Confessions of a Sex Crazy Cross Dresser
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I had a thought the other day, my hockey equipment has a number of striking similarities to lingerie!To set the stage, I am a cross dresser. Like most of us, I love everything about ladies undergarments. I like seeing lingerie in stores, on models, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being "underdressed", that is wearing lots of lingerie under your manly clothes, when I go to work. I especially...
I had a really good experience with a cross dresser yesterday. A mutual friend had recommended him after enjoying his services so I got in touch and he immediately responded by inviting me to go and meet him. It was most enjoyable. I have never been with a CD before but he seemed okay. He is late 50s and very slim. It was really quite strange. He came to the door in a dressing gown and invited me into the lounge where he explained how he had got involved in all of this by dressing up in his...
Hello friends, without making you feel bored directly coming to the story. It was the time when I was in need of money and I asked my friend Rahul. He told that he will help me and when I met him he told me that I have to work his boss. I asked what kind of work then Rahul said that his boss is a bisexual who prefers crossdressers more than gays. Me:- so what I should do for your boss Rahul:- don’t get me wrong, you said that you were in need money so am telling this. You need to get dressed...
Gay MaleI decided I'd walk over to her place. It wasn't far and it was a nice day. Once dressed I picked up the bag and headed out the door. I arrived just before 8. She answered the door in her dressing gown. "darling" she said and we kissed each other on both cheeks as I entered. I stood in the hall. The flat had high ceilings. We went to the kitchen. We discussed proceedings over tea and toast. Showers were a must. I had a lot of shaving to do. That would take some time. There was one...
Hi, I am a male of 32 years, but I like to cross dress. I used to work as a techie in a company in Bangalore but my love for a cross dress made me leave it. My parents broke relation with me when they caught me with my bf in college days and from then I am living alone. They don’t know even that I am alive or dead. This is my story of why I left my job. I used to work in this it company in Bangalore and my team leader was an arrogant person. I never used to get along with him. I liked to cross...
Gay MaleIt all started when 13.when I on a chat room talking to this really nice guy and he sounded hot so I added him on msn. He went on cam and he was stunning he was clean shaven thoses jaw droping abs and huge 8 and half inch cock I woz dribbling just looking at him. I told him that I loved wearing girls cloths he love it too he told me he love young boys cross dressing so I got dressed up in my sister slutty outfit that was black lasce g string thong matching bra grater and fish net stocking...
My friend Cristina and I were just sitting around watching porn. It's something we do for fun now and then. Believe it or not, it has never led to anything. A scene came on where a guy was put in a wig and satin nightgown and fucked by a beautiful blond dominatrix with a strap on. We laughed at what an ugly girl he made and somehow it came up that I had a girlish look to me. She said that I would look much more like a girl in the wig and nightgown than the guy from the movie. I just...
For as long as I can remember, my sister dressed me in her clothes and makeup every chance she could find. She was two years older than me, so I didn't have much choice when I was very young. Up until I was about 12 or 13, my mother allowed this to go on, and by the time she said no more dressing me up, it was too late. My sister and I continued to dress me up in whatever we could find every time my mom left the house.When I was 15, she had a group of girls sleep over, and they called me into...
Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks to the porn magazines and porn films usually belonging to my mates dads or older brothers. Now I am in my late teens and at college. One day my Dad made a pot of tea and breakfast.“Did you sleep well, son?” he asked as I entered the kitchen. “Not bad thanks, Dad, how about you?” I replied. “Pretty...
Growing up in the neighborhood we all had a thing for Mrs. Jansen. Besides the fact that she was unbelievably sweet, she was also drop dead gorgeous. I would often find myself staring at her sunbathe in the afternoon and would often fantasize about her before I go to bed.With Mr Jansen working many hours I would always offer to help Mrs Jansen with some things around the house like carry heavy boxes, rake the yard, and move her furniture around. During my junior year, I was eager to go to the...
Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry.Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...
Love StoriesWhen Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...
SpankingI find your address and knock on your door. You answer and let me in. I give you a peck on the cheek and give you a hug, with my hand on your lower back I pull you in and feel your body press against mine. I sit in a comfortable chair and ask for a glass of water. I watch your legs and ass as you walk away from me in your stockings and sort skirt. You return with the water and hand it to me. As I take it with my right hand, I put my left hand on the inside of your knee. You freeze and I rub...
This year for Halloween I planned to dress like a slutty secretary. I wanted everyone to be shocked it was me. It was to be my ultimate costume. Cause nobody would ever expect it. Nobody knows about my alone time. That I like to dress up and play with my boy hole! I set the plan in action months before. Watching makeup tutorials I mastered the seductive look. I worked on my voice and practiced walking in 6” stilettos. On the outside I’m a mans man. I have a long 3 year old beard, tattoos, I...
