Stroking Sissy free porn video

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STROKING SISSY by Throne My wife June told me to get out of my apron, put on what she'd laid out for me, and then come to the bedroom. As she sauntered away I couldn't help admiring her trim but sexy figure and pixie-cut blond hair. I sighed and went to my room, where I slept on nights when she banned me from her bed. It still upsets me to see my space, small and decorated the way a girl in her early teens might like, all pink and white, with rainbows and unicorns. Right in the middle is a youth-model canopy bed with plenty of ruffles. Lined up on the bedspread were a yellow top with puffed shoulders and only enough material to cover the top portion of my chest, a black thong that featured a big bow in the back, and stay-up fishnet stockings, along with a pair of sparkly red shoes that looked like they should be worn on a quest to meet The Wizard of Oz. At least it was more than I'd had on all morning. The only thing I'd been allowed since getting out of bed and shedding my baby doll nightie, was an apron trimmed all around with impractical lace. It showed off my bottom and legs, which were denuded of hair, like the rest of my body. June had been making me use some sort of depilatory tool she had found, and said that eventually it would prevent my hair from returning. She had put me on the path of femininity after she discovered my secret, which was that I'm a dedicated crossdresser. I've had the desire to wear female clothes since before puberty. It remained an unfulfilled dream until I graduated college, got a well paying job, and found an apartment where I could build a lovely wardrobe. But my accumulation of lingerie, cute little dresses, wigs and make-up was cut short when I met June, fell in love and, with her making the decisions for both of us, got engaged and then married. We bought a modest house in the suburbs, in a wooded neighborhood, at the end of a secluded street. There was plenty of privacy but not the type I wanted. I desired alone time to play dress up. But we were usually home together and I had put my cherished stockings, heels, blouses and skirts in storage. I used to think about them during sex with my lovely wife. Just seeing her aroused me but there was an extra kick when picturing myself in a bra, garter belt and stockings during the act. It was frustrating not to be able to fulfill that fantasy. June was experiencing frustration of her own. I'm short and slim like her, which is great for pretending to be a girl. But I also have very small genitals. That's good when I want to tuck them away inside a pair of close-fitting panties, but not so welcome when I'm trying to satisfy my bride. Over time I learned to sneak in some dress-up sessions while she was spending evenings with her circle of girlfriends. I even found cosmetics that were meant for schoolgirls who wanted to play at being women, make-up that could be washed off in moments. I had some really pleasant hours with the small stash of fashions I kept hidden in the back of my closet, in a box marked TEXTBOOKS. Everything went well until I began to try on June's underwear. How could I resist? She had a penchant for lacy bras, bikini cut panties, colorful garter belts, and patterned stockings. I found out later that, even though I thought I was putting everything back neatly, I had made a few errors. And though I didn't realize it, in my erotic excitement I had left semen stains in the gussets of several pairs of her panties. It wasn't like I ejaculated in them, but I got myself so worked up that there was plenty of dripping. Her growing suspicions led my wife to set a trap. She told me she was going to be staying late with the girls and that I didn't have to wait up until midnight -- or later -- for her return. To make me even more likely to take the bait, she bought some new panties, with opaque crotches but transparent everywhere else, and asked for my opinion of them while she was getting dressed to go out. I gasped when she showed them to me. I was sure she would take my reaction as just a man's way of appreciating something so sexy. What I was actually thinking was how terrific they would look on me and how I would pose in them in front of the full-length, oval mirror, framed between supports on a heavy base, which she had recently gotten. As she left for the evening I was thinking of how I would turn on all the bedroom lights for the show I was going to put on for myself. An hour later I was wearing those panties, along with a bra from my secret stash (a pretty training one to allow for my lack of boobs), and a short, filmy top. I sat on the edge of the bed and rolled pale stockings up my legs, while I licked my lips and practiced keeping my eyes half-lidded. Next came an application of eye shadow, rouge, and lipstick. Because she wasn't due back for so long, I treated myself to using her products. Finally I got the one wig that I kept in the house and fitted it carefully over my short hair. It was long and reddish blond, the hair straight all the way to my shoulders, where it rose back up in a short curl all around. I was magnificent. I slipped on a pair of her heels, my favorite red ones, grateful that she hadn't worn them to go out. Strutting to the kitchen, I poured myself a glass of white wine and sipped it, making a mental note to be sure to clean any lipstick off the rim of the glass. I hummed as I went back to the bedroom, glass in hand, set my drink on the dresser, and began striking poses in front of the long mirror, delighted in how saucily sexy I looked. I turned around, looked back over my shoulder, and wagged my bottom. The way the transparent seat of my wife's panties exposed my snug bottom was thrilling. My fingers stole up under