Brian Sissy indian porn

My Sister s Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

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...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

Mistress Sabine s Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

Miss Linda s sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

The Misadventures of the World s Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

I m Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

son turned into mom s sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

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...

From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

I rsquo m my Wife rsquo s Sissy

My story starts 2yrs ago when l retired early from work, also at that time l was having trouble with my sex life, so went to see a doctor who informed me l was going through what he described as a male menopause which l never knew existed. My scrotum had shrunk and looked like a shrivelled ping-pong ball, my penis had retreated into my balls and could only be seen if l got an erection which measured almost an inch and with a cock that size l was finding it impossible to please my wife Jolie, so...

I rsquo m my Wife rsquo s Sissy

My story starts 2yrs ago when l retired early from work, also at that time l was having trouble with my sex life, so went to see a doctor who informed me l was going through what he described as a male menopause which l never knew existed. My scrotum had shrunk and looked like a shrivelled ping-pong ball, my penis had retreated into my balls and could only be seen if l got an erection which measured almost an inch and with a cock that size l was finding it impossible to please my wife Jolie, so...

I m my Wife s Sissy

I was online when l came across an article about dogging, when my wife came home from work l brought up the subject and suggested we try one of the local carpark which apparently was a meeting place. First Jolie thought me mad, but when we were in bed she said may be if we went for a drink before going to the carpark, then decided we would try dogging the following Friday evening. Friday evening came l sat downstairs while Jolie dressed, l have to say she dressed to be noticed. Her top was...

Orgasm Control and the Sissy

Orgasm control, also known as ‘edging,’ ‘peaking,’ and ‘surfing’, is used to keep your partner sexually aroused for an extended period of time without reaching orgasm. The goal is to provide a more intense experience in the end because of the period of sexual frustration. Serious orgasm control is much more than just physical manipulation – there is an emotional and psychological aspect to it. From this sissy’s point of view, the most important factor of orgasm control is the psychological...

Orgasm Control and the Sissy

Orgasm control, also known as "edging," "peaking," and "surfing", is used to keep your partner sexually aroused for an extended period of time without reaching orgasm. The goal is to provide a more intense experience in the end because of the period of sexual frustration.Serious orgasm control is much more than just physical manipulation - there is an emotional and psychological aspect to it. From this sissy's point of view, the most important factor of orgasm control is the psychological...

Submissive sissy

Submissive sissy.Like most crossdressers, I started off trying to be as ‘convincing’ a woman as I could be and, to be honest, it was often a difficult journey and essentially one without an ending. I’ll not go into why I turned my back on that and acknowledged that, rather than being a crossdresser, I am a sissy. That deserves another account and I plan to address that soon. The briefest point I will make about being a sissy is that it’s about ultra-femininity, over the top femininity. In short...

Heather s Sissy

Heather's SissyMy husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it...

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...

Correcting Sissy

"So then, why are you wearing a bra?" "Because I am a sissy." "And why are you a sissy?" "Because you made me one." "What?" I asked unbelievingly. "I made you one?" My voice rising. "I'm sorry ma'am, that's not what I meant." The words just barely eked out as he realized his folly. "I meant that you have allowed me to realize the sissy that I am, of course," he said, blubbering, as he fell to his knees. "You know how grateful I am for that." He inched forward until his nose...

Used Sissy

** I did not write this story and have no claim to it's ownership. I just enjoy the story. I found it posted by tvdebi to give the proper credit **A used sissy“This one right here” Bob said. “This little sissy is perfect!” Bob and his two friends had spent the last few weeks scouring Craigslist personal ads for a small transvestite that they could take advantage of. “I’ll email the cunt with a pic of my nine inch cock – see if she bites!” Bob said. Sure enough a day later, the TV named Debi...

Crowd Sourced Sissy

Crowd Sourced Sissy If you were to ask my friends a year ago, they probably would have told you that I had a pretty sweet life. As an account manager for a high-end hotel chain, not only was I making a pretty good salary, but I also got to travel the world and stay in any of our fabulous hotels. I was a single guy with a healthy libido and money to burn who was known for taking several vacations a year. Some of them were business trips, but most of them were just for fun. That...

