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Sissy and Wife get Black Trained PT2

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock.The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock, tears streaming down his face as he pounds his face. The husband feels the old man's potent cum-filled bull balls slapping his chin.The...

Sissy Mission 7 Lawnmower Sissy

Sissy Mission 7: Lawnmower Sissy By Cheryl Alison It was a Sunday evening and Mistress and I were lazing around watching TV trying to avoid the reality of work on Monday morning. The Simpsons was on, and Homer and Flanders had made a little bet. Somehow, they both lost and had to mow their respective lawns wearing their wives' Sunday dresses. I looked at Mistress and I knew that another Sissy Mission was probably in my future! "Hmmm," was all she said. I knew I was in for...

Sissy Goodbye

Sissy, Goodbye by meeah soo ? On the bed in the guest room, Jamie lay back against the flowered pillows, feeling pretty in his pink satin nightie, his stockinged legs spread wide, and the long black vibrator pressed to the mound in his panties that betrayed his tied-back cock. He slid the straps of the nightie off his shoulders and pulled one pale little tittie out a frilly lace-lined cup. He squeezed the small sensitive nipple and took the vibrator off his already wet panties and placed it...

Sissy Outed part 1 Helen finds out

It was a beautiful sunny summer morning and I got up early, even though it was a Sunday. I spent about 15 minutes (as I did every morning) with a pair of tweezers, searching for and removing pubic hairs that had started to emerge since the previous day's plucking. Even though I'd been doing this for a few years, there were still about 20 hairs to remove each day. While my bath was running, I shaved my face and my underarms. Then, in the bath, I used the razor to shave my bottom and the...

Sissy Sister Streetwalkers

SISSY SISTER STREETWALKERS by Throne It was a dark street in a disreputable part of the city. Cars cruised up and down, their male passengers eyeing the tawdrily dressed females who strolled along, flaunting their bodies. One car pulled up to the curb. The gruff voice of the driver said, "We're here, sissy. Get your pretty pink ass out of the car and earn me some money." "Yeah," seconded the voice of a female in the passenger seat. "My man needs his beer and you're paying for...

Sissy Farm Chapter Twenty Six

Sissy Farm - Chapter Twenty Six - 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; Doctor Shirley Williams: 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...

Sissy Hypno

Sissy Hypno Reddit, aka r/SissyHypno! Are you a dirty young guy looking to become a cumslut? Maybe you’re into that kind of content instead of wanting to be a part of the craze? Either way, you’re going to love /r/sissyhypno. This place is as fucked up as it sounds. It’s all about sissy guys who get hypnotized (willingly, might I add) into becoming the biggest sissies ever that want to do nothing other than get cum all over their faces and get face fucked while their tits swing back and...

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Sissy finds black cock

My gorgeous petite wife walked up in a flirty barely there dress that showed off her big breasts and curvy hips and it did nothing to improve my mood. It added to my depression.Gina was so pretty a dozen times a year some idiot would bump into her car just to get to talk to her. Cops incessantly pulled her over and made excuses to get to see her license for her address. Our insurance agent thought they should create a new risk category called 'too gorgeous to drive.' He called three times a...

Sissy School Part 1

SCHOOL FOR SISSIES By Missy Crystal I was sitting at the table eating my cornflakes and drinking a glass or orange juice when I suddenly began to feel woozy. It was hard to keep my head up and I couldn't seem to focus. "Mmmmommm," I slurred. "Immmmm feeeel funnnny." Mom was standing at the sink. She turned around. "Of course you feel funny. I put a big dose of tranquilliser in your orange juice. I warned you what would happen if you didn't mend your ways. You were already...

Sissy Story Chapter 02

Mom and I had obviously taken things to a different level. Just like when I had first worn pigtails and hair ribbons, our relationship, and understanding of that relationship became even more intense and our connection became even deeper. I was happy and Mom was obviously pleased coming out of the mall, me wearing clothes bought that day; a light t-shirt, some shorts, sandals that showed my toenails polished, panties and a training bra. She pushed a cart full of things for my new wardrobe....

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

Sissy Girl Chrissie A Chrissie Conway Story

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...

Sissy rsquo s discovers Part 2

This the second part of an original fictional story of love found at home. ********************************The noises from cooking and dishes clanking echo through the house as Sissy walks into the kitchen. Her mom is at the counter empting a pan of eggs into a bowl. Mom is talking to Brad about the chores today before they go to the lake for a week. The week long lake trip is a family tradition. The cabin has been in the family for years handed down from Dad’s side of the family. ...

Sissy Stepson Part 2 Sissy Heaven

Sissy Stepson Part 2 ? Sissy Heaven Carl knew she was going shopping, so he feigned being sick to stay home. He saw that his stepmother wasn't wearing her stilettos and this excited him. They would be his to explore and touch. She bitched at him, "You're not sick!" "Yes, I am, I feel sick to my stomach." plead Carl. "Well, I am still going shopping, I am not waiting on you today, you're on your own!" bellowed Mrs. Monet. "No problem, I just...