the bra and I played with my nipples. Feeling very naughty, I gave my reflection air kisses. Then I sashayed back to the kitchen for a refill, drained the glass, and poured it full again. In front of the mirror, I began to talk to myself in my best seductive slut voice. "Just look at you," I began in a throaty whisper. "You are such a bad girl. So naughty. Maybe you need a good hard spanking." I giggled and swallowed more wine. My less than average penis was hard, standing up in the panties, but because the narrow section in the front was so dark, it was invisible. "You are so hot," I purred, rubbing myself through the thin material. "Such a sexpot." I was feeling totally girly when, about a half hour later, with the third glass of wine in my system, I said, "I'll bet June and all her girlfriends would be jealous of a devil girl like you." That was when I got the shock of my life. June's voice responded to my comment, saying, "Why would I would be jealous? I can't see myself looking and acting like such a tramp, Kenny." I spun around and there she was, framed in the doorway, with a nasty grin on her usually sweet face. I nearly fell over my own feet as I tried to go in two directions at once. I threw one arm across my chest and clapped the other hand over my crotch. The heels made me stagger around as I sought an escape route. My wife laughed and moved confidently toward me. She grabbed me by the wrist and said, "I loved watching you. And listening to you. Also, recording your performance for posterity on a pair of spy cameras I installed. And yes, they have sound, so your naughty dialogue got saved, too." "You... uh... don't understand," I extemporized weakly. "This was just an... experiment. I've never done it before." "That's not what the mini-movies I've been making of you say. I have about a half dozen of them stored on the computer. And if you think your girly act would make my friends jealous, I can share everything with them. I'm sure they'd love to see that scene from last week, when you did a dance wearing nothing but a garter belt and stockings, while playing with your little dick." I tried to think of something else to say in my defense but it was hopeless. My narrow shoulders slumped. I said, barely audible, "Yes, dear." "So you and I need to have a talk about how we're going to deal with this, Kenny. Or how about if I call you... hmmm... Candy? Sound good, sweet cheeks?" "But I don't want you to..." I sighed in surrender. "Whatever you think sounds good." "Let's head to the living room. And no, I don't want you to change a thing before we go." She snapped her fingers and gestured for me to precede her. As I passed she gave my backside a hard slap and laughed. "And pour me a glass of wine, Candy girl. Move that pretty ass. Let me see it wiggle." I obeyed. Despite the humiliation of getting caught, and the fear of what was to come, being seen in drag also had a giddying side. My heart was fluttering as I poured her a glass of wine, filling it almost to the brim in the hope that alcohol would calm her. I had never thought of being bossed around as something appealing and yet, at some level, it was working for me. I brought June the wine and found her on the sofa, leaning back, ankles crossed, looking smug and relaxed. She accepted the drink and took a sip, leaving me standing before her and feeling awkward. "If you want us to stay together," she said firmly, "you're going to have to do whatever I say. Or you can leave and try to find someone else as attractive as me. And to be honest, Candy, with your laughably small dick, your odds would be really poor. Right?" "Yes," I peeped. "So what I'm thinking is that I like the idea of having you look like a sissy. And you know how I'm always suggesting that you use your mouth on me in bed, between my legs? And how you always get all pouty and say that it's not manly? Well, now you're not manly, so I'll expect you to be ready, willing and able to eat me whenever I say. Understood?" "But... I've never done it. I don't know the right way." "Not to worry. I'll be sure you get lots of practice. Lots and lots and lots." She paused in case I wanted to protest any more. When I remained silent she went on, "And while you're dressed you will speak in your Candy voice. Soft and meek. And maybe kind of breathy." June pursed her lips as she thought of more new rules to establish. "And I want you to act girly like you did in front of the mirror, but instead of trampy I want you all shy and awkward, which shouldn't be too difficult, considering that you obviously don't want to be seen this way." She chuckled. "But every weekday you'll change from Kenny to Candy as soon as you get home. And on the weekends you'll be in cutie mode pretty much the entire time." All I could do was stand there hugging myself. I realized that I was assuming just the type of posture she had called for. Finally, to break the silence, and so she wouldn't get annoyed, I told her, "I'll do whatever you say, June. Just please don't show those movies of me to the girls." "No? And not to the guys you work with? Are you giving orders to ME?" "I'm not. I'm sorry." "That's better. Only I give orders in this house. And my first order is..." She took a languid drink of wine. "... follow me to the bedroom. I want to get started on your new role as my pussy slave." Suddenly she got a devilish look on her face. "And now I won't have to put up with your tiny dick inside me. Ever. You were having fun touching yourself while you were putting on your show, so from now on that's how you'll take care of your sex needs. By jerking off. But only when I say so and... oh, here's an idea... with me watching. And coaching. And maybe, if you're a good girl, giving you some added incentive." She demonstrated by sliding the hem