The Ultimate Humiliation and Entrapment of a Sissy

In the dingy motel room where my life turned around in such a short time is where this story begins but the beginnings of this story were many years in the past, a past in which dressing up, spanking, bondage, cocksucking, public outings and humiliation had occurred in bits and pieces. I was not so much a real submissive as much as someone who felt like it was edgy to see how far I could come to the precipice of my fantasies that aroused me so much without becoming trapped by them. In the end...

Interview With a Reluctant Sissy

Interview With a Reluctant Sissy By Cassandra Morgan The church was hushed, reverent. There were flowers everywhere, wrapped in lace and red hearts. The organ played old love songs. Sedate. Unintrusive. It was a wedding day for her. And for her. Steven and Miriam sat in the middle of the church, fascinated by what they saw around them. There were obvious cross-dressers, and people they wondered about .There were Mistresses with their pets on leashes. There was a man surrounded...

way easier now a sissy

It is all real , all so much true, those warning in sissy hypno , they all are so fucking trueOne day , having practice so much on that toy i ordered so many underwear, it wasn't enough I had to get cute cloth, i wanted to be cute , in panty up and down my toy like a good girlthe days passed , the training continued and the real cock craving was too muchnow wearing panty only , no boxer , only cute panty , mentally ready to be caught its all i wanted , walking at night near the big public...

A used sissy

“This one right here” Bob said. “This little sissy is perfect!” Bob and his two friends had spent the last few weeks scouring Craigslist personal ads for a small transvestite that they could take advantage of. “I’ll email the cunt with a pic of my nine inch cock – see if she bites!” Bob said. Sure enough a day later, the TV named Debi contacted Bob with pictures of “her” own. Bob shared the pics with his friends. “Look!” Bob said, “The cunt could pass easily, and the sissy even has little sissy...

Step Sissy

Step-Sissy I was, for the most part, pleased with my dad's remarrying. We had been living in a small 1 bedroom apartment and his marriage allowed us to move to a large house, where for the first time I had my own room. My new stepmom was nice enough and as an added bonus was smoking hot. In the 6 months we had been living there I couldn't count the number of times I jerked off fantasizing about her. The only downside was my bitchy stepsister. At 16, Megan was 2 years younger than me,...

Pregnant sissy

I'm a sissy. I used to be a femboi, then I was a crossdresser, and now I'm a sissy. The main difference between the crossdresser and sissy phases was the attitude; before I was a guy doing this for fun and to be admired, sexually – to confuse straight and gay boys alike. But now, as a sissy, I was devoted firstly to my master and love, Noah, and secondly to my own lustful femininity. I was, it seemed, always striving to be more feminine and more sexual – which is difficult when the bar started...

My Step Sissy

The Step-SissyI attached the brand-new leash on her thin, pale neck. The word "Slut" in fake diamonds adorned the front. My sissy was on all fours, wearing her favorite pink wig and a leopard body stocking. Her shapely little ass beautifully complementing the outfit. Between the cheeks and beneath the leopardskin, is the visible outline of a small dildo inside. Done up in full make-up, flat-chested, with her fake thick-rimmed glasses on. My nerdy sissy girl. She liked being walked around the...

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....

Birth of a Sissy

Birth of a Sissy Debra Darling Sam had prepared for the session with Mistress Anne exactly as she had ordered. He had never met her, except on the internet and this was to be his first session with her. Sam had some experience with B&D but not a lot. He wanted a total immersion experience and this contact seemed to be what he was seeking. He had flown into San Francisco from his home in Omaha and checked into a nameless small motel near the airport. From there he had taken a...

Protecting Her sissy

When my Mistress took me as her own, she insisted I begin keeping a journal. It's a catchall of my thoughts, wishes, fears, etc. It's also a record of milestones, both serious and silly. This little story is based on the journal entry recording an erotic dream I had after months of orgasm denial. I have tried cleaning it up and making it more realistic, and easy to follow, than the original dream was. I am still learning how to write stories, so any helpful hints or constructive...

I m a Sissy

I'm a Sissy? by Cassandra Morgan He arose early, while his wife Belinda still slept. He slid out of the bed and, after a brief restroom stop, he dressed quietly. HE headed to the kitchen and started the coffee. He put toast in the toaster. He sliced strawberries for her yogurt. He boiled her oatmeal. He folded the newspaper. He looked at the tray and sighed. It seemed there should be one more thing. Maybe some jam to go with the toast. Satisfied, he moved back into the bedroom....

