all." "Yes. Uh, yes, dear. Just please come over." I glanced at Leon, who was still displaying that hard face. "Right now." "I'm on my way." END OF PART ONE.

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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...

2 years ago
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Degraded Sissy

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

2 years ago
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How to Build a Better Sissy

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

3 years ago
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Checkerboard Sissy

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

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...

3 years ago
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New Little Sissy

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

2 years ago
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Its Hard For This Sissy

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

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...

1 year ago
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My Sisters Sissy

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

3 years ago
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A Nasty Daddy gets a Naughty Sissy

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

3 years ago
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Sissy Stepson 10 Stepmothers Sissy

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

3 years ago
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What does it mean to be a sissy

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

1 year ago
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What does it mean to be a sissy

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

2 years ago
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  • 29
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What does it mean to be a sissy

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

2 years ago
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Ken Sissy

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

3 years ago
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Mistress Sabines Sissy

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

1 year ago
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Miss Lindas sissy

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

2 years ago
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The Misadventures of the Worlds Worst Sissy

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

2 years ago
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First time Sissy

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

Transsexual
2 years ago
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Im Not A Sissy

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

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...

2 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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