Sissy Crissi Chapter 1 One Dreamy Night

Chapter 1 - One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need of a place to stay, and Erika was in need of someone to help with expenses. The match was perfect, so with no complicating expectations, we moved in together. I did enjoy living with Erika....

Sissy Dani CHAPTER 4

CHAPTER 4 "This should be the most exciting night of your life,` MistressJennifer told me. "We'll be celebrating Sissy Dani's first'birthday.'" It was true. A full year had gone by since Jenniferhad first used her secret hypnotic designs to implant within mymind the personality of Sissy Dani, a simpering, submissive malelesbian who craved being both beautiful and bound. In that year,she had also aided many of her dominant female friends tosuccessfully transform the men in their lives into...

Sissy Snippets

SISSY SNIPPETS by Throne (Bits and pieces from my fevered imagination. Hope you each find something you like.) I had never been into jogging, even though my wife Marla ran every chance she got and repeatedly tried to get me to accompany her. That changed when I lost a bet with her about who could do more chin-ups. I was more out of shape than I had thought and she beat me handily. My wife had said that if she won, I would have to go jogging with her for a month, and that she...

Sissy Cuckold s Turnaround

SISSY CUCKOLD'S TURNAROUND by Throne I got home from work and my wife Tyra was waiting for me with an impish expression on her pretty face. She was wearing a snug sleeveless top and skintight slacks, so her buxom, big-butted figure was well shown off. I knew something was up and stood there, my usual meek self, anticipating some new indignity. She wanted to know, "Which panties did I put out for you this morning? Let's have a look. In fact, just strip down to your pretty...

Sissy Slut

Part 2 I was born Kelly Stark. I grew up in a town of about 60,000 people. It was big enough that people minded their own business but small enough to allow kids to be able to breathe. Looking back, something was wrong for as long as I can remember. I'm not going to bore you with details about my family or any of that. Let's just leave it that as a kid I sometimes wore my sister's clothes. I would put on her clothes and jack off and pretend I was her with some boyfriend of the...

Sissy Serving Girl Scene 2

SISSY SERVING GIRL SCENE 2 by Throne My head was still spinning from the announcement which Owner had made so casually the day before. My wife Denise was coming to see me today. Maybe to release me from my new life as a sissy slave to the man I was living with. I decided to dress extra pretty to show my spouse how cooperative and well behaved I was being. Maybe she would take that as a sign that I was willing to do whatever she said once I returned home. If she would take me back. ...

Sissy Maid

SISMAID.TXT by Cindy V. femdom, TV, humiliation This is the fourth fantasy story in a series of five written at the command of my creative mistress, inspired by page 46 of the January, 1995 issue of Cosmopolitan magazine, a pictorial entitled "In Search of the Perfect Bra." This story involves the model in the bottom photo - Padded. My mistress has a date tonight. First I am to dress as her "personal" maid. She took great care to emphasize the word "personal." Then I am to help her get...

Sissy That Time of Year Again

CHARACTERS: Sissy ... lead female character, twenty-nine, business exectutive Sue ... female assistant to Sissy, twenty-two Kamp ... boyfriend of Sissy, thirty, gave Sissy a diamond Kari ... female assistant to Sissy, twenty-two and unknown rival Curt ... lead male character, thirty-four, business executive in same company as Sissy Damn, Christmas, again. Bah, humbug! I remember three years ago at this time. Actually, it was the weekend before Christmas. Kamp and I were in bed in our...

Sissy Club Scene

SISSY CLUB SCENE by Throne "I can't believe this is happening," Jerry whimpered. "I know," Tommy sniffled back at him. The two short, unmanly figures were in the dressing room of Midnight Kinque, a private club that provided perverse entertainment for the wealthy cognoscenti of the erotically bizarre. To them it threatened to become an all too familiar place. How had they ended up there? First their wives had convinced them individually, with subtle seduction, that it would be...

Sissy gets a spanking

I see there are lots of CD spanking videos on this site. That reminds me of a couple i met many years ago. She was a dominate woman who loved to spank sissies. Her husband was a submissive sissy. I took her out to lunch and we just talked for quite a while in my car and she had me take my pants down so she could see my panties and i had on a garter belt and nylons that day. We agree that i would come to her place in a few weeks for a spanking. I went to her place and walked in and she told me...

Sissy Sister Sitters

SISSY SISTER SITTERS by Throne Claire and Rosa stopped as they approached the front door of the latter's house. They wore sexy outfits and a touch too much make-up, which was appropriate because they had been out clubbing. They looked at each other and began laughing spontaneously. "This is SO funny," Claire said. "I mean, us going out for the evening and leaving our husbands in the care of a sitter, like they were little boys." "You mean our SISSY husbands. And you should say...

Sissy CD Gets Fucked By BBC In Public

True story from about 3 years ago. Life had been busy it had been awhile since a man used by mouth or boi pussy for his pleasure. I still had been wearing panties almost daily and shaving my basically everything from my little balls up to my chest. I had acquired a few sexy tops and quite a few sexy panties and stockings and still loved putting them on and playing with my hole.It was a nice summer afternoon and I didn’t really have anything to do. I had just taken a shower and shaved myself and...