Transformation process for sissy

THE SISSY TRANSFORMATION PROCESSHow “Straight” Men Become Women.Here are the 11 phases of Sissification, which are currently floating around on some online sissy communities, such as New flap chan.Phase 1: Softcore, then hardcore vanilla porn is discovered. Nowadays, it begins at an extremely early age thanks to the Internet (fortunately… or unfortunately)! Phase 2: Shemale porn is discovered by happenstance. Nowadays, the popularity of Shemale porn increases one’s chance of exposure to it....

Daughter Makes Dad her Sissy

It had been a difficult past three years for Steve since his wife Amy had left him. She had left without warning. She just picked up one day and took off without even a final goodbye. And she left their daughter Jen with him to raise. Well, that wasn't exactly the story. There had been hints of Amy's frustration for years. At some point, she must have cared for him, but for so long she had lost all feeling for him. After their marriage, Steve had become boring. He gradually didn't want to do...

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...

Get Used To It Sissy

Get Used to It! by Diana Prescott Chapter 1 The cold breeze every time the bus doors opened chilled me to the bone as I sat there on my way home from work. My short skirt and simple pea coat were no match for the biting north winds tonight. Why am I riding the bus? Simple. I don't have a car, I don't even have a driver's license. Uncle Mark and Aunt Sharon said a girl doesn't need anything like that to complicate her life. Even if I had a driver's license there is no way I could...

My Girlfriend Made Me a Sissy

This is my first attempt at a story so any feedback would be greatlyappreciated. Feel free to email me about anything: feedback requests orjust to chat.When I was 16, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this...

Teaching the Sissy Maid Workshop at the MVG Chapter One Training a New Sissy

I simply loved teaching the introductory Sissy Slave Classes at the Matriarchal Values Group, or MVG, and since the class is limited in size it is almost always fully enrolled and most people who take the course end up registering months early to make sure they will have a place secured for the upcoming class.The Matriarchal Values Group, or MVG, was a private society of like-minded, dominant women who believe and live our lives based on our individual interpretations of what it means to be 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...

Mommy Made Me a Sissy

I was about 5 or 6 when my father left, leaving me with just my mother. A mother that I came to love very, very much. Maybe, I loved her too much. And Mommy definitely loved me too well! A quick family history would be appropriate right now. My parents got married when Mom was only 18, and Dad was an old man of 20. Pregnancy either occurred just after, or just prior to the wedding. As a result, I still had a young, and very pretty mother. As I said, about five years after the...

Auntie s Servile Sissy

Auntie's Servile Sissy by Throne First Jerry's dad had one of his 'nervous episodes' and was packed off by his second wife to Fairhaven Fields, a lovely place in the country where he was watched over by the staff. Then his stepmother decided to take an extended vacation with the most recent of her lovers. Though Jerry Collins had just turned 18 and should have been capable of living by himself, that wasn't what happened. Not that the family couldn't afford it. They had money to...

Brian is gone

It was the first time I had gone out to have a little fun since my husband had left for Iraq. His National Guard unit had been called to active duty and before we had time to take a deep breath he was gone. He had been gone almost three months and I was bored to death. All I ever did now was go to work and go home and watch TV and write letters to my husband. I was a little upset that I wrote to him every night and I got a letter from him only once a week, if that. I knew that conditions were...

Brian Gives Himself

It had been a while since I’d seen you but you’ve been on my mind a lot; likely far more than you should be. I reached out to you again through email and sent you a story that I wrote for you. We started chatting and soon enough we both arranged a “sick” day where you would come visit me so we could get to know one another all over again. You arrive at my house just before 9am, knowing that the kids will have gone to school and Natalie would be at work. Your nerves are on edge, a combination...

Brian Where Are You an Alone and Afraid StoryChapter 6

We got inside and relaxed. Beth said, "What are you going to do about Nat?" I responded, "I'm not going to do anything about him." "Well, he has a crush on you." 'I don't have one on him. Besides, he's a 'good' guy like Brian and my life hasn't been exemplary up to now." "That's true. You haven't been wild crazy but you have gotten more experience than either of us even if you disregard the age difference." "I know. I'm not sure I'm proud of that fact. However, I've...

