Weekend Sissy Little Girl
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Richard the Sissy gets Caught by Sis by Joney Cunningham Gina is making keep a diary of my sissy training. She says all girly sluts keep a diary of their training. It was the ending of a long day, so Gina told me to wash up and put on a pink baby-doll nightie. I was really sore from my ass to my mouth. My jaw really ached because of all the pussy eating, asshole licking, and cock sucking I had done that day. Gina made sure there was skin softening liquid in the bath water with...
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...
A Very Sissy Love Story by: Missy Satinpanties I guess I've always been bisexual, if not completely gay. I mean, in high school, I lusted after the right girls, and wanted to get into their panties like every other boy, but when I looked at the porno mags we had, I always gravitated towards the girls who looked kind of innocent, and were wearing soft, lacy lingerie. And yeah, I did wonder how all that soft, slippery lingerie felt. A naked girl really didn't grab my attention, at all....
MY WIFE MADE ME A SISSY, BUT THAT IS NOT THE END OF THE STORY. BY Betty Noone At one point in my life, my wife made me into a sissy. And I was a sissy for a long while. I resisted it at first, but then I began to love being a sissy. Eight months ago if anyone would have called me a sissy it would have been cause for me to try to punch him out. I was a heterosexual male, and was raised by my parents that men are men and women are women. But somehow, after being a sissy I...
This is a continuation of the previous nights adventureI woke up a couple times in the night with painful sissy cramps in my chastity cage but managed to ride my large dildo till the annoyance passed. I was out of bed and into the shower by 9 the next morning... my brown daddy from the night before was coming at 10 so I quickly douched and shaved and got into my purple thigh highs and my tight purple t-shirt that says sissy on it in large pink letters, I wore a black wig and just had time to...
Date: Thu, 11 Aug 2011 16:42:22 -0700 (PDT)From: Danny Smith Subject: A Sissy Story Part 2I got very excited writing the following storyI always considered myself straight. I was married and at 55 my k**s hadflown the coop. But over the last few years I began to fantasizing aboutcocks and being submissive to a more masculine man. I was 6' tall fairlytrim at 175, but with a small 3.5inch cock. I never thought a lot about thesize of my cock until one evening while I...
Today I want to share with you my story. I’ve finally managed to gather enough courage to tell you about how I became a sissy and what has that meant to me, but before that I'd like to thank xhamster for giving me the opportunity to share my story. I’m very grateful to porn for helping me discover my sexuality and my true nature as a sissy and for helping me develop new tastes and discover new pleasures. Now let’s get into my story. So, as you’ve read in the title, I’m still a young sissy, I...
So all this is 100% true and happened one hot summers weekendhttp://xhamster.com/photos/gallery/4733509/first_anal_sissy_fuck_older_daddy_bareback_cock_cum.htmlSo i organized to meet this guy online late 30s slim build dressed up for him in my blonde bimbo wig sexy skirt my favorite stockings and skimpy black top makeup done to the best of my ability.welcomed him in take a seat...he kissed me deep while caressing my girly body i grabbed his crouch massaging through his trousers i unzipped him...
From the time I was very young, I've known I was "different". I was fascinated with women's and girls' clothing and shoes. Like all little sissy-boys, I loved girlish "dress-ups". But I didn't have to sneak my mother's adult-size clothing, because I had a sister who was my same size -- my fraternal twin. And she didn't even mind when I tried on her things! I'm Christopher, by the way, and my sister's name is Andrea. I usually went by "Chris"... but when she and I were alone, and I was being...
Richard the Sissy Learns Community Service By Joney Cunnigham It had been awhile since I completed my training from my sister and Gina. Mom and Dad decided to take my sister on vacation, but since I didn't want to go, they decide I was old enough to stay home for a few days by myself. My mom gave me a list of chores to do, so I would be kept busy for the long weekend ahead. Mary just made a devious smile as she said, "You know how you must do you chores," and then yelled, "You...
