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The Contest By Sissie Maid Cuckold "Erick, how are we going to pay our bills? They are mounting, and our income has drooped since you lost your good job and had to get a lower paying one?" "I don't know Lisa, I just don't know, I am doing all I can." "Its not good enough Erick, we are going to go bankrupt." "I can't help that I lost my job." "We can argue that. You were there longer, and you had more knowledge you just were not man enough to stand up for what was yours...well...
The ContestBy Fielding J. MelishOn Monday morning at precisely 8:30 AM, all the girls in the Secretarial Pool of Hardwood Industries gathered excitedly around the bulletin board near the cafeteria. Casey Kelly, a pretty, thirty two year old typist/file clerk, pushed her way forward with the others and jostled to get a little closer as each girl read the new bulletin. When they saw the notice, some younger girls squealed with excitement, clapped their hands and jumped up and down like middle...
Note: English is not my mother tongue. Forgive me if sometimes it is difficult to read me, I?m not sure that I always used the right English term, or the correct grammatical form, and I apologize in advance to everyone who feel hurt!Chapter 1The website was very light. A wallpaper showing a naked girl tied spread-eagle on a wooden floor in an otherwise empty room. The ropes went from each wrist and ankle to four hooks in the four corners of the room. The room was empty but for a screen on the...
The following story is/was a project. It was an idea I had that just seemed fun to write. I am not sure if there is such a thing as a "Cum Contest" for real. Also, if you read this, I was contemplating making it a two part story, but thought that if I did, it would be much of the same and I would not be able to embellish it much from the original. If you have comments about, I would love to hear them! The night was very clear and warm with a slight breeze blowing that felt good on me and my...
ExhibitionismDrew: The Setup I got into this thing kind of in the middle. But then I made it my own, so to speak. At first it was just a rumor being spread around the clubhouse. How the rumor started, I couldn't guess. Swear to God! Kinda. "Did you hear about the contest", I heard one asshole say to another asshole in the locker room. I had gotten out of the shower and was donning a clean, dry rugby shirt to clear my soul of another wasted afternoon swatting at balls. I barely heard the first asshole...
My name is Carolyn, and I’m twenty one and live with my lover. He’s much older than me, and I guess you could say he’s my sugar daddy. Brian is sixty-one and has been caring for me since I was eighteen. I was a stripper at a bar, and he came in one night and watched me dance. I must have come home that evening with five hundred dollars in my pocket. He was stuffing fifties into my panties. He loves to parade me all over the place. He loves for me to enter contests at bars. He really gets off...
TabooThe ContestI don't know how my wife found out about the contest but once she learned of it she couldn't stop talking about it. And soon she was trying to get me to enter it with her.My wife, Julie, was a slim brunet with small breasts and nice, well shaped ass. She had been a virgin when we married but she quickly learned to love any kind of sexual activities. She especially loved sucking my cock and swallowing my semen. Maybe it was her love of cock sucking that piqued her interest in the...
FetishThe Contest by Caleb Jones "Gee, Eric, I got this Email from Raven saying Mindy was changing the writing contest into a beauty contest!" "I got one from Raven too, Caleb! It was right after he sent out his great story for the writing contest." "Mine said that due to the co-sponsorship of HairMania and RollerMania, the contest had been transformed into a beauty contest, Eric." "Mine, also, Caleb." "Now we might not have time to write our stories for the contest!" The...
DOLCETT DOLPHINS: WHALING CONTESTThe advert was discreet one found in a local health magazine and Roxie's curiosity was immediately aroused.Big Beautiful Woman? WIN at least $100,000 or more!! CALL 1-800-whaling Now!!BBW Swim Challenge! Are you aged 18 to 30, a Big Beautiful Woman who enjoys adventure activities?We're a sporting club with a unique love of your kind of woman and we invite you to come and join one of our weekend retreats.Deep in the heart of the countryside our retreat offers...
The Contest By Deputy Duffy Let the Contest begin. That sentence rings in my headevery morning I wake up. It's like waking from a dream. But this was no dream. It all started innocently enough, one Friday night, when I was walking homefrom the video store where I worked. (I was saving up my money for college.)I had just turned twenty and was looking forward to a weekend off. My parentshad gone away camping and I had a bag of pornos, and the house all to myself.Yeah, looking back on it, it was...
