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Sissy Stepson Part 5 Pantied and Punished

Part 5 - Pantied and Punished Carl begged his stepmother not to spank him and he pleaded, "I'll be good, I will never try your things on again, please!" "To late, you can't be trusted and must be properly punished, but first I want the truth about why you did this. If you don't tell me the truth I will make sure your father knows, his family, your friends and everyone at school!" Carl shook with fear and started to cry. "Please I couldn't help it, I am attracted to your sexy...

Sissy Daddy

SISSY DADDY My name is Sam and I'm a married middle-aged man with two daughters...Amy who is 13, and a step-daughter Mary who is 19. One day I was confronted by the 2 girls while the 3 of us were alone in the house. "We need to talk to you, daddy," Mary announced. "I found some interesting stuff in the basement that I know belongs to you. A while back I found your hidden little collection of magazines and books about 'Sissy Crossdressing Boys' and I decided that you should...

Sissy Emma is Turned Chapter 3

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 children. 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...

Sissy Hypno The Fascinating Return To Porn

I had been away from porn for several years. For most of my life, I have known I was different from most guys, especially from a societal standpoint. I was into girls in more ways than one, because I felt like I was one of them. Gender bending had always been a sort of taboo subject in society, and especially in the Deep South of the United States. The first time I saw a trans woman in porn was the first time I felt like I might not be the “total weirdo” I had always thought that I was. I...

Sissy Filth Abuse

How I became a permanent sissy prostitute: After dedicating one month of my pathetic sissy boy life to a daily dose of 8 hours of sissy hypno tranny porn, smoking an eighth of weed, half a bottle of peach vodka, and 200 deep inhales of my private stash of poppers daily! Something was bound to happen.As a pathetic sissy faggot I passionately dedicated my love for porn in to becoming a sissy boy fuckdol whore, letting fat daddy alpha male men abuse my body and mind. I need to feel the extacy of...

Sissy Teaches Me Part Three

Sissy opened her legs a little more as I leaned up to get a better feel of her perfect divide. As I did, I felt the dampness of the towel under my naked ass. It was soaked. I really did cum. A lot.I actually looked down between my legs to see the wetness there between them. The towel was a lavender color, so when I looked, the darker color of the purple showed where my sexual liquid had poured out of me. It was no little spot. It was huge. I had no idea I could cum like that. I had no idea that...

Incest

Sissy erotica

The following is a fantasy sissy eroticaChapter one: Entering sissyhoodThis is a story about my first few experiences as a bottom sissy slut. I am now 21, my name is Alyssa and a dedicated slut for my daddy. I'm 5"9, very slender & smooth, feminine and i have long blonde hair. Ever since i was in my early teens i had been interested in trying to take a mans penis in my ass. At some point i decided to try playing with my butthole. I loved it right away. I would take a bath, get nice and...

Sissy Stepson 10 Stepmother s Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

Sissy Farm Chapter Five

The Sissy Farm - Chapter Five - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Siste;. Mistress Janet: Headmistress of the young lady's academy; Miss Stern: Miranda's mistress who owns the shop; Chapter Five We were allowed to indulge ourselves with some lovely pastries for lunch and Aunty Bev did not mind us each having a cup of coffee. "Why you two not only look...

Sissy boy cuckold

Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...

Sissy Marriage

Sissy marriage by Ellie Bagshaw Did you know that they changed the law concerning weddings a few years ago? It was all due to equal opportunities. Now when a couple get married, the groom has the option of taking the bride's right hand saying to her something like: "I, Michael, take you, Victoria, to be my wife, to have and to hold from this day forward; for better, for worse, for richer, for poorer, in sickness and in health, to love, cherish, and obey,...

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...

Femdom

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 sperm bank

I started the morning my favorite way, really the only way I know how: with my bull's big cock between my lips. This was one of those nice slow blowjobs that he liked to start the day with. I made it especially wet for him today, slobbering all over his thick shaft while lovingly looking up at his eyes. I grasped the base with my dainty hands and licked the head like a lollipop while smiling up at him. If this wasn't heaven, I don't know what is."Lollipop, lollipop, lolli, lolli, lollipop!" I...

Crossdressing

Sissy All Sorts

SISSY ALL SORTS by Throne Paul Lockes couldn't believe it. His father's second wife, Tanya, wanted to control the family's money. She had made a good start by dazzling the wealthy patriarch with her sexual creativity, marrying him, and keeping him more than happy. But now she wanted Paul out of the way, so she had drugged him and when he halfway awoke his longish hair was dyed yellow- blond, he was wearing panties and high heels, and she was calling him Goldie. Along with all that,...

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 made in the forest

It was 1998 I’m 36 now you do the math.We were at a bonfire me and my friends, I drank way to much and passed out. I woke up naked in the woods. My soft cock smushed in the mud . It was damp and clammy the side of my face held down into the wet leaves. It smelled of old forest. I’ll never forget that smell. In the distance I could see the barely lit fire. It was quiet. Except for the sound of mikes balls slapping my taint. My asshole had a burning pain. With each thrust my body went deeper in...

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 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 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 Rights

I enjoy writing stories for my own pleasure. This is the first one I have put on the site and I will write more of different genres. The BBC political reporter stood on College Green opposite the Houses of Parliament. She was live.“Today has been a momentous day for sissies all over the country. They have been properly recognised for their important role in society. The Home Secretary has announced a series of measures which will make it easier for sissies to go about their daily lives,...