Sissy for life

�Oh don’t be such a baby, Steffie,� my wife said, pausing while putting on her lipstick. �It’s not like you even use the silly little things anymore.�I had come upstairs to the bedroom with the boots I’d just polished. Her boyfriend Max would be by shortly to take her out for the evening and there I was the obedient house-husband helping her get ready, just like a good chastity sissy should.�But�but twice a month�� Diana turned from the mirror and I felt my breath catch. God, she was beautiful....

sissy and her Daddy Chapter 2

jamie and Rich meet againHuh? Don’t recognize that number – fuckit… let it go to voicemail. Probably someone begging for money. Monday mornings suck enough already, I sure as hell don’t want to be putting up with beggars. I gotta get to work on this proposal or my ass is grass!Some time passes and the number rings again so I decide to answer it. “yeah? who’s this?’“Now jamie, is that anyway to greet your owner? I’m surprised you don’t have better manners. Nobody likes a girl with an attitude”Oh...

Sissy Cuckold s first time

She waited till I was out of the shower and then shouted me to come in. I towelled myself and entered the living room. 'So Marcus has just texted me,' She said, smiling. 'Want to read it?' Of course I did. My cock twitched at the thought of her with Marcus. 'Yeah.' Marcus: Hey babe. Can't wait to see you later xxxSamantha (my wife): Me neither. I'm looking forward to it xxx Marcus: I'm hard right now thinking of doing the nasty with youSamantha haha! Not long and you can do what you want with...

Sissy for BBC use and a b u s e

My Dear little sissy sister, lezzie lover and slutty confidant... Thanksgiving saw me full of BIG BLACK COCK...my mouth, my sissy pussy and my belly were full of so much BBC and SPERM from Big Black Daddy Dick (s) annnnd I was good little bitch in the Doggy position for the Black Daddys' and their DAWG POUND(ING). I finally hooked up with my own BBC GANGBANG SQUAD from the adult bookstore. They used me for well over 24 hours of serious sissy-slut abuse, degradation, domination, humiliation...

Sissy Sharon s Saturday

The day begins at 4:30 a.m.. I am awakened by the alarm next to my bed on the floor in my tiny cell. It’s barely big enough for the old mattress I have to sleep on, but it has been my bedroom for the past 8 or 9 years (I’ve lost track). Every day is basically the same. I wake up and crawl from my room to the bathroom at the end of the hall in the basement. Cameras watch my every move, so trying to cheat by walking (ever) is a no-no. The punishment is far worse than the crime, so I am always...

Sissy Stepson Part 4 Stepmother s Test

Part 4 - Stepmother's Test She crossed her legs and began dangling her high heel again and Carl became excited. His sissy stick started to stick up as he watch the dangling show and fashion models prancing on the run way. He had no where to escape and his stepmother noticed her panties bulging with his sissy cock. She nonchalantly let the shoe fall on the carpet and said, "Well, missy are you going to pick my shoe up and place back on my toes or can't you get up!" "Yes, ma'am, I...

Sissy at Heart

My Aunt was surely and steadily turning me into a sissy. I had been home- schooled by Mom before she passed-away so I already had my high school diploma at age 17. I was only 5'5" tall and at 110 pounds I was not the masculine type. I always new that I was something of a sissy. I still had not begun shaving and I had predominately feminine features. I had large, pretty eyes and long lashes. A cute little nose and full, pouty lips. I had not had my blonde hair cut in nearly 2 years now. I...

Sissy Gracie Life Begins Anew

sissy gracie As we all know, this is a work of fiction. Parts of this are true. The beginning premise did happen. True and played out by moi. A lot of the truth has been embellished. Enjoy. As a blossoming sissy and knowing and accepting what a good sissy does.... this sissy decided to pay a visit to the local ABS..That is an Adult Book Store. Located in a large city in South Fl. Once inside, and checking out the mags and dildo's, i walked into the private video area to...

Sissy Emma is Turned Chapter 5

Sissy Emma is Turned Chapter 5 After that, they let me go home. Everything had been removed, other than the cock cage, which they said should remain on throughout the week to ensure my mind was attuned to being a sissy. Once home, I showered myself completely and fell into a deep exhausted sleep. The following day, I went to work and tried to act as normal as I could, despite the fact that I was wearing stockings and panties underneath as instructed, not to mention having a...

Sissy hunting AR game

We were all together listening to the Lady infront of the calssroom , the fear in our face looking at each other small cock white boy locked, plugged, in panty brought one by one in the class, by that sexy milf teacher to our surprise s many of us looking at new white small frame boy get help in the claass and assig a desk12 of us , looking at the lady start the ''game trailer '' on the projector big screenthe room dark all of us looking at the screensuccessfull man all getting off from work it...

