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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 Secretary

I guided them down the back staircase into the media room with its plush movie theater seats and a wall sized digital screen. My pride and joy, "And that," I said with a grand sweeping gesture and deep bow worthy of a carnival ringmaster, "is the tour of my humble abode." "Yes 'humble'," Maria Sanchez said elbowing her husband playfully in the ribs, "we should be able to afford so 'humble'. And here we thought living right off the golf course was nice." Her husband Ben defensively...

Sissy Hunter From the Bitchmaker Chronicles

1st off, this is a story for sissies everywhere who adore and worship big black cock. If you can’t hang with that shit, move the fuck on. 2nd. I’ve tinkered with these events to protect the innocent, the not so innocent, and definitely the guilty. These stories are a blend of fiction, intermingled with actual experiences to present the powerful energies that connect dominant Nubian / Black alpha males with totally sissy, beta, omega, fem, transgender, and all those who submit to the adoration...

Sissy Assignment 2 Novice

Sissy Assignment 2 (Novice)This assignment is for new sissies to complete. However, I welcome all sissies to give this task a try and some of the more experience gurls can show some of the newbies how it's done.Part 1: Sissy Mind SetTo begin I want to make sure you are in a good sissy mind set. You need to be submissive, slutty and ready to serve your master.So this first part is a daily task I want you to complete. To get your mind into sissy mode I want you to go to the links below and watch...

Sissy Bitches Have No Control

There I was, on my knees with my pantied ass sitting back on my my heels, my stocking covered thighs completely hidden by my petticoat and maid skirt, with my best friends cum dripping down my painted face. I had fulfilled my dream to suck a real cock, a beautifully strong and hard cock. I had become a sissy cocksucker, and I was damn good at it!I couldn't really believe that it had finally happened, that I had at long last tasted hot jism, that I had experienced the thrill of a cock exploding...

Sissy Farm Chapter Twenty Four

Sissy Farm - Chapter Twenty Four - ByBeverly 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 World 3

Billy rode in the front seat of the car, staring out the window, and watching the world go by. His mind swam and his body already hurt, but he knew better than to protest his pain to his Husband. If he did, he would be punished with a Bare ASS Spanking and he didn't want that. He stood at 5'6 and weighed maybe one hundred pounds soaking wet, but he doubted it. However, what little weight he did have, he made up for in curves. He had ass length dark green hair that had been permenately...

Sissy danni s birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

sissy blackmailed by teamviewer and exposed

my fantasy about being blackmailed and totally ruinedwatch out this could happen to youim a sissy faggot I live in st Louis mo im in the closet no one knows i dress in femine clothes I was married when I was 20 and straight after a year I caught her cheating on me , we only had sexy 3 times I couldn't get hard with her , I was allways thinking of men, masters, tops, at home I stole her panties bras high heels lip stick, and would dress around the house, after the divorse I got the house and I...

Sissy gurl meets Daddy Part 2

It was finally later that night when Samantha had a moment alone to open the envelope Daddy had left behind for her after their playtime earlier that day. She unfolded the note and begin reading by her computer. The note read…..Dear Sissy, You are probably reading this tonight, because you can’t stop thinking about serving your new Daddy. If this is true, than my plan is working exactly like I thought it would. I’m going to ask that on Friday morning you take a shower and get as smooth as...

Sissy Sport 2

Sissy Sport 2 This is a follow on to my story sissy olympics which I posted on this site about 4 years ago. Taken again. ------------ It was almost four weeks later that the dreaded event happened. I got home on a Thursday night to find an envelope had been slipped under my door. Inside was a sheet of paper stapled to some photos of me and Brian humiliating ourselves and each other. 'Take next Friday off and make sure you are home by four pm next Thursday.' was all it said. I...

Sissy Julian Chapter X Nights in Pink Satin

Sissy Julian - Chapter X, Nights in Pink Satin by: sissystevie A double chapter as the plot thickens. Julia becomes a chambermaid, Auntie Jane's daughter Dominica returns to lend a helping whip, Julia find a school that really sucks, more is leaned about the Order, and a really kinky dinner party. It's just a quiet few days on quaint old Lake Orenda! We are leading to a conclusion of Julian's saga with only three action-filled chapters left. As always, this is a purely fanciful,...