Brian Guess What Chapter 5

When we are together the next afternoon, Lyssa says, "Becca keeps wanting me to see her brother and she talks about you all the time. She's really wanting you. She says that now that she is having sex all the time, it's all she wants and when they make love she dreams that Tyler is you. You, Brian. What do you think of that? She's got the hots, for sure." "Yeah, but what about you? I love you, Lyss, and I love making love with you." "Well, we wouldn't have to stop. And, there's...

Brian and Janet Naked in SchoolChapter 9

[Weekend] [Brian] I spent most of the weekend with Dad and a couple of lawyers, coming up with a relatively detailed chronology of my Program Week. I resisted supplying the names of the girls who gave me relief but they said it would really add credibility. I didn't give them Kathy, Doris, Sally or Sam's names until I'd contacted them and told them what was going on. We all agreed to not mention Maria. [Janet] I spent hours and hours over the weekend going over my notes and telling...

Pretty Pinky Life of a Prison Sissy

The black inmate walks the sissy up to the C.O. The inmate and the C.O. talk and the C.O. gets up and walks over to a cleaning supply closet just around the corner from his desk, and unlocks the door. Then he walks back to his desk & sits down to read a newspaper. The pimp walks his sissy to the cleaning closet and turns on the light. The sissy is carrying a tub of Vaseline. He sets the Vaseline on a shelf and moves a couple of mop buckets toward the rear of the closet. Then he unwraps the...

Black Lawman Swiss Miss Sissy

Lt. Jason Whitmore had always been different. The oldest c***d of a dentist and a schoolteacher, he had three younger siblings - all of whom worked in healthcare. Jason, on the other hand, joined a city police force after college and spent eight years working up the ranks. Then, he took a job with the U.S. Secret Service’s Uniformed Division. His career saw him provide physical security at the White House, the veep’s residence, and several foreign embassies in D.C. He also spent time as a...

Becoming my friends sissy

I was standing in the pub toilet having a piss. I had been in the pub for a couple of hours and had had a few pints with my mate Roger. I had tried to slip off for a piss by myself while Roger was up getting another pint. As I stood really close to the trough my little cock was dribbling, when Roger came bounding in. There you are Tom, I thought you had done a runner, he laughed. He stood beside me and fished out his enormous cock from his trousers. Unlike me he stood about a foot from the...

First Night Out as a Sissy

It was the first time I dared to act on my fantasies but the timing was most certainly perfect! Feeling the urge to explore my sissy side out in the world, I decided I’d hit the local sports bar in hopes I’d find a man that I could make want what I had to give. After taking my time doing all the preparation for a confidant night, I put on my favorite panties and my tightest jeans (the ones I would never dare to wear outside until this night). I was getting so excited with anticipation of making...

Locked In Chastity ndash Sissy

“Oh, dear, baby! This won’t do at all. Another two months it is!” Amelia chirped as she gazed upon her helpless husband, “You know the rules!”John was fully aware that being caught with his hand on his straining little sissy clitty, desperately trying to stroke it through its cage for the third time, meant that his period of enforced chastity would now last six months. In the brief, thrilling moment of his quickening heartbeat forcing blood into his face, John remembered the first day he had...

Sercet sissy

My first day for college was a great day. I went to college to study chemistry. Little did everyone at college know that i was a secret lil sissy. I loved wearing very feminine clothing, stockings, heels, panties and dresses. I met my teacher at college and her name was Mrs Vazquez and damn she was good looking a very beautiful women, she seems to be in her 20's. Her hair pulled back in a pony tail. She wore tall heels, a tight black pencil dress and she wore make up. God by looking at her i...

Royal Sissy

Chapter 1 - Kidnapped I am now an old woman. It's about time that I write my story down. How I became the Queen of this lovely country. How I became who I am now. I know when finish this story; it will be put in the kingdoms archives, never to see the light of day. When people do read this story, they will think it's a fairy tale. I cannot help this; my job is to tell the truth. To let everyone know what happened and who I really am. The fact is that I was not always a Queen. Now I...