Sissy dreamlife

Hello little sissy. Do you still remember me? You don’t do you poor thing. Allow me to refresh your memory. Last night I saw you at a bar you looked so shy and a little awkward so I approached you. We talked for a little while and I immediately came to the conclusion that you would make a great sissy, so I d**gged your drink. No stop that little sissy you won’t make it out the bondage you should embrace it, it is what you are meant to be. You must have so many questions. But since I don’t like...

Sissy White and the 7 Soldiers

The royal wedding of Catherine White and Lord Grimmson was a spectacularevent that happened after the death of the former king and the husband ofCatherine White. Arthur White the crowned king approved his mother'swedding and Lord Grimmson was made the general in the army.Lord Grimmson won many battles along with king Arthur White. Arthur Whitesoon decided to marry and consumate the marriage for the heir to histhrone. He marries the beautiful Princess Bella. The wedding was brilliantand the...

Sissy Sport

Sissy Sport - By Sissy Graham ([email protected]) Part 1. The beginning. I couldn't sleep. I doubt that many people would be able to sleep if they were in my situation. I was lying on my stomach at the bottom of the bed. Around each of my wrists was a leather cuff, padlocked on to preventing me removing them. A two-foot length of chain attached the cuffs to each other. Forcing my knees apart was a three-foot spreader bar. The bar was tightly attached to my legs just...

Sissy Headhunters

SISSY HEADHUNTERS by Kimmie Holland and Meeah Mackenzie**One**Andy tried not to be obvious about it: but it was hard not to notice that there wasn’t another white person in the entire restaurant. He’d let Mr. Asad pick the place of their lunch meeting. Maybe that was a mistake. But he wanted to make sure everything was to the black man’s liking. Andy hadn’t landed an account in months so when he’d been contacted by a corporate ?headhunter? he’d been surprised—and relieved. As the fiscal year...

Sissy Prince OriginChapter 3

Olivia pulled off his scratchy wool tunic. It had covered him to just below his cute girly ass. It was uncomfortable to wear, made by Orcs. Yet for some reason it turned him on. His tiny sissy bump was now revealed to the world. It was erect, yet not quite two inches long. He slipped into the cool river water. In a natural pool where the water moved slowly. Lara grinned at him from where he waited. A ginger Elf, who had become a sissy. Much like the young human. His penis was a bit bigger....

Sissy Sisters Shortcomings

SISSY SISTERS' SHORTCOMINGS by Throne "B... but..." Arnold blinked back tears. "I can't wear this if someone is coming to our house." He stood there in a sleeveless belly shirt and thong panties, the former with a splotchy pattern of reds and greens, the latter in bright yellow. On his small feet were dainty orchid-colored, backless slip- ons. There was no hair anywhere on his slender body. His wife Delia, who was several inches taller than him and carried a good bit of excess...

Sissy bang

The champagne must have gone to his head. Must have been stronger than he thought."You look pretty," whispered Goodhead, taking the glass from Bonkabitch, kissing him on his lipstick painted lips. "You look really sexy, you little crossdressing sissy boy."Goodhead ran a hand over Bonkabitch's thigh, moving his skirt aside, running a hand over his black holdups."It's going to be so good, " she whispered." I have something special for the two of us tonight. "She took Bonkabitch's hand, placed it...

Sissy Bobbi Bardot

My wife went shopping, so I was home alone, so I stripped totally nude and put on my high heels, some red lipstick, and just a baseball cap, and paraded naked in front of the full-length mirror. OMG!! I looked SO fuckin' SEXY! I look like a WOMAN!I mean - I WANT to stop suckin' men off but I CAN'T! I NEED big horny men in my life! I'm a fuckin' SISSY! I love a world where women eat pussy and men suck cock! I wanna squat naked on a man's cock and pole dance on his hard dick! "Didja see the LEGS...

Sissy Emma is Turned Chapter 4

I couldn't go outside dressed like that could I?Here I was forced to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse with which could clearly see my black bra and 38d breastforms and heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me it would be clear that I was in fact a feminised male....

Sissy Princess Daddy

Sissy Princess Daddy By cutepatti My name is Pat and I'm a middle-aged man living with my two daughters... Allura who just turned 18, and Brittany who just turned 13. My wife, their mother, and I had divorced a few years earlier and I had custody of the girls. All was well... at least I thought it was, until one day I was confronted by the girls... who had decided they weren't going to take my teasing and taunting any longer. I had always done it just for fun, but the girls...

Sissy slaveboy gets trapped blackmailed Pt 1

I had been a submissive with ever more disgusting fantasises for several years now and had acted out a fair few of them over that time.I was a manly, muscular lad who everyone looked up to and would think was the textbook "normal man".I held a professional job, steady girlfriend and a good standard of living, to the outside world, the perfect existence.Behind closed doors i had harboured a strong, submissive streak which i could simply never satisfy and a desire to be controlled and humiliated...

Sissy Beauty Salon Part 6

I turned from the giggling stares of those women and at Annie's instruction proceeded her by about five feet down the sidewalk, past shops staring to become busy first thing in the morning. I passed several mean and women on the walk to the salon. Some noticed the lipsticked man walking towards them and some did not. I really was more concerned about what was about to happen to me at the salon. We finally arrived at the salon and Annie held the doormen for me. The smell hit be at once....