Sissy Gimp

Sissy Gimp I watched the red head spurn the fourth attempt to chat her up and smiled. I was sitting in a pickup bar and you may be wondering why I was doing this since I was happily married. Well I was happily married but my wife Penny and I did not see eye to eye on sex. I have a very high sex drive where as Penny has not, and so sex between us was few and far apart. In fact it has been four months since Penny and I had made love. In that time I had been to this bar and had two one...

Sissy Prudence Part 3

Sissy Prudence (Part 3) (by Sissy Caroline) Section 1 "That's our Sissy Prudence in the garden. Isn't he a delight?" Bridget looked out the window and, despite the fact that boys were not really her interest, she found the sight presented to her was quite exciting. She had never thought that a boy in a dress could be such an erotic fantasy. Prue was working in the garden, which was something he now really enjoyed as a break from his duties inside the house. Not that he was...

Sissy Julian Chapter IV A New Morning

Julian begins his new Lake Orenda regime as he is quite uniquely prepared for a day in the village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention very dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated R. ...

Sissy Farm Chapter Twenty Two

Sissy Farm - Chapter Twenty One - 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 Farm Chapter Twenty Five

Sissy Farm - Chapter Twenty Five - 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 Odds And Ends

SISSY ODDS AND ENDS by Throne "Sissy inspection," my wife Anna called from the living room. I was in the middle of dusting but I knew better than to delay. I set my oversized feather duster carefully aside, in a spot where I was permitted to leave it, and hurried to meet her. In my two inch heels I made good time, having had lots of practice. As always, I took small steps, placing one foot in front of the other, which made my narrow hips wiggle. That was how she had taught me to...

Sissy Sisters

Sissy Sisters The steel band around his neck held him fast on his back on the changing table in his nursery. His Governess had locked him in place bathed and naked to await his wife, and his Mistress's, homecoming from a trip into Eastern Europe. Away for two weeks she was keen to see how he was progressing and prepare him for a visit from one of her friends that evening. He himself had only been back home for a day after being confined for a month in the Community Protection Unit...

Sissy World 2

John Maxwell hummed under his breath as he wiped down the countertops of the kitchen, cleaning up before his Husband got home. Dinner was ready and waiting on the stove for her whenever she got home from work. He was petite, standing at four foot five, and slender though lightly toned. He had long ash blond hair that fell past his well rounded, juicy ass and dark blue eyes set in a tanned, plump face. He wore a skin tight pink dress with no sleeves and a low cut neckline that nearly...

Sissy Julian Chapter VIII Camping with Auntie

Sissy Julian - Chapter VIII, Camping with Auntie by: sissystevie Not exactly one's traditional camping experience! However, when were the ladies of the Order particularly traditional? With the birth of Julia, her inner sissy is unchained and the frillies fly. Will Julia be girlie enough to join Auntie Jane's kinky dinner parties? Again, I do recommend a review of the prior chapters to refresh your sissy senses, not to mention a few other urges. As always, this is a purely...

Sissy Appetizers

SISSY APPETIZERS by Throne "B... but Tanya, I didn't know you were going to... to make me... to have me put on..." He stood there, naked and ashamed. "What, Mitzy? To have you put on one of your pretty maid outfits?" "N... no. I didn't know you were going to make me wear those p... p... panties." "But you ALWAYS were panties, you silly simpering sissy. And all my girlfriends will be able to see them because your new maid uniform has the world's smallest skirt. Any briefer...

Sissy Clinic for Bois Chapter One My New Sissy Client

Sissy Clinic for Bois, Chapter One: My New Sissy Client Summary: A young woman meets with a rather unconventional psychotherapist who offers a unique form of treatment aimed exclusively as effeminate young men. "I appreciate you taking the time to meet with me," Jaiden Chapman told me as my assistant Susan served us both coffees. "Professor Greene at Texas Woman's University recommended you," she continued. "Professor Greene, Kristen, is my thesis adviser -- I'm working on my...

Sissy Stepson 9 Forced to Suck

Part 9 - Forced to Suck "Get over her you bitch NOW!" screamed and angry Maryann. Caroline's aunt grabbed his limp red puny dick and put the knee high. "What's a matter limp dick sissy, can't get it up for a woman, maybe you need some perversion or more man cock" crowed Aunt Maryann. "Look sister, he's getting a little stiff, he must love to be degraded" said his stepmother wickedly. "Lay down in front of my feet and Phil put a knee high on your cock and start jacking off in front of...