Book Three: Naughty Fantasies Unleashed Chapter One: Naughty Contest By mypenname3000 Copyright 2019 Note: Thanks to WRC 264 for beta reading this. Steve Davies Today, I'd won. My wife kept staring at the two angels, Anael and Jophiel. She could see them now thanks to my second edit of Linda. My contest with Seth Meyers, the other person who'd been granted the power to edit reality by the Most High, had ended. He'd forced me into a corner. He'd driven me into a place that he thought...
*** Chapter One: It seemed like any other Wednesday, and I drove my girlfriend home fromClass. I would have liked to spend some time with Lisa, even justdoing boring things like shopping, but she'd told me at lunch that her Momwanted her home early that day to watch her little brother. I offered tohang out with her there, but she turned me down. So, I figured it was as good a time as any to drop the bad news. It waschicken-shit of me, but when I told her something that was bound...
I don't know how my wife found out about the contest but once she learned of it she couldn't stop talking about it. And soon she was trying to get me to enter it with her. My wife, Julie, was a slim brunet with small breasts and nice, well shaped ass. She had been a virgin when we married but she quickly learned to love any kind of sexual activities. She especially loved sucking my cock and swallowing my semen. Maybe it was her love of cock sucking that piqued her interest in the contest. I...
The Radio Contest Author's Note: Many years ago this was an actual contest held by a radio station. I did not attend, but this is maybe how someone did get there. I was tired and sore. My back ached, my neck ached, my eyes ached. After sitting at the desk all day I was looking forward to getting home, eating some dinner and relaxing for a couple hours. I pulled into the driveway and extracted myself from the car with a groan. A forty-five minute drive in traffic is always so much...
Mother's Sissy, Teacher's Pet By Sandy Brown January 15th, 2012 Dear Ms. Brown, I am Sandy's homeroom and science teacher. I thought I would mention to you that I noticed that Sandy had a small amount of nail polish on the base of his fingernails today. I assume that he was having some fun with you over the weekend, and that before he left for school you used nail polish remover, but inadvertently left some polish on. The color is very pretty, and I'm sure he looked adorable, but...
Scott softly panted, eyes closed. He stroked Katie's just-fucked cunt as his heart beat like a jackhammer. His head lay on her young chest, his shaggy hair flopped over her breasts. He could feel her crazy heartbeat under his cheek. Scott lazily opened his mouth and began suckling his sister's cherry-red nipple. Katie sighed contentedly, holding her brother's head in her arms. She had her answer. Ding, dong! "Oh my God! That's Josh!!" said Katie with a gasp. "He's here for our...
Introduction: This story picks up immediately after the end of my first story, Katies dress is too small. Thanks for all the votes * * * * * * * So, did you like my pussy? whispered 14-year-old Katie, with a sleepy smile. Scott softly panted, eyes closed. He stroked Katies just-fucked cunt as his heart beat like a jackhammer. His head lay on her young chest, his shaggy hair flopped over her breasts. He could feel her crazy heartbeat under his cheek. Scott lazily opened his mouth and began...
"So, did you like my pussy?" whispered 16-year-old Katie, with a sleepy smile. Scott softly panted, eyes closed. He stroked Katie's just-fucked cunt as his heart beat like a jackhammer. His head lay on her young chest, his shaggy hair flopped over her breasts. He could feel her crazy heartbeat under his cheek. Scott lazily opened his mouth and began suckling his step sister's cherry-red nipple. Katie sighed contentedly, holding her step brother's head in her arms. She had her answer.Ding,...
The Contest - a story by D. Robins ([email protected])My wife, Lucy [28, 5 feet 8 inches tall, 9 and a half stone (about 130 lbs.), shoulder length brown hair, green eyes, pert 34B breasts, great figure] and I have been together for several years now, and although at first our sex life was great, it had started to become a little boring, so we decided to spice it up a little. The best way we thought to do this was to introduce some risk, danger and excitement.It was Lucy who suggested that...