Sissy Emma is Turned Chapter 1

Sissy Emma is turned I had been a cross-dresser 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 cross-dressers 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...

Sissy Girl Forever chapter 2

Sissy Girl Forever Part two. No going back now. Mistress was going to be certain that there would be no turning back for me. Over the next few weeks she made certain that I used my hormone cream daily. No my breasts haven't started to grow yet but I could notice some slow down in hair growth. My male wardrobe seemed to be dwindling, with more camis, blouses soft pullovers and ladies pants taking there place. Of course I have only had pretty panties and tight girdles for...

Sissy Julian Chapter XII Amongst Other Things A Well Fitting Jock

Sissy Julian - Chapter XII, Amongst Other Things, A Well Fitting Jock by: sissystevie At last! Julia gets her Jock, but when will they come up for air? Well, the Countess has a betting line on just that, at least when she and Auntie Jane eventually come up for their own air! Flash: could Constance be in love with the Brittany Spaniel? Then, as a side dish, served hot, try Daphne and her new mentor, Dominica. Fred Gingerman's wedding parties start early with many, many bangs on Lake...

Sissy Cuckold Meets Wife s Lover

SISSY CUCKOLD MEETS WIFE'S LOVER by Throne "But why can't you just go out with him? I mean, why does Jake have to come into the house?" My wife Tessa put her hands on her wide hips and gave me an impatient look. "Really? Would that be polite? To make him stand out front? I decided it's time for him to meet you, Frankie, so that's all there is to it. When I tell him about my sissy husband he's always interested in meeting you." "You keep saying that. Except... I mean... look...

Sissy Kiss

Sissy Kiss & Cuddle I nervously knocked on the door. Too late now, I thought. I had traveled all this way to the outskirts of town, this isolated house out near the woods, to knock on this man's door on a November night wearing stockings, garter belt, satin panties along with a matching bra with inserts. My face was fully made up complete with cherry red lipstick and I was wearing an expensive red-blonde wig. My earrings matched my silver chain necklace and went well with my white...

Sissy Dogging Slut

I sit nervously twitching as I speed through the night my locked up clit twitching with excitement. Why? Because I am heading towards the local dogging spot and I know when I get there I will be a big attraction because of what I am wearing. That is, pink PVC thigh high boots, pink fishnet stockings held up by a pink leather suspender belt. As you have guessed bit of a theme going on here! A pink PVC mini skirt which is in fact was more of a micro skirt since it only covered a quarter of...

Sissy Prince OriginChapter 2

“I’m sorry about this.” Jentif whispers in the Elf’s ear. Larallin gives a slight nod. The big red woman was actually quite nice, and the wife of his new friend Oliver. But, like the rest of the slaves, she would do anything their monstrous master ordered. The ginger, Elf man had his palms against the cold marble wall. He wore an ornate gown over lace panties and a tight corset. Humiliating and degrading what was left of his manhood. Not that there was room for masculinity here. Not as a...

SISSY MOMMY rsquo S NEW LOVER

SISSY MOMMY’S NEW LOVERI looked down at the poor thing, he had such sad eyes. “What’s the matter dear, corset too tight?” He shook his head ‘no.’ “No, Mommy, it’s fine.” “Fine? Well then perhaps we can get you down another half an inch. Up,” I commanded. Dejectedly he rose to his feet & turned his back to me. Would he never learn to give an answer without getting himself in more trouble? I do believe that his continual sissification was dumbing him down. He might very well end up an...

sissy slut chat

me: just got out of the tub where I pissed into my mouth and drank it and pissed all over my face and body, now I dripping and tasting my pee and love it Sent at 10:15 AM on Sunday Candy: U are a lucky slut me: i was thirsty Candy: I am thirsty too... me: do what i didi love itmy other fave is peeing into the baby bottle and drinking it from nipple Sent at 10:19 AM on Sunday Candy: I m going to toilet for licking piss like a dog ..u want pics?? Sent at 10:21 AM on Sunday me: yeswe both...

sissy slut is humiliated and loves it

New story: I get off the plane in Fort Myers and you are there to pick me up. I get in the back seat of your vehicle and you tell me to open the bag. I look inside and it's a pair of vanity fair full-bottom panties, pink acetate and practically see thru. A full, open-bottom panty girdle with six thick straps and white; a pair of wolford white thigh-high stockings and a pair of sandal strap five inch stiletto heels, white. The ensemble is finished with a pink chemise, silky and smooth as candy. ...

Sissy Emma is Turned Chapter 7

Steve unlocked me from the cage and handed me over to Master. I went to wipe Steve's cum from off my face but was told to leave it.'So Sissy that's 3 serious demerits you've earned for that little escape attempt. I warned you not to mess with me but you just couldn't help yourself could you?'No Master' I said sheepishly.'Right well get yourself home and learn to follow orders' he said. 'I want you to have an early night and watch the videos I have given you on your ipad. And don't forget to...