I find your address and knock on your door. You answer and let me in.I give you a peck on the cheek and give you a hug, with my hand on your lower back I pull you in and feel your body press against mine.I sit in a comfortable chair and ask for a glass of water. I watch your legs and ass as you walk away from me in your stockings and sort skirt. You return with the water and hand it to me. As I take it with my right hand, I put my left hand on the inside of your knee. You freeze and I rub my...
Lucy and Stevie had a very open relationship. He knew she loved sex and had arranged many nights where his friends had fucked her. They had planned to go to a party on Saturday night that was not far from Stevie’s house.She could go dressed and really went for it—sexy lingerie, false boobs, wig, makeup, jewelry, perfume and a very short dress. Lucy loved guys getting excited over her. Little did she know what to expect. Just before getting to the house, he pulled the car over and said he...
Group SexMark was a shy guy who had always found it difficult chatting up girls. There was always some reason. He didn’t like their hair, or their body, or their look, or their personality, or his family would not approve. His upbringing was very conservative, old fashioned and his stoically minded, overbearing, controlling parents, forced their ideology on him. This had left its mark on him and he was a nervous, timid person. Any idea of an alternative life style was just not something he could do or...
First TimeMy wife Karen and I have been married for 9 years, and have three k**s. Karen is a short 5'1; slim, has an attractive face, short brunette hair, and smallish tits with magnificent large, puffy nipples. She’s fairly reserved, especially about sex. It’s not that Karen doesn’t enjoy it, she does, she’s just not comfortable talking about it. She claims to have no sexual fantasies, and outside of breathing heavily, makes little sound while we’re having sex, which is maybe once or twice a month since...
I love to cross-dress! I love everything about it!Like most of us cross dressers, I love everything about ladies undergarments. I like seeing lingerie in ads, in stores, on models, on TV, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being “underdressed”, which is wearing lots of lingerie under your manly clothes, when I go to work. I especially love the incredible horniness and lack of all boundaries...
THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...
Memories are sometimes not to be trusted. In looking back on the past, what one believes to be a memory is in actuality what one prefers to think the past was like. We do this unintentionally -- whether as a defensive mechanism or the result of the layering of visions of the past, one on top of another, until the distant past is obscured. For Rebecca her fascination with the cross and with the practice of crucifixion seemed in retrospect to have been acquired at an early age. Now as a single...
Bondage and sex machines usually take a lot of time and co-operation to set up. But that is not my style, so my machines were selected for me to use alone with a guest, and quickly. I led Gracie to the machine I decided to use next. The cross is a standard in many playrooms, but usually these require three strong people working together to use effectively, and they often injure somebody getting the occupant into position. Plus they never do what you expect. A lot of risk for not much...
Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...
Gay Male"Kirsten?" Even though I was dressed in male clothes --- not even wearing panties --- I looked up instinctively from my booth in the diner. After all, in the great scheme of things, Kirsten was my preferred name. "I thought that was you." Jesus. Talk about a blast from the past. Jo Cross as I live and breathe. And still looking gorgeous with a warm, sweetheart smile. "Jo?" She grinned and bent to hug me. I felt her fingers exploring my shoulders. "You're not wearing a...
To “Hardcore” Hardaway’s way of thinking, the three snot-nosed young farts standing just inside the door to his cluttered work shed didn’t look good for much, most of all a Klan job.At first, they’d tried to act cocky, like this wasn’t no big deal. But none of ‘em said a word after seeing the cross he’d put together that afternoon. Now he was back out here trying to teach these whelps a thing or two while the half-finished can of beer he’d left inside went flat.Why in hell did Jack Tidwell, who...
HumorThis is my first attempt at this so, please be kind with your reviews. Email your comments to me at '[email protected]' Karl to Kayla - "Cross Your Heart" By Kayla Eastcock Eatscock My name is, or should I say 'was' Karl Eastman and it all began one evening while I was at work. I am an average looking 26-year-old guy. Short, sandy-brown hair, blue eyes, 5'10", 145lbs. Okay, so I was a little thin, no big deal. Over the past few months, I had developed a bad habit...
"Satirizing reality, since time travel is impossible! and we needed to make a few bucks" Terry and the Cross Time Pirates is a twisted reality show. The plot line fills in what they are trying to do in bits and pieces that are made up situations involving advertisements that bookend the show all being for none existent products and events. A skewed sense of absurd paradoxes presents this crew of would-be crooks trying to run a scam and make lots of money off of it, but they are also...