Sissy Day Care

Sissy Day Care Chapter One: A She Forever I was pulled from the bed sometime before dawn by my stepmother and her two daughters. Hung over, naked and thoroughly disoriented, I was helpless as they quickly bound my legs and arms and then gagged me. They used black nylon stockings to tether my limbs and a pair of black silk panties held in place with a strip of silver duct tape to silence my confused protests. Within a few terrible seconds I was immobilised face down before...

Sissy Farm Chapter Three

Sissy Farm - Chapter Three - By: Beverly Taff List of Characters: Me: Michael, (Soon to be Michelle) A natural sissy; Aunty Beverly: My mother's sister. (Who adopted me aged 10.); Janice: My Younger Sister. Chapter Three By the time I had dried my nails and remedied my 'condition' I returned to find Janice sitting on Aunty Bev's bed while Aunty Bev was combing her hair. Janice was obviously enjoying the attention and I could not help but look enviously as the comb...

Sissy World 1

The sun beat down on the land of Washington D.C. of the United States of America. Normally, it was cooler in the spring months, but no one in the area around the White House was going to be cool. No, they were too tightly gathered togethered for them not to be hot. The occassion? The innaguration of President Jesicca Phoenix. Thousands upon thousands of people were gathered together, men and women standing shoulder to shoulder as they waited for the innaguration of the new President...

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 Sex Therapist

SISSY SEX THERAPIST by Throne "But honey," Darren said in a whining tone. "You can't mean that. How could I be a... a sex therapist?" His wife Kelly smirked at him and said, "You have to understand, Darla, that a sissy like you could be very valuable in helping some men to deal with issues they have in their sex lives. For instance, the new guy I just started dating, Brad. He doesn't understand the whole sissy mindset, and how useful a weak feminized husband like you can be in...

Sissy and Daniel

Sissy and Daniel: Sissy’s story My mom and my dad were always on business trips. Going around the world, and when they do they leave me and my 16 year old brother Daniel alone. “Sissy, your 18 years old. We can trust you to guard the house. We have nothing to worry about.” My mother would announce every departor. Tho there are many, and I mean many, trips my parents go on there will always be one (hopefully more) I will never forget. My mom and dad were going to China, and wouldn’t be home for...

sissy cant stop him

''Stop alex stop to fight , seriously you cant stop me now , stop this nonsense, you are so small , this belongs in panty we talk about this, yo cant be a boy, you are a sissy, my sissy ''''heeeeee''again , 2 nights in a row he joke about me having a girly frame as i get back from the showerbut this time he rip off my towell and i had my 5inch pinched atMike my roomate at the dorm . a tall black dude, was touching my ass and telling me i look like a girl more then a boy''stop it dude. ''''what...

Sissy Boy BBC Contract

I, Keri Pinkpanty agrees to the following rules, and will adhere to them faithfully:I will submit my mind, body and soul fully to Big Black Cocks (BBC) as often as possible from now on and for the rest of my life in all of the following ways, as well as those not listed.1. I am no longer dressing for myself. I am no longer dressing for my gender. I am no longer dressing to pass as a woman as most sissy boys are prone to do. I am dressing for other men, Black men. I am dressing to attract and...

Sissy Patti My Toy My Lover Ch 2 Renamed Conti

Sissy Patti – My Toy, My Lover, Ch 2Renamed From - My Little Toy Sissy-boiBy CDJackieI went to the living room, turned on some music then kicked back in my recliner as I waited for her. After our little session in the bedroom I was naked except for my bra so I decided to take that off too since it felt a little restrictive. And I really didn’t need it anyway since my 38C tits sit so well on my frame with just a hint of a droop, but I like that because it gives them just that little bit of...

Sissy discovers final chapter 6

Part 6 Final chapter of Sissy discovering sexual pleasure close to home...final for now...*******************Over the next few days – Brad went over to Lisa’s place a few more times by himself, and always came home a bit tired. Sissy was fine with him having some fun, but she was now feeling a little left out of the picture. Besides she had not gotten off in a couple of days – her pussy was itching to cum again. Every night she would corner him and make him tell her all of the sexy things...

sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

Sissy Emma is Turned Chapter 3

There in front of me stood my ex wife. This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my c***dren. She had used any means possible to ensure I would not be granted access.She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was tied back tightly in a pony tail and she had...