Transformation Pt3 The Sissy

The Sissy. I open my eyes and stare into the mirror. It is a male face but distinctly feminine. I am just applying the last touches to my makeup. Bright red glossy lipstick. I pucker my lips and think. "Beautiful cock sucker red lips." I notice the ever present band around my head with its glowing lights. My makeup is rather slutty, dark eye shadow, big eyelashes and my cheek bones rouged to accentuate them and of course the cock suck red lipstick. I can hear the boys getting...

The Cocky Sissy

THE COCKY SISSY By Rhayna Tera, copyright 2019 Warning: Humour. Author's Note: None. Disclaimer: This is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. RT THURSDAY AFTER SCHOOL Rick was fuming. "I'll show them! I'll really show them one day, those nasty meanies! One day. Maybe not tomorrow though..." The...

Fantasy gangbang blowjob deepthroat abuse sissy

Setting: late at night in a free car park.Exit vehicle, looks around. Ghost is clear.Re-enter vehicle and put on the sissy clothes I got from wish. Leaves behind all belongings. Lights off. Exit vehicle.Puts keys in a safe location where nobody but I will know.Makes way to pre-planned date with a guy I met from a dating site.. destination is close by.. Walking in heels, dressed like a slut. Hopefully nobody will approach. Heart racing and feeling nervous. First time jitters.Finally found the...

Brians Mum

While of average height and looks I was pretty tanned and toned due to an active outdoors lifestyle. This story is just fantasy but based on some true events … All people in this story are over 18 Brian and his Mum When we were teenagers a new kid arrived in town named Brian. His dad had left them for a younger woman so Brian and his mum moved up to the country as the rents are a hell of a lot cheaper than the city. Over the next couple of weeks we got to know Mrs M and Brian pretty...

Interview With a Sissy

The room was semi-dark when I entered it, spacious and well-furnished. For a home office, it was elegant, with a rich mahogany desk in the center and and a thick rule in the middle. It would have been hard to clean that rug, I thought. I was in a full maid's outfit. Mistress had insisted upon it. I had a black satin dress on, ridiculously short and puffed up by the lace petticoats. I had on fishnets and heels. My lipstick was red. My mop hat was on top of my hair, which was put up for...

Cissy meats Sissy

I saw him at Macy's buying panties, I approached him and said quietly "I think you'd look cute in the lacy pink boy shorts". "Oh, they're not for me" he said blushing as he put the panties he was holding back on the shelf. "Oh really, I bet you're wearing panties right now" I giggled. I could tell by the look on his face I was right. "Why don't you let me help you shop"? I asked. "You would do that"? he asked smiling at me. "Sure, we can go to my house after we shop and dress you, if...

How I became a sissy

How I became a sissyRecently someone asked me how I became a sissy. I told him about my development from a curious young man, who just wanted to try something new and how this ended up first in submission to a dominant lady and finally in transformation into a sissy. I never thought at this time that being a sissy caught me for the rest of my life. Other sissy girls, which are now at the beginning, will be hopefully encouraged to acknowledge what they will be for the rest of their life....

Danni The Crossdresser First Time Sissy

by - sissy debbie This is a true story about what happened to me after graduating high school and how I became a sissy for woman who was nearly twice as old as me. --------------------- The summer after my senior year of high school a neighbor asked me to look after her house and her cat for a week while she took a trip with some friends. Her name was Heidi and she was an attractive woman about 38 years old. She just wanted me to stop in and check on everything a few times. I...

Cissy meats Sissy

I saw him at Macy’s buying panties, I approached him and said quietly ‘I think you’d look cute in the lacy pink boy shorts’. ‘Oh, they’re not for me’ he said blushing as he put the panties he was holding back on the shelf. ‘Oh really, I bet you’re wearing panties right now’ I giggled. I could tell by the look on his face I was right. ‘Why don’t you let me help you shop’? I asked. ‘You would do that’? he asked smiling at me. ‘Sure, we can go to my house after we shop and dress you, if you’d...

Daddy cute secret sissy

After 20 yers of boring years with is wife, Jame wasnt sad a bit to see her goLooking foward to have his own place finaly free of her bullshitWalking from work thinking of tonight and the hockey game hes suppose to watch with his work buddyFrank was knocking at the door around 8, the game already ongoing , montreal loosing to the bruins by onethe 1st period ended and frank ask James about finally being without his bitch of a wifedrinking beer chilling in the living room''wanna know something...