Sissy Emma is Turned Chapter 6

I went through into reception to see my ex-wife sitting there. She was a big lady, maybe one some people would call a BBW. Today the was dressed a little more conservatively than the last time I had seen her, but only just. She wore a very tight low cut top which exposed her massive cleavage, a short skirt and when she crossed her legs, I caught a glimpse of her stocking tops.'Ah sissy' she said, 'I'm here to check up on you'I hurried outside with her as quickly as possible, hoping nobody had...

Sissy Emma is turned

I 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 I talked of having...

Sissy Wife

A Sissy Wife Penned by: Miss Deborah (Debi) Leigh Johnson aka Karenanne Brown One I had just set up an internet account with a local server, and I was exploring. I tried all manner of searches just to learn how it all worked, and I was pleased to suddenly find that there were very many adult oriented web pages, that led to other adult oriented web pages. Over the following four or five weeks, I continued to explore and I found some that I really liked. It was at this point,...

Sissy Mission 5 Stacked Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 5: Stacked Sissy By Cheryl Alison Everyone in the hardware store was staring at me. The checkout lady at the front of the store stared when I walked in. The mother and her teenage daughter stared. The guy in the back at the engine shop stared as I walked by. As I...

Sissy Slut Gets Caught 1

Sissy Slut gets caught #1 Hi, my name is Marcy and I've been a cross dresser for years but have always limited my play to indoors. I've acquired quite an extensive wardrobe through on-line shopping sources and eBay always purchasing items that only a slut would dare wear. I'm especially proud of my collection of 5 and 6-inch pumps in a wide array of colors. Among my most prized possessions are the three sets of titties I had custom made by a Hollywood special effects/makeup artist....

Sissy Stepson Part 3 Caught in the Trap

Sissy Stepson Part 3 ? Caught in the Trap He was worried about the stain until he started watching a game show with the sexy female host. She had a stiletto's like he was wearing and was dangling them. Once again Carl's sissy stick became hard and began oozing translucent sissy cream all over the nylon and panties. He sat there for ten minutes watching the dangling, mesmerized and in a sissy dream like state with glazed eyes and an oozing cream stick confined...

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

Sissy Jennifer s First Cock

Submissive sissy Jennifer's first cockThere is a shy knock on your door. You open it, wondering who it can be. A stranger hands you the end of a dog chain, you can see that it leads to a red strap round his neck."I'm Jennifer, Sir" he whispers, softly & huskily. It becomes clear now - you remember the conversation on the web a few days ago. Not saying a word, you pull the stranger into your room with the lead, shutting & locking the door behind him. You slip the end of the dog chain over a coat...

Sissy and Wimp

Sissy and Wimp 1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, there is a homosexual element in all crossdressing. but it is not necessarily a vital and structural one. We may...

Sissy and Bubba

I'm probably not the most considerate brother in the world - my sister is two years younger than my 15 years and can be a real pain in the ass - but I do care. And that's why I stopped when I heard quiet sobbing from inside her room on my way to the shower after running one summer morning. I knocked gently. "Kit? Are you ok?" I heard a gasp, then a few seconds later, a shaky, "Go away, Mike. I'm fine." She didn't sound fine to me, so I cracked the door open and stuck my head in. Kit...

Sissy the Redhead Mammas Price Pt VI

Introduction: I only have one more chapter planned, but if the response is good enough, I have a couple of really filthy ideas to add to all of this. Let me know. Sissy the Redhead: Mammas Price Pt VI My kids had been on their walk for a couple of hours now. Of course I knew better. I was sure they were across the street involved in some sort of hot, sticky, depraved and illegal sex act with either one or both of my classy neighbors. I didnt mind. They were my kids, after all, and were bound...

Sissy erotica 2

Chapter two: Finding our daddiesThe next day and a half was a blur of sleeping, watching porn and toying my ass relentlessly, my slutiness amplified by my cage. I was determined to stretch my pussy to impress Heather when she returned. I made sure to bathe and clean my pussy and put on a slutty maid outfit that i had. When i heard the knock on my door i was so excited and i was even more excited when i opened it. Heather had publicly walked over dressed! I asked her what it was like and she...

Sissy to Be Chapter Five

Sissy to Be - By: Beverly Taff List of Characters: Me: Robert, now called Rosie! Wendy: My twin sister. Angela: Our younger half sister by my mother's second boyfriend. Doris: My drippy overworked mom who lets everybody walk over her. Aunty Jane: My mother's pushy domineering sister. Harriet: Our friend from the next farm. Aunty Margaret: Harriet's Mother Jessica: Harriet's older sister. Chapter 5 The next week was taken up with getting...

Sissy Story Chapter 03

I’d kept in touch with Tommy while I was away, but he didn’t text me much, so I was not really expecting him to see him after my appointment that Wednesday. I had texted him and told him my appointment would be a little longer, might last for a couple of hours. He was pretty noncommittal. I didn’t tell him I was dumping the curls and going with a more adult style, shorter and, I thought, more sophisticated, straight, like European girls wore. And I didn’t tell him about my new boobs. I...