Sissy Hubby s Glory Daze

Sissy Hubby's Glory Daze ? by: Sexy Wifey "Sissy Hubby, tonight we're going to do something REALLY different for your dress-up party!" I announced to my husband, who just happens to have a big-time fetish to wear womens' clothes. "No arguments...you'll have a wonderful new experience, we can share it together, I'll have LOTS of photos when it's over, and finally, you're going to actually be sucking more dicks and swallowing more come than you EVER fantasized about!" "I'm going to...

Sissy Education Date s Hand up the Skirt

"Sissy Education - Date's Hand up the Skirt" My Mistress Elena told me that my "sissy" education would continue tonight! I was to go out with a date (chosen by my mistress) and show him that I know how to let my date have a "sexy" time with me. I was to be a good "sissy" and make sure my man was pleased because if not, Mistress Elena would have 4 hulks waiting to ram their 10" cocks up my ass and down my throat. It was my choice. Be nice to my date or else. Elena helped me dress. I...

Sissy World 5

Ethan Johns rode in the passenger seat of his best friend's car, the music softly bumping, making him bob his head in enjoyment. If there was one thing in this world that he liked more than anything else, it was the sound of a soothing female voice singing a dirty song about fucking a sissy up against a wall. Why shouldn't he love it? He'd seen things like that happen before. He looked over at his friend Marcus Aurora and smiled. The other boi looked back at him and smiled back before...

Sissy Trap

Sissy Trap Everything had went so terribly wrong from my long anticipated shopping experience. I had been a lifelong cross dresser not remembering my first actual endeavor into slipping into my mothers or sisters lingerie drawers. Over the years I had kept this well hidden from my family and friends and had even ceased dressing for 6 years during my ill fated marriage. When my marriage ended I found myself with the passion, time and means to fulfill these long hidden desires. In no...

Sissy Slut to Master S

When I finally got the first padlock off and then the blindfold I realised two things! One, Master had removed all the tags I had put on the keys which would make getting out of my bondage a whole lot harder. And two which was most thrilling was that having removed all the padlocks the only key I did not have was the one for my chastity cage. With a shock I now realised my Master was also my key holder. I remembered in our emails that I had confessed that my wife and I had not had sex in...

Sissy guidance

This is a guide for Superior Men that want to usurp their rights over cross-dressing white boys. 1) Getting a real meeting with a boy is the most crucial part of beginning the white boy emasculation.The rest comes easy and naturally for the sissy boy. Most fantasize about being forced into it. They like the risks and are completely aware that it is a slippery slope. Blackmail and Domination is part of what they want. On some level, they want and feel they deserve to lose their identity as a man...

Sissy Erotica Slut at the Truck Stop

A Night to Remember He loved being a sissy slut. He used to cruise truck stops, feeling the manly musk of sweaty truck drivers and other passengers. This old sissy slut would cruise the truck stop and check out who’s interested in getting their dick sucked in the bathroom, and then right there on the parking lot, he’d suck someone’s hard dick like there’s no tomorrow. He also loved to visit the cruising spots and public restrooms – they’d give him the much-needed pleasure. It was a nonstop fuck...

Sissy Patti My Toy My Lover Ch3

Sissy Patti - My Toy, My Lover, Ch 3By CDJackieWhen I got to my bedroom I fluffed my pillows, pulled the bed spread and blanket back then crawled on the bed to lie on the nice cool sheets, leaned back against my pillows and stretched out. “Phew,” I exhaled long and slow. It had been a pretty tiring afternoon but the results were quite satisfactory. I had fully laid out our relationship and exactly where she stood, my immediate plans for her continued sissy girlie-boi transformation and we had...

Sissy School

Chapter 1: Welcum to Sissy SchoolDear Diary, My name is Aaron Antony, 18 year old bi curious male. For the past month I have been seeing another man, his name was Geroge but he preferred that I call him Daddy. I never thought of myself as being completely Gay, because I would still find girls attractive, and Daddy knew this which was fine by him. But one day at the beginning of summer time Daddy suggested I should go to a special school for 4 months, a place where other boys confused about...

sissy

He's wearing his favorite outfit. A nylon/spandex blended thong that encased his fullness, shaved and smooth in a delightful caress. A bustier girdle with four straps (he wanted six but the cost was exponentially increased for those two extra straps), and wolford thigh high stockings, his legs and bottom were completely shaved...he was delighted with how feminine he felt, he put her panties over his head. Acetate, full-bottomed, high-cut vanity fairs that bore her scent. His whole outfit was...