The Despoliation of Her sissy

The Despoliation of Her sissy. How long had we talked about it? How long had these dark desires overshadowed so many conversations? How long had we both assured each other that we could share our forbidden desires? It's not easy confessing to anyone that you have a rape fantasy. Nor is it easy for someone to confess they want to witness it. More, that they want to facilitate. And yes, to participate. The sweet, not quite so innocent but too shy to act on her desires, little sissy...

My White Boy Sissy

That kid is picked on more than most people in this school. Mostly because he’s small, meek, and looks more like a girl than most of the girls in this school. I wouldn’t say he’s skinny because he’s got the widest hips I’ve ever seen, but his upper body is the stereotypical nerd torso. His ass though… Damn, he’s got an ass most girls would be jealous of. Most of the time I can’t stop thinking of what it would feel like to have my big black dick 9 inches deep in that ass. Or his pink luscious...

Covid is making sissy

I wanted to thank him for the delivery , i wanted him to see how pink and slutty i dress to ride my dildo watching sissy most days since the crysis locked me homei see him every weeks delivering the food to our areawondering if he would have a bbc to make me suck onits been a month and i am staying in my new little chastity device training my ass like most of us sissy confined home, training into good little butt slutI never imagine it but i love getting me ass shaved, putting on smooth little...

Successfully squirting like a sissy

After getting home from a long day of work i realized i would be alone for a few hours. I haven't came in a week. An all time record for me! Then i thought about using my toys on my sissy hole. My cock stands up throbbing with agreement. I thought about trying to make my cock squirt just by use of toys sad that i don't have the real thing.I showered, cleaned out with a douche and stripped naked i sat down in front of my computer my cock rock hard.Looking on xhamster i found a few sissy trainer...

a follow up on Ken Sissy

Sissy had been led from the mini adult theater, to a white van in the parkinglot. She quickly started to have second thoughts, knowing that she could nolonger count of the safety her husband could provide, should the situation getout of control. She tried to stop from being pushed into the van, with the oneblack guy pulling on her arm, and the other black man grabbing her by the waist,she went where they wanted her to go, which was into the sliding side door.She ended up roughly on the floor of...

Short Stocky Dude Sissy

Gene pulled up the website for his bank to check his account balance. He was just like 95% of America in that he typically was only one paycheck away from poverty. But, this was a month where he got three paychecks and he had finally stacked away enough cash to get his 1996 baby blue Mercury Grand Marquis with the black vinyl roof fixed. It had been out of commission for three months which was more than he cared to remember. Thankfully, he worked at the same job as his cousin. After paying for...

Her Sissy

Her Sissy by Tiffany Scott 96' At the time I had no idea what my wife had planned. We had been married for three years and I thought we were both happy, but Kelly was getting itchy and restless. It wasn't that she was tired of me or the life we had created for oursleves, it was more that she wanted to be in control. That she knew what she wanted almost made it worse, because ...

Sissy Mission 5 Stacked Sissy

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

Persuaded to be a Sissy

Persuaded to be Sissy Note: This story is almost completely true. I will fill in for the parts that are not quite clear anymore. This happened about 15yrs. ago when Mistress Becky and I were younger......(sigh) We were living in a trailer park. I was still in the Navy, and was on shore duty assigned to a small dispensary. My wife and I were seriously thinking about me getting out of the service and starting my civilian career after 10yrs. of military life. I was dressing up...

I m a Sissy

One day I woke up. Looked at my body, and thought to myself, I'd be way more sexy as a girl, I'd probably have more fun too. It's not like I'm overly girly, in fact, I'm quite masculine, girls can't have enough of me and I enjoy it. But there's this itch I can't scratch, I'm sure you know it too, a feeling of needing to be filled up and pumped full of, well you know. It's a shitty feeling, I let my hair grow out, now it falls past my shoulders and frames my pretty porcelain features well. See,...

2 cock night for chastised sissy

I had been denying my sissy urges for months... 10 months, felt like an eternity. I had recently ordered a cb-6000s chastity cage and when it arrived I spent 3 days in a chastity induced cock addiction I couldn't shake. My wife miraculously got called out of town for a family issue on day 3 of my self inflicted chastity, we hadn't had sex for months so I wasn't too worried about being caught... almost want it to happen. I got home from work that night and within 5 minutes I was posting an ad on...