of her dress up several inches to give me a look. "Go on, Candy," she insisted. "Slip your panties -- well, my panties actually -- down to about mid-thigh and give your pecker some stroking." When I didn't comply immediately, she snapped, "Do it, sissy!" In spite of myself I squeaked girlishly, then hooked my thumbs under the waistband of the panties and got them down where she wanted them. Reluctantly I moved my hand to my penis and touched it uncertainly. It didn't respond, I guess because I was so nervous. A few strokes got it started but not all the way erect. She suggested that I do what I'd been doing earlier, and toy with my nipples. I felt my cheeks grow warm as I blushed but I did as if was told. It worked and very soon my undersized member was sticking out, at its full but unimpressive length. She snickered. "It's so skinny that maybe I should make you use just your thumb and one finger. Try that." I did and it was even more embarrassing than what I had been doing. She got up and came near. June blew into my ear. She rubbed her knee along my inner thigh. I whimpered with need. My wife reminded me, "You're only allowed to finger your dingle when I say so. And the same goes for spurting." She turned and strolled toward the bedroom, her bottom swaying sexily. "Now come on. My pussy's already wet from everything that's happened so far. If being strict with you and keeping you in panties gets me like this all the time, you will ALWAYS have the taste of my snatch in your mouth." In the bedroom she let me raise the panties and then made me undress her, which added to my need for release. My little balls were drawn up tight and my stiffness subsided partly but not all the way. It was shameful enough to have my immature organ on display, but having it at half mast was even worse. At last, naked except for fishnet stockings, she laid on the bed and spread her thighs. "Time for your first lesson in The Oral Arts. I think you know where to put yourself." I got onto the foot of the bed and inched up until my face was directly in front of her mound. My hands went to her thighs and those stockings were exciting to touch. I lowered my face and gently kissed her smooth pink labia. She sighed and gave her hips a wriggle. I extended my tongue to lick up and down and then, thinking of some of the stories I had read online, lightly sucked her clitoris, which produced a deep moan. I mixed up my kissing, licking, and sucking, along with some probing. She advised me when to speed up or slow down, and at one point had me rubbing her slit with my nose, even poking it inside. I hated what I was doing but the intimate contact and the feel of those exotic stockings got me fully hard again. I thought of myself wearing the fishnets and got more worked up. It was all so confusing. After about ten minutes she began to pant loudly. I concentrated on her clitoris and soon gave her a juicy climax, during which I lapped up and swallowed her juices. I felt utterly unmanned. She murmured softly and relaxed. When I began to move back she lightly but firmly scolded me and said she was ready for more attention. I started again but it took twice as long to get her to the brink, I suppose because she had already finished once. The idea of having to do that for her all the time was unnerving. Even so, the thought of her making me do it was intoxicating. Those might sound like the same thing but my mind was making a distinction. Being coerced into doing something unpleasant was strangely appealing. At last she had her second orgasm. I pulled my panties back up. For about five minutes afterwards she just lay there while her breathing slowed back down, enjoying the afterglow. Then she ruffled the hair of my wig and tickled my ear. "I just had a really amusing idea," she said sleepily. "You hop out of bed and go over to your favorite spot, in front of the mirror. That's a good girl. Take a close look at your reflection, Candy. Do you like how you look and how those panties hide your itty bitty pecker?" "S... sort of," I admitted. "So you see, this doesn't have to be all bad for you. Imagine spending so much time in your girly clothes. I'm surprised you don't have more of them. Are there some hidden in the attic or wherever?" "I... um... rented a storage space." "Oh my," she said in a stage whisper. "My sissy husband has a whole wardrobe that I can dress him up in. We'll have to start bringing it back here tomorrow, with me deciding what I want to see you in first." She got out of bed and went behind me. "For right now, let's see you lower those panties partway again and get your hand on that Vienna sausage of yours that's supposed to be a cock." I did it and she moved so close that I could feel her bare breasts pressing against my back. Her arms snaked around, she pushed my bra up out of the way, and her fingers found my receptive nipples, to start teasing them. Of course it got me completely hard in seconds. I groaned with pent up need. "That's a good baby," she praised seductively, her chin on my shoulder. "Look at how your hand hides that tiny pickle between your legs. Maybe you'd better just use your thumb and first finger. No, don't even make a ring out of them. Just touch yourself lightly and keep stroking. That's right, Candy. Now you're my wuss, my stroking sissy." June nibbled on my earlobe. I couldn't stop staring at myself, my made up face and that cute wig. She told me I was going to have to get rid of the little bit of body hair I had and keep it off. The thought of being made that much more feminine caused my sexual temperature to rise higher. I was moving toward an overdue ejaculation but didn't want it to happen while she was looking. Still, what other choice did I have? And even if I could hold back, she still had plenty of video of