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 Julian Chapter IX Girlie Training

Sissy Julian - Chapter IX, Girlie Training by: sissystevie Calm before the storm as Julia learns womanly skills. But for whom? And as what? This is a transitional chapter that uncovers some of the mystery behind The Order and Miss Jane's recent activities. I included the section on The Order simply because it has been so long since it and many of the related characters were first presented in 'Dani's Story.' As always, this is a purely fanciful, fantasy fictional work....

Sissy Sisters

This one was written in response to requests made in reviews of some of my other stories, like USELESS SISSY HUSBANDS, FORCED INTO IT and HE MARRIED NORA. I initially titled this YUMMY WUSSY HUBBYS, but decided that might be too much for some readers. Anyway, the current title fits nicely and describes the husbands' new identities well. SISSY SISTERS by Throne It was a party night and the feminized husbands hated that. It was so shameful to be dressed in their sissy finery and...

A Favour for Mum

A FAVOUR FOR MUM It was my summer vacation three years ago. I had just returned from my second year at Manchester University where I was studying for a BSc in Computer Science. I was totally broke - in debt in fact - and couldn't afford even to think about going on holiday. This left me no option but to return home to Mum and out house in North London. There was only Mum and me; Dad had left when I was five; his secretary suddenly more appealing than his wife and small son. Still Mum...

Sissy Farm Chapter Fifteen

Sissy Farm - Chapter 15 By: Beverly Taff List of Characters: Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

Sissy 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 Farm Chapter Ten

Sissy Farm - Chapter Ten By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

Sissy Farm Chapter Seven

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle, A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister, Peregrine's Sister. Mistress Janet: Headmistress of the young lady's academy; Dr Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales ssistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine; AKA...

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 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 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 Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

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 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 Sister Surprises

SISSY SISTER SURPRISES by Throne Penny and Mina were in the pink bedroom, sitting on the bed, waiting for their wives to return. The sissy husbands had been left there to occupy themselves while their brides were out on a double date with a couple of hunky guys. Penny was wearing a lavender baby doll nightie and Mina's was pale peach. They had their full heads of hair styled into pixie cuts and were fussing with each other's make-up. "I don't know what Janice and Tracy are doing...

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 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 Sisters Paradise

SISSY SISTERS PARADISE? by Throne The three feminized husbands had been left in Penny's bedroom, which was a study in pink and white, with bold splashes of magenta here and there. Penny had been sissified by his wife Marge over the past few years. She had met other women who had done the same to their husbands and they all formed a loose network for shared activities. Penny asked Flo, "Did your wife tell you why they have the three of us here tonight?" "Not really," Flo answered...

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 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...

Incest

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 Sisters Schooling Specialists

Sissy Sisters' Schooling -- Specialists by Throne The facility was a series of low buildings, all joined together, set in a level area of the rolling countryside. A late model car rolled onto the parking lot and took a spot near the front entrance. Two attractive young women got out to go inside. Once they were there they went to the front desk. "Hello," said a well groomed fellow in a white shirt and navy slacks. "I'm Larry. How may I help you?" "We left our husbands here...

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 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 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 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 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 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 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 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 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 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

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 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 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 Sister Husbands

SISSY SISTER HUSBANDS by Throne Tessa had been gradually cutting her husband Max off from sex and, at the same time, feminizing him. Now, after three months, he was desperate for relief and accustomed to wearing panties and other female items all the time. His wife decided it was time to take him to the next level. She knew the perfect person to help her do that. It was her friend Marie. Who could be more perfect? After all, it was Marie who had given Tessa the idea to change...

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 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 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 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 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 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 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 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...

A cold Cottage with Mum

Mark walked into the cold house, he and his mother lived in."Hey Darling, I'm in the living room," Mark's mum Helen called from the other room and he went to her. He walked in the living room and wondered what was going on. Mum was making a giant bed made in front of the fireplace and it was set up for two people. "What are you doing?" he asked and hoped that Mum wasn't having a man over, but she hadn't dated in the last few years and this was a big surprise.His mum was 33 and she had shoulder...

A Cold Cottage with Mum

Mark walked into the cold house, he and his mother lived in."Hey Darling, I'm in the living room," Mark's mum Helen called from the other room and he went to her. He walked in the living room and wondered what was going on. Mum was making a giant bed made in front of the fireplace and it was set up for two people. "What are you doing?" he asked and hoped that Mum wasn't having a man over, but she hadn't dated in the last few years and this was a big surprise.His mum was 33 and she had shoulder...

How It Started With Mum

My earliest memories of my mum go back to when I was about six or seven years old. She would have been about 23 or 24 at that time and I think that was when I first became consciously aware of the fact that my mother was beautiful, with long shapely legs And large tits 38D with big nipples. She had long, brown hair that fell just below her shoulders, brown eyes and full pouty lips which she always painted with bright red lipstick. She loved to wear tight blouses and sweaters. I remember how her...

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 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 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 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 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 Hunters

Sissy Hunters By Meganprincess I am writing this from the Grand-Hotel du Cap-Ferrat in the south of France. A few years ago, staying at a place like this would have been a mere dream. My husband was a policeman back then. What we had wasn't a glamorous life and we barely managed to pay our bills. Paul was usually unhappy and started to drink too much due to the stress of his job. I was frustrated and didn't know what to do with myself. And then one day I discovered Tumblr. What a...

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 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 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 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 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 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...

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