Sissy Prudence Part 4

Sissy Prudence (Part 4) (by Sissy Caroline) Section 1 "Control, discipline and dependence are all very closely linked Jennifer. Ultimately we want him to be totally dependent on us and we use discipline and other means of control to help us achieve that state of dependence. Although you should be very pleased with progress, he is a long way yet from where he could be as we have discussed previously." "I know that you're right Janice. I love the way he has responded so far but...

Sissy World 4

Lauren Bates sat on the couch in a living room that was not her own. Sitting next to her was a silver briefcase with the commodity of which she would buy her next piece of merchandise. And oh what merchandise that it was. Something that was eternal and women would pay big money to have, even if it was only for a short time. She was tall, standing at six foot three, and lanky though toned. Hers was a swimmers build. She had shoulder length dark hair and dark brown eyes set in a tanned,...

Sissy Emma is Turned Chapter 4

Sissy Emma is Turned Chapter 4 I couldn't go outside dressed like this, could I? Here I was forced to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse through which you could clearly see my black bra and 38d breast forms, and a 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,...

Sissy Biker Chick Part 2

Sissy Biker Chick Part 2 Jolene drove me to Gus's place not saying a word except when she dropped me off on the porch of a run down ranch house "Good luck....you're gunna need it!" was her parting remark smirking. I watched her drive off in a haze of dust and wondered what the next month would entail. Timidly I knocked on the door "Get in here bitch," was the shouted reply. I was not sure it the shout was at me or someone else so I knocked again "Dumb faggot quit banging and...

Sissy Sisters Schooling

SISSY SISTERS SCHOOLING by Throne "You know, sissy husbands aren't born... they're made. You have to teach them to be what you want." Tanya looked at her friend for a reaction. "I suppose you're right," Chelsea said with a thoughtful nod. "Though it helps if they're weak-willed to begin with." "For sure. I mean, our wimpy husbands are perfect examples. They were just waiting to be turned into pansy boys. But it wouldn't have happened without us. They needed to be...

Sissy Clinic for Bois Chapter One My New Sissy Client

“I appreciate you taking the time to meet with me,” Jaiden Chapman told me as my assistant Susan served us both coffees. “Professor Greene at Texas Woman’s University recommended you,” she continued. “Professor Greene, Kristen, is my thesis adviser — I’m working on my M. Ed. in curriculum design, and when I shared my story with her she was certain you would be able to help us.”I recognized the professor she was referring to immediately from working with her several years earlier when I...

Sissy Cuckold Housecleaner

Sissy Cuckold Housecleaner by Throne When I first met my wife-to-be, Katrina, I was so happy. She was short like me. My limited stature had prevented me from dating a lot of taller girls. Further, she didn't mind that I'm shy and retiring. Her outgoing personality balanced us out as a couple. She was quite perceptive and sometimes seemed to know what I was thinking. After we'd been going out for three months, and were over the hurdle of sleeping together, something changed. I...

Sissy slut s first cuck suck

Her husband's mind raced as he watched his big beautiful woman tottering in high heels between these two black men, one with his arm around her waist, playing with a breast, the other with his hand up her skirt, grabbing and squeezing her arse. So this is it, he said to himself. Inside the flat she was immediately pushed to her knees before the two powerful men, her hands already fondling the bulges in their sweatpants. 'This is what you wanted, wasn't it, sissy?' She said, her hands pulling...

Sissy ghetto bitch

4 ghetto guys was surfing on porn sites, looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked that specific one with a tranny dressed so girly with mouth open and showing legs. The guys had such a stone hard erection after watching all the pictures, they even said "I Would bang that sissy pussy 4 sure!" and everybody agreed. It was that guy from elementary school named C****. They started to chat with him, pretending to...

Sissy gurl meets Daddy

The doorbell rang, and Samantha's heart fluttered. She raced down the stairs and opened the door. She answered the door and managed to open her lipstick lips and say "hello sir". She stood in front of him with her Plaid skirt and white blouse, thigh highs with red bows, red mary janes and otherwise dolled up. Her hair in pigtails, he enters and follows Samantha up the stairs.he sat right down in the leather chair, asking for Sissy to pose. Samantha did exactly that, prancing around in front of...