Sissy Storage

The only sound that kept me company couldn't be heard by anyone but me, and though it was of a slow rhythm, it sounded like wardrums within the confines of the thick leather sensory deprivation hood that my owner had secured over my head.Sensory deprivation of my sight, deprivation of my ability to feel.. but not smell.. and ironically, not my ability to hear either. The high-grade foam earplugs he had stuffed into my ears before sliding his hood over my head acted as an amplifier for every...

Sissy Humilation Training

Sissy Humiliation Trainingby Derek BowdenHumiliation will only work if it is part of her decision to submit. It can’t be forced on her against her will and be expected to improve her self-image or have positive results. Humiliation training for a slave girl has many purposes. Sissy humiliation training is by its very nature, psychological humiliation. One of the primary reasons for using it is to force the sissy to push the “choice decision” she has made to obey her Master and be subject to his...

Sissy Training Assignment 1 For all Sissies wishi

Sissy Training Assignment 1:Now the first assignment is pretty simple. Just fill out and answer all the questions below and then send it to me at [email protected] . You do not have to fill out all fields but the more you fill out the better your grade will be. Also fill free to send me a picture of you as well but that is for bonus points and is completely optional. Also I will not be posting personal information, such as real name, address or phone number, unless given...

Sissy Farm Chapter Two

Sissy Farm - Chapter Two By: Beverly Taff List of Characters: Me: Michael, A natural sissy; Aunty Beverly: My mother's sister. (Who adopted me aged 10.); Janice: My Younger Sister. Chapter Two Now I had received another call for assistance from Aunty Bev. Since adopting me and training me how to lace up her corset, Aunty Bev oft-times called me across the landing if she had trouble tying off her corset. Usually I...

Sissy Porn Star Part 3

Sissy Porn Star - Part 3 "Wake up sleepy head it's time for your B12 shot!" Sherri said aloud as she entered the room with the syringe already in her right hand. Charles woke up as though he were coming out of a bad dream. He saw Sherri standing there dressed up in a nurse's outfit with the syringe in her latex gloved hand. The outfit was made of white latex and she wore an accompanying nurse's cap on her head with a red cross inscribed in the middle. He could not believe how...

Sissy Masquerade Surprise

My Goddess told me I was going to be her sissy servant maid on a leash for Goddess’ masquerade party with you wearing a short skirt so your micro-caged clitty is visible & your ass cheeks are hanging out. You also have on a leather choker collar with a big ring on it & a thin stainless steel chain goes thru the ring of your collar & the ends of the chain hook to the front corners of the large servant tray that rests in front of you. You are all dolled up in a corset, thigh-highs,...

Sissy husband forced BI

My wife was out of town visiting her mother. She was not dueback for several days, so I thought. Not expecting her for several days, I had taken to being infull drag while around the house, both day and night. At night Iwould go to bed with my wig and full makeup still on; usuallywearing a teddi, garter and sheer stockings. Some nights I would goto bed in a tightly boned and laced corset. Before I went to sleepevery night I would lubricate my favorite vibrator and screw myselfwhile masturbating...

Sissy Sabrina Goes Out On The Town 2 The Trouble with Fantasies

Sissy Sabrina Goes Out On The Town 2: The Trouble with Fantasies By Sweet Sabrina I couldn't think of any reason to argue, and I certainly had no place other than home to go. Dressed as I was, I couldn't exactly go to the office or the health club after all. So I followed Juan's instructions and went directly home. I wasn't really surprised to see in the driveway the BMW that I had rode in from the club to the hotel, but I was still scared by it. For the first time ever I entered...

Sissy Mission 4 Southern Belle Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...

Sissy Prudence Part 1

Sissy Prudence (Part 1) (by Sissy Caroline - 14 December 2006) He paused at the top of the stairs waiting for his heart to slow down a little. He had never been confronted by these circumstances before and for a moment he thought that he would break into tears, something he did from time to time when things upset him. At 13 years of age you would have thought he should be well past that stage, but he wasn't. In fact as time went on it seemed he was becoming more emotional. He had one...

Sissy C

SISSY by Sissy Property of: __________________ (part 3) Mistress then reaches down, flips up Miss Susan's skirt, jerks down Her panties. Grabbing my hair, She pushes my face into Miss Susan's ass. Soon Miss Susan and I were working in unison. It wasn't long before Mistress grew flush, sweaty and Her breathing became labored. She then wrapped Her legs around Miss Susan's...

Sissy Elf

SISSY ELF by Throne Ernie was hanging around outside the FEM FEM OMEGA sorority house... again. He loved to be there between his classes, to watch the girls enter and leave, and to imagine what went on inside. The members tolerated his presence. To them he was a minor irritant. At the same time, he was always available to run errands, like driving to the store to pick up something, or maybe hauling the trash cans that they left out back over to the curb for collection. In exchange...