Lisa Williams pulled her car into the parking slip in front of the tanning center she'd been religiously going to as a client and now working at as an employee. She turned off the engine and twisted the rearview mirror to allow her to check the face looking back. It was a deep tanned face with striking blue eyes that stared back. She fluffed at the golden blonde curls flowing from her head with her hands and chuckled, not bad for a thirty one year old! I still look twenty! Opening the door,...
Contest Janet L. Stickney [email protected] Almost nobody could believe it when it was announced, yet I was almost beside myself with joy; I hid it well, but it was there. The club that my parents belong to announced that they were going to award three full scholarships, along with two $10,000 prizes. The catch? It was required that all contestants dress and live as a member of the opposite sex for one year, starting the day school let out then all the way through the following...
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...
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...
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...
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...
The Contest By Stats The two cosmetic surgeons friends were blind drunk. They were millionaires and both renown in their field, having performed the most difficult surgeries on countless celebrities. Randy was the first to speak. "I don't know, Adam, we have listened to each other's war stories for over four hours and the way I see it; we still have a bloody tie. What we need is a real challenge." The next morning while shaving Randy thought of the challenge. He...
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 Contest I don’t know how my wife found out about the contest but once she learned of it she couldn’t stop talking about it. And soon she was trying to get me to enter it with her. My wife, Julie, was a slim brunet with small breasts and nice, well shaped ass. She had been a virgin when we married but she quickly learned to love any kind of sexual activities. She especially loved sucking my cock and swallowing my semen. Maybe it was her love of cock sucking that piqued her interest in the...
Chapter 2: The Contest It was now Sunday, the day of the first of the challenges or events between Jeanne and Jordan, to determine the ultimate fate of the Island. Both Barocca's group with Jeanne, as well as Tiffany's group, represented by Jordan, had filed onto the stage in the auditorium. On the opposite side of the stage, the other amazons on the Island filled almost every seat. No one wanted to miss the show. "All right everyone, " said Tiffany as she addressed the audience, "I want...
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...
Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...
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...
The Costume Contest Belladonna "Where do you want to go for you birthday lunch?" David Paris inquired with his secretary. Veronika paused as she thought over her boss's question. Her mind parsed through the various establishments she had been treated to lunch at since she started working for the man. She shook her head as she answered, "I'm not sure." David was struck by Veronika's indecisiveness. She normally had the answer right at the tip of her tongue. Her slight...
Chapter Four: Futa's First Sensual Contest By mypenname3000 Copyright 2018 April 17th, 2047 “For the next year or so, you had a good string of diplomatic success,” Adelia said as we neared the end of our interview on my life. As much fun as it was to talk about my life on my forty-eighth birthday, I was eager to finish this last segment. I needed a break. But I still had to be positive and sexy, to let the world see me answer her questions without showing my fatigue. I had to be in...
The Contest By RogerGirl Angelo was sitting in the waiting area at a bridal shop while his fianc?e, Amy, was making an appointment with the owner. Angelo was 5'7" and 120 pounds with no visible Adam's apple. He played guitar in a band and often dressed in an emo style with long straight hair, some makeup, occasional nail polish, smooth hairless skin so he could wear his tight jeans more easily, and lots of hoodies. While he had never dressed as a girl, he had come to a...
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...
I was running through an empty parking lot...looking for someone, or something, but I wasn't sure who I was looking for...or what. All I knew that was no matter how hard I looked, how far off into the distance I stared, all I saw was miles and miles of concrete. It was an oppressive emptiness, the vastness of the open space crushing me. I fell to my knees in despair. I don't know why I was looking anymore...everything I had seen up to this point was testament to the futility of hope. At...
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,...
Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...
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...
The Reawakening of Sissy Jackson By Cassandra Morgan The memories came at night, when his consciousness was not on guard to stop them. A little boy, rushing across the playground to his mother. She laughs and picked him up, kisses him on his lips. He is a small boy, frail, too weak to play ball sports with the other kids. He plays on the swings...but not too high. He plays hopscotch. He plays jump rope. The mommy does not care. She likes having her little boy close to him, and if...
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."...