Sissy Prudence Part 5

Sissy Prudence (Part 5) (by Sissy Caroline) Section 1 It had to be measured perfectly accurately and it was. The two halves slipped together easily and the joins were virtually invisible. About a half inch wide and a quarter inch thick, the collar now fastened permanently around the sissy's neck was gold in appearance and as difficult to cut and remove as the collar that had been fastened around his scrotum some time ago. A small silver panel glued to the front was engraved...

SISSY DANI PART 2

CHAPTER 2Some six months after Mistress Jennifer first imposed the "sissyDani" persona on me through post-hypnotic suggestion, our liveshad settled into a routine. Most of the week was quitenormal--only Jennifer's insistence that I wear a corset andbaby-dolls to bed indicated the hold she had over me. Naturally,I complied, since she could always threaten to permanently impose"sissy Dani" on my mind. Weekends, however, were generally spentin my transformed bondage. Perhaps a description of one...

Sissy Emma is Turned Chapter 7

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 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...

Sissy Girl Forever part 2 and 3

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 their place. Of course I have only had pretty panties and tight girdles for...

Sissy Is as Sissy Does

A tiny black skirt hugs her tight rump; black garters set off her milky thighs; seamed stockings veil her long legs like smoke. Her sheer silk blouse is buttoned demurely to her throat, but her rosy nipples are stiff beneath it; her hair is pulled back primly, but her lips are lush and blood red. If heaven had a librarian, this is what she would look like. Had I spotted this creature in a bar, I would gladly have bought her champagne all night for just a single glance from the sultry eyes...

sissy

got into the office 15 minutes early this morning, her panties cleaned and put on under my clothes, as instructed to do. The satiny lace felt good against my cock as I moved around the room. Just when the finishing details for the Scottsdale account were complete, she entered. She looked so sexy walking into the office, her ass swaying so nice. It looked like she was giving it an extra special sway, knowing she would watched."Good morning sissy boy," was all she said before entering her office....

Sissy Captions Transcribed

Pet had a new assignment last night. Certainly video reinforcement of her slutty sissy desires was on the agenda. But this time, she used multiple neural pathways for her reinforcement.http://xhamster.com/movies/2078893/sissy_boi_gif_training_3_sexy_time_by_dressmeuptoplay.htmlA very nice hypnotic trainer, with lots of flashers and captions. But... i wonder? What do ALL those captions really say?Thanks to pet... we now...

Sissy Husband Scene

SISSY HUSBAND SCENE by Throne "Francis." Sitting in her large, deeply padded recliner, Maria waited a few seconds for her husband to respond. When he didn't, she called again, this time with impatience. "Francine!" Moments later he hurried into the room. She smiled with cruel satisfaction at his appearance. Francis was short and slender, with no visible muscular development. She had made him get laser treatments to permanently remove all of his body hair. He was wearing a...

Sissy Bimbo Dream

"I can make your dreams come true. I can make you the Sissy Bimbo you really want to be. The mindless cock sucking slut you dream about being." I must admit the caption under this curvy Mistress certainly had my mouth watering. I looked at the picture, Mistress Samantha Payne, she was not a BBW my personal preference but she was full figured. It was however the knowing smile that captivated me. I had been looking through several adverts for a professional Mistress and somehow this one...

Sissy Bimbo Dream Part 2

I looked over my shoulder at my new Mistress with adoring eyes; I knew I would do anything for her. She caught my adoring look and pointed between my legs. I looked down to see a very large puddle of sissy juice on the bed between my legs. My mouth watered at the thought of licking it up and I shivered in anticipation of the order, Mistress chuckled. "Well bimbo it seems you have some cleaning up to do...I know it's inferior Bimbo juice but I'm sure you will lap it up eagerly"...

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 Of The Lamp Finale

Taking a bowl of potpourri from the table she emptied the contents on the floor, then clicked her fingers. Davina gasped as her attire was instantly changed from that of rubber assistant to French maid. Black glossy eight inch stilettos, opaque black stocking with a seam meticulously straight up the back. Black satin dress the skirt held up horizontal by the froth of petticoats. The waist waspishly tight and of course her tits thrust out on display like two melons. Was it her imagination...