me in my female persona to shame me with. I closed my eyes to try to lessen my mortification but she playfully told me to keep them open. She also wanted me to change the angle of my penis, aiming it higher. My wife increased the pressure on my nipples, at the same time biting the side of my neck. It was too much and I spurted. There was one hard shot, then a medium, and finally an even weaker effort, so that the mirror was slimed in several places, the whole mess running down the surface in slow motion. "Oh, dear," she mock-sympathized, "you got your jizz all over my beautiful mirror. Now you have to clean it off." "Okay," I said breathily. "I'll go get a washcloth or something." "No, no, no, Miss Candy. What you'll do is get down on your knees and lick it clean. Lots and lots of licking. A yummy sissy snack." "I c... can't. It's my... semen." "Poor baby. I guess you'll just have to get used to cleaning up after yourself. I'm being nice enough to let you jerk your gherkin because I think you've been a good girl. And I can do that a lot. But you can't expect me to follow you around taking care of all the cream you squirt." She tittered. "I'd get rid of your messes if I was giving you blowjobs, which I won't be doing. And I won't be letting you into my pussy. At least not with your baby dick. Only your tongue will get to penetrate me. Now show me how you can cooperate, or I might not decide to let you play with your pork rind for a week or two. Or a month." Feeling totally defeated, I collapsed to my knees, extended my tongue, leaned forward, and took a lick of my own ejaculate. It was salty. My throat constricted. I winced as I slurped it all up and then went over each area a second time. June told me I could finish the job later with paper towels and window cleaner. I sobbed and told her I would do that. She patted me on the top of my wig. That was six weeks ago. Since then she's had me show her the sites I like to visit on the computer, from which she got some wicked ideas. For instance, I always have to sit when I use the toilet. And if she wags her finger up and down in my direction, it means I'm expected to curtsey. But right then I had changed into the abbreviated top, barely- there thong with its humiliating bow, fishnet stockings (which was ironic because I'd just been thinking of her wearing the same thing that first night, and how I'd coveted them), and the red glittery shoes. I went to her bedroom door. I had on heavier cosmetics than I had used when I was just dressing for myself. Now there was too much eye make-up and I had outlined my lips and filled in the space with a color called Magenta Madness, making my mouth appear overly large. The wig I had on was one that had been in my storage locker, one that fell to my jawline and was made of some obviously synthetic material, all gold and red striped. June liked to call it my 'slut wig'. She was waiting for me on the bed, wearing a short belted robe with nothing under it. My wife made me assume a series of rude poses, while my face expressed how much each one embarrassed me. I had to play with my sensitive nipples, and then pull aside the minimal covering of the thong in front to stroke myself, this time with a finger-and-thumb ring. Then she told me to get into position but not do anything yet. I was lying on my hard-on, which kept it from wilting. As close as I was to my target, I couldn't avoid inhaling her feminine musk. After a month and a half of servicing her, the act and even just that proximity, made me eager to earn my masturbation privileges and kept me in a condition of anticipatory arousal. June took her phone from the bedside table, flipped it open, and hit a pre-set number. Looking at me, she winked and said, "I got back in touch with a guy I knew when I was single. He was always a great lay. With a huge cock. I hope you don't mind if I chat with him. You can just start kissing my pussy on the outside, but not doing anything else." I lay there with a stiff dick and a dropped jaw. This couldn't be happening. But suddenly she was saying, "Hey, Chuck. It's me again, June. It was so great talking to you the other day. And going out for coffee. Got me thinking about how wonderful we used to be together. Especially in bed." She listened to something he said and then laughed. A snap of her fingers in my direction made me pucker up and kiss her outer lips, which were narrow and didn't protrude much. I whimpered with upset as she continued talking with her former bed partner, continuing to be openly flirty and inviting. They went back and forth for a half hour, with me smooching her pussy the entire time. By the end she was quite moist and the two of them had agreed to go out on Friday night. I was in mild shock. It felt like I was being sucked down in a whirlpool,possessed by submissiveness that made it impossible for me to try to escape. She was going on that date no matter how I felt about it, and I could only play along with her wishes. After all, I didn't want to risk losing my rights to dress up and pull my pitiful little dick. ********* Whew. Things aren't going well for this husband. SIBC? If so, what would you like to see happen to him?

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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...

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...

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,...

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...

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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  • 32
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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
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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