Sissy Girl Chrissie A Chrissie Conway Story I had come home from college for a long weekend and with my mother being out of town I figured I'd stay at her house.Had my mother been home I no doubt would have elected to stay with Kelly's mother. That's just the kind of relationship my mother and I had regressed to by this time. Anyway, I had the entire house to myself and was looking forward to a nice relaxing weekend. It was around midnight and I was finishing off a bottle of Chablis...
I started watching a lot of interracial porn when I got my own house. I also started taking a lot of Adderall which made me really horny all the time. I somehow stumbled onto sissy porn and got really into it. Before long, I wanted to dress up myself. I went out and bought some panties, stockings, and a garter from Adult World and began wearing it around my house. When I was particularly horny, I would take pictures and post them on Craigslist. I would always get a ton of replies, but I was...
100% True Story.I was 19 years old and working 3rd shift at a department store and taking classes during the daytime. I had visited an Adult Bookstore about 15 minutes away a few months back and went back into the video booths. It was the first time I had even been in an adult video arcade and wasn’t really that impressed. There was a strip club next door and I had heard stories of hookers giving guys head at the bookstore video booths. I realized that turned out not to be true. I was pretty...
Mom forces Me To Take CockIf you don't already know, I'm a pathetic 31-year-old pussyboy son who is regularly dominated by his whore mother. Today she stood towering over me. I was on my knees in front of her, my nose pressed against hard against her skirt, in-line with her pussy. It is very prominent pussy with big, fleshy fat pussy lips and a large swollen clit and I love the fact that her pubic hair is now so sparse and thin that it looks like a shaved pussy. I am a slave to her magnificent...
Weekend is over, but what a weekend! I’d agreed to be a sissy slave for a friend of mine, her name is Candy. I’d spent 24 hrs getting ready, full body wax, painting my nails, buying sexy lingerie and heels for the occasion, I’d never been a slave before, I would be at the mercy of Candy all weekend.I arrived at Candy’s and she was smoking hot as always, she had a perfect figure, standing 6’5 with 36” legs, wearing a red basque, black stockings and red heels. She immediately put a collar and...
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,...
Sissy Baby Girl for a Weekend The ride to my Aunt's house was particularly gloomy. The weather was turning bad with increasing clouds and drizzle as we approached the coast. Worse yet, was my Mother's periodic silence coupled with an occasional scolding about having discovered that I recently wet the bed again. "I just can't understand why you can't control yourself, you're sixteen years old and in perfect health for God's sake," she moaned in an agonized tone. "It only happens when...
I was about 22 and i was crossdressing for a few years now. Always hidden and only in my room. I often took pics and postet them on porn sites. It gave me a real kick to get strong man turned on. The rest of my life i was just a normal student boy still living at his parents and nobody new about my hobbies or would even suggest that im not straight but that changed soon.... Maby it were the sissy hypnos but soon my desire for cock became overwhelming so i started looking around on dating sites...
I have booked us a room at a nudist spa just off outside London for a couple of nights.Before we go there we do some shopping, you choose some stockings, knickers and a little mini skirt but they are not for you, they are for me. We also bought a dildo, lube and condoms.We go into the spa and are showed to our room and drop our gear. We strip off and make our way down to the spa. We go out into the wet area and start with a swim and splash around naked for a while. Then we go to the steam room...
2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...
Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...
Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...
Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...
THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...
The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...
A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...
Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...
This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...
I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...
What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...
This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...
Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...
SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...
Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...
She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...
Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...
Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...
The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...
Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...
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...
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...
An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...
The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...
MatureSISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...
Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...
My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...
This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...
My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...
Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...
Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...
99 SISSY STORIES by Throne I've read about things like this happening but never thought I would experience it. My wife Grace discovered my stash of TV magazines and all the pictures I'd clipped out of her discarded catalogs that showed fashions I liked. She had me trapped with no way that I could deny my guilt or convince her that I wasn't attracted to wearing those things. She sat me down on a footstool in our den and stood in front of me. She has a sweet girlish face and an...
Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...
This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...
Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...
PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...
Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...
Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...