Sissy and her Mistress

"Mistress, what are we doing tonight? I need to know what to wear" I pout. "You'll see. Put on your slutty schoolgirl outfit with your white thigh high stockings, and your 4 inch heels. I'll be there in a half hour""Yay! I love that one!" I exclaim."Be waiting outfront" you command."But Mistress...""No butts sissy, this is what you want - and oh, yea, don't forget your plug. The large one""Yes mistress"40 minutes later, I am outfront of my apartment complex trying to hide in the shadows. Given...

sissy

My world had turned upside down, when realising that my favourite fantasy was about to come true. The story that I am about to narrate, is about my obsession of being a kinky, sissy, little girl. Everything seems so real and I could not stop myself from falling deeper into this kinky world of fantasy. For the benefit of the reader I am forty eight years of age.There were three women inside the local cafe. The owner, Rose was about fifty four, with black, permed hair and beside her, behind the...

Sissy Ghetto bitch part 1

-The Guys4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching all the pictures, they even said "I Would bang that sissy pussy 4 sure!" and everybody agreed. It was that guy from elementary school named C****. They started to chat with him, pretending to be the...

Sissy s stroke story for Deebsflo Part one

Cast: Dee (The Master), Jennifer James (The Movie starlet) The Sissies: Mika, 5’11”, light brown long hair. Sammie, 5’9”, peroxide blonde, with a fringe. Bobbi, 5’7”, brown curly shoulder length hair.. Glenda, 5’4” brunette, bob-cut style, Toni, 6’, leggy peroxide blonde, long hair. Terri, 5’8” Brunette with a fringe and Alexi, 5’9” natural blonde with long platted hair.Part one In all his years, Dee could not recall seeing such a look of desperation and desire as he did now with Mika....

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 Farm Chapter Thirty

Sissy Farm - Chapter Thirty - 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, AKA....

Sissy Emma is Turned Chapter 6

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 she 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...

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 tormented

The day started off in a similar manner for me when I know I’ve the house to myself. Get the k**s away to school and home. Usually its home and dressed in some slutty outfit or other my little thingy locked in its cage for the day and on with my chores. I always try to get my chores done before switching on the computer and enjoying the delights of Xhamster. Unfortunately I knew I was expecting a workman to the house to price up a small job we need doing, so no dressing up but I thought I could...

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...

Reddit NSFW List

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 cuckold 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 SLUT KATHY CAUGHT BY NEIGHBOR

I'd just turned 18 when he caught me in their bedroom dressed in his wife's lingerie , knowing I'd been caught sent a rush of sexual nervousness and arousal through me so intense . I was glad he found me like this Don was what Kathy has wanted for so long , a straight mature husband she could seduce . I'd discovered my attraction to other boys at an early age , i was just shy of my teens when I met a friend ,Tim. That's when I realized that my life would be full of things I could only share...

Sissy s She Cock Training Part Two

As sissy sat facing the wall head bowed, my tongue was hard at work on Mitresses sopping wet pussy, eagerly lapping at her like a hungry puppy, Mitress taste so delicious her yummy wetness over my lips, chin, and in my mouth, giving a little gasp, and licking her lips, Mistress said oh god yes right there.Pushing my face deeper in to that hot wet heaven as i lapped at her tongue sliding through those wet lips flicking at her hard tingling clitty, Mistress gave a moan, shuddered oh don't stop...

Sissy Johns complete humiliation

Dee and I were sitting on the corner table in the pub. A good place to sit, we could people watch all the customers coming in and getting their drinks. There was a couple next to us, similar in age and they chatted together. A bunch of lads stood at the bar, they were all good looking and Dee had already noticed them. She had squeezed my thigh when she spotted them, I knew she probably had the hots for them. The couple next to us started to talk loudly together, they obviously were having a...

Sissy diary episode 1 intro

Before I start I want to take the chance to out me, instruct you what this diary is about and explain to you what plans I have for myself and how it could come so far.I am 22 years old and I live in Dresden, Germany (so please excuse me if my english is a bit weird sometimes). I am a worthless sissy faggot and are looking for mistresses, daddies or (if possible dominant) transgenders who can accompany and push me on my way to reach my goal (how far you accompany me is 100% their decision) to...

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 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 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 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 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 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 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 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 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 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 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...

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