Punishment for a Sissy

Punishment For Sissy - By: PJD As soon as his wife Wanda went through the front door he raced up stairs to her bedroom, and went to her lingerie drawer. With trembling hands took out a pair of pink nylon panties, suspender belt, dark nylon stockings, pink lacy bra and a fulllength nylon petticoat. Stripping naked, he steeped into the suspender belt pulled the nylon stockings up his shaven legs, his pathetic tiny penis grew to its full two and a half inches, as pulled the pink...

Sissy Mission 4 Southern Belle Sissy

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

Sally s Little Sissy

Sally's Little Sissy I'd been writing a regular piece for a woman's magazine on unusual marriages when someone in the office said I ought to visit Sally and Pete Kendall. They gave me a number and I rang one Tuesday morning. Sally answered and said that she was more than happy to be the subject of an article, subject to the usual anonymity. She could speak for Pete and she knew that he wouldn't mind either. I asked about the marriage and Sally just said that it would be better if I...

Forever sissy

This story is based on something that really happened to me. Yesterday i cam out of the shower and, as always, looked at myself in the mirror. i always get pleasure looking at my soft little impotent cock resting on top of my ball sac. My fat titties bulging out to the sides and my rolls of flabby fat!! i've always said i look like i'm pregnant!! My pubic hair is gone and my underarms are smooth too. However my wife will just not allow the rest of my body to be smooth. Anyway, getting back to...

The Slave and the Sissy

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or had him lick her till she grunted out yet another orgasm, before serving him with cane or whip. Now morning was here she face sat him; her...

Becoming Sissy

Hi everyone,I'm toni naomi, a sissy slut from ohio, and this is my journey into sissy-hood.Little about me:I've always been into cock.. but to scared to act on my desires. I've had said desire since I was very young. My family and piers have always been fag bashers.. and I would play along to try to fit in, act strait as possible. Spent my life with women to try and force my self strait. didn't work. I love women.. how they look.. act.. sound.. i want to be like them.. i want to try all the...

The making of me the sissy

I was married at 20 and it was ok for about 8 years until it all started to change including me. One day I came home from work and passed a electrician service truck at the end of my driveway with a black guy driving it. I went in the house to find Kim my wife of 8 years laying naked on the couch. I asked her what she was doing and she gave me a story that after the electrician was gone she was hot so stripped down to cool off. For the next year I found myself getting no sex hardly at all...

how i got my start as a sissy

. Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

how i got my start as a sissy

.Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

how i got my start as a sissy

Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

Master Turned into Sissy

This isnt my story, I saw it online and loved it so thought I would repost. If you see this and it is yours I will happily give you credit.deflowered like the fag she turned me into!Mistress positioned me so that i was facing her on my hands and knees as Master Michael knelt behind me,Mistress continued to verbally humiliate me as she ran her hands all over my body,knowing this combined with her removing my chastity for the first time in months would make me very hot and bothered and follow ANY...

Happy Birthday Dear Sissy

Happy Birthday Dear Sissy "My! What a good boy you are, Alan! It's so sweet of you to do the washing every day ? and I really do appreciate the sweet way you have folded all of my panties and other lingerie! Most boys wouldn't even touch them, let alone fold them so carefully!" She then tousled my soft curly blond hair and leaned over to give me a wet kiss. As she normally did it was a kiss on my lips. I had grown accustomed to her kissing me, and also to her wearing next to nothing...

My Neighbour Is A Sissy

I could not believe Danny my next door neighbour was a sissy just like me! I found his profile when I was looking for fellow fetishists around my home town on Fetlife, his profile name being Dani. At first I was unsure so with a sense of excitement I sent him a personal message and a friends invite. When he accepted my friends invite I got the chance to see more of his pictures including full face pictures and I knew it was him! With a sense of wonder I scanned through his pictures. He...

Inside the Mind of a Cocksucking Sissy

It has been a roller coaster of emotions the last couple of weeks. I am writing this as I think about a meet-up that is scheduled for tomorrow morning. This will be the second time that I get to suck this guy’s cock and my dick is hard just thinking about it. How did I get here? What happened the last couple of weeks? What are the emotions I’m feeling? Please read on to find out.I posted a story a couple of weeks ago about a meet-up I had with a BBC. It was a nice encounter. The dude had a...

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