Sissy rsquo s holiday romance Part Two

I was kneeling before J and George. It should have felt wrong, weird or outright disgusting considering I was tasting the pre cum from my biological fathers rock hard cock. But it didn’t. It felt sexy and so good. J was speaking to me, praising me and encouraging me to lick and suck George’s dripping cock. I can see where I got my genetics for producing litres of pre cum from, he was dripping like a tap as I knelt before him and his lover, dressed up in my new bitch gear. J told me to lean back...

Sissy fucksow slave Denise the three gifts from her Mistress

And talking about her, you can hear now a familiar sound. Yes, she’s coming because as a good sissy submissive you know the celestial / infernal sound of the High Heel shoes on the floor, so you open your eyes as in front of you some soft lights begin to turn on. You see her coming in a way you have never known before. Yes, she’s coming towards you, but OMG! She is absolutely naked now, except for those High Heel shoes you sometimes hate and sometimes love, but you still not surrender yourself...

Sissy Peter Panties Stealer

Fifteen year-old Peter L’Effete arrived at his new school in late spring because his parents moved to the area in May. So, although he was not a freshman, he was still a ‘newbie’ and liable to the kind of pranks and hazing given to first year kids. It was obvious from the start that Peter crouched low on the macho-pecking order. Not only did he seem shy and soft-spoken, he also was polite and demur like a girl, not brash and imposing like a normal boy his age. Behind his back, some of the...

Sissy Blane s Liquid Assets

I became familiar with the Plumrose Dossier one cool February morning when it was read to me in the private rooms of Madame H at the Clinic.***I'd arrived that morning for my weekly 'therapy' and had only enough time to hang up my outer clothes in the Sissies' cloakroom and don my Eva Gabor wig before a facilitator poked her head in and told me I was wanted in Madame H’s office immediately. Even at that point I knew this couldn't be good so I shrugged into a nylon dressing gown and followed her...

Crossdressing

Sissy Alexia s 3some 2 Neighbors from Church

This fun and crazy experienced happened to me several years ago after posting ads of myself on craigslist before casual encounters went away. If you didnt ever use or maybe too young to remember but craigslist was a great way to be a discrete sissy on the side getting lots of cock. My gf at the time was going on a work trip for her family business and I was going to have our house all alone to myself for 1 week. Still remember being a giddy like a horny college girl putting my ad up about 1...

Sissy rider learns a lesson

It was a warm summers evening as sissy rode around the indoor school on her masters favourite mare her tight white jods were clinging to her as she gripped tightly with her legs urging the mare on with a gentle kick .The mare was proving to be a difficult ride and gave a few playful bucks sissy gripped tighter with her legs and found that she was getting a hard on from the vibration coming through the saddle instead of correcting the mare with her crop she lent foward pushing her cock against...

Sissy erotica 3

Chapter 3: Becoming a girlHeather and I woke up early on Saturday morning because we we're so excited for that evening. It had been a week so Heather handed me the key for my chastity. We both unlocked our cages and set free our sissy clitties. I was shocked by how small my penis looked and it made me feel very girly. We decided to take a bath and prepare for our daddies, so we headed to the bathroom. We spent about an hour thoroughly shaving our entire bodies, making sure our clitties and...

Sissy slaveboy get trapped blackmailed Pt 3

It was a tough morning....I got up and walked around in a bit of a daze wondering what i had done and what would happen next.I hoped the whole scenario was a lesson for me concocted by Empress and Saskian to mind fuck me and make me realise how stupid i had been.I made tea, popped in some toast and sat uncomfortablly to watch something i can't recall on TV.About 11.15am my mobile shook violently on the table next to the sofa and beeped loudly jolting me to my senses and scaring me so my...

Sissy Farm Chapter Twenty Eight

Sissy Farm - Chapter Twenty-Eight - 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; Doctor Shirley Williams: 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,...

Sissy Tidbits

SISSY TIDBITS by Throne (This is a follow-up to my SISSY SNIPPETS. More brief glimpses into the lives of men who are being led toward or have reached sissy status.) My wife Thelma has had me on her homemade sissy program for several months now. Mostly it involves me always wearing panties, doing all of her housework, and being abjectly submissive to her in bed. In the latter department, she gets all the orgasms, courtesy of my fingers and mouth, and I get nothing in return. About...

Sissy Hypno

Has SissyHypno turned you into a cock-hungry whore? Has it made you trade your beloved Levis for a dress and a hidden buttplug? Did your recent hypnosis session not just cure you of smoking but also leave you with an insatiable desire to get your asshole filled by BBC? Have you recently purchased a blonde wig and some fake tits after spending the day watching sissifying hypnosis videos?Those are rhetorical questions, so don’t get too worked up trying to come up with answers. What you do in the...

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Sissy the Redhead Mammas Home Pt III

Introduction: If you dont like stories that involve incest, I suggest you stop here. The rest of these chapters will have increasing amounts of it. If you like that sort of thing, its only getting started. Sissy the Redhead: Mammas Home Pt III I couldnt wait to get out of the car when I pulled in out driveway. A six hour drive home from picking up my sixteen year old son from his fathers, and the whole time I felt his eyes on my legs and chest. Granted, I was wearing a hot leather mini-skirt,...

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