Father John hadn't even said hello to Sally. Pulling her along the corridor again, Sally knowing that they were going back into the basement again. She shuddered when she saw the cross. It was huge, standing over eight feet high, four feet wide, made out of heavy wood. It was a little strange for a cross, it looked like it was upside down, the cross piece lower down the upright, not near the top like a normal cross. At least the altar was gone, but she feared the cross, not sure what it...
Crossover Janet L. Stickney [email protected] There was never any doubt that I was going to be a girl someday. I mean, from early on I would wear pale lipstick and eyeliner with my hair usually braided. Then came the Crossover week and I was able to dress like a girl from the skin out, complete with hips and boobs. My father was a drunk that never cared what I did, and my mom was long gone so how I dressed was never an issue. I work at a small shop that makes and repairs video...
I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...
Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...
Young Cross Dressers Secrets *Sandy was busting at the seams to tell someone some very exciting secrets she was keeping. She couldnt tell anyone she knows. She decided to tell them here. __After reading My Bra and Panties are Missing, my own real story kept nagging at me to be told, but I wasnt sure how. I decided to change all the names and write a story all about this secret world I stumbled into. I started getting very horny just thinking about all that had happened&hellip,. __My story...
Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving...
Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving back...
CrossdressingCross-training Belladonna "Are you ready, pet?" "Yes, mistress," George Bloom responded as Celene knocked upon the iron door. George heard the loud clink of the old fashion knocker upon the door as he pulled at the hem of his short skirt. He anxiously waited for the door to open, hopeful that he would not be noticed by those passing by on the street below the staircase leading to the porch he was standing upon. George had never been to a Dom-sub party like the one that his...
For once, I actually decided to look at some of the other categories on the streaming sites I'd visit. So many things came up under fetish. Some of it I don't get but to each their own. A BBW was mixed in with the fetish and as I had expected before hand, it wasn't my cup of tea. Several videos had girls dominating guys in leather or latex outfits. I liked how tight they were, showing off every curve of their body, leaving little to the imagination. Upon thought, I had never been...
Sadly this wonderful story is just a fantasy, but who wants to make something similar a reality!?!The evening had taken a while to arrange, but had finally arrived. All 5 guests turned up within 15 minutes of each other and as they did, I fixed them a quick drink and showed them into the living room to get to know each other. Alan was a suited businessman in his mid thirties. Dave and Brian were dressed casually in jeans and Tshirts and both in their mid forties. Jeff and Keith were my age,...
You may think of me as Fiona, and I am a cross-dresser.A story by Erica inspired me to pen my saga of cross-dressing. I am also a recovering alcoholic, with a few days over 19 years without a drink as I write this, and I suppose the two tales are intertwined to some extent. Not that I am a saint by any means, a lot of people with a lot less time have a better sobriety than I. But I learned that alcohol is a poison to me, so I avoid it. I just do irrational things when I add alcohol to my...
The town of Great Cross was named for a towering monument that never existed. The founders had talked of making a bid to become the state capital, and the cross was meant to be a declaration of their ambition. The ambitious talk was more fun than the actual work of building would have been, however, and no great cross ever materialized. The town reached a stable population of about four hundred, which varied up or down by only a few dozen as decades and generations came and went. Few who...
I had thought about being a helpless damsel in distress ever since I was a teen. But, the years had passed and I had never had the opportunity to actually live out my fantasy. I had talked to a few close friends about it and they all seemed to say the same thing. I was sexually repressed and the thought of being under someone’s control was my way of coping with the fact that I was really afraid of sex, of voluntarily being intimate with a man. I had been looking at articles and...
I had thought about being a helpless damsel in distress ever since I was a teen. But, the years had passed and I had never had the opportunity to actually live out my fantasy. I had talked to a few close friends about it and they all seemed to say the same thing. I was sexually repressed and the thought of being under someone’s control was my way of coping with the fact that I was really afraid of sex, of voluntarily being intimate with a man. I had been looking...
BDSMJudith is one of those lapsed Catholic girls who always wants to get back at her upbringing. She hates the self-righteousness, the paternalism, the hypocrisy. Before she could even spell those words or deconstruct the messages, she was a fervent non-believer. But the hidden messages of The Church still have a powerful resonance to her. A religion built around death. One that had dispensed it in quantity, too, through most of its history. It had an undertone of eroticism, a fascination for her...
My name is Mike Cosby. I'm about 5'9" 170lbs relatively fit and trim and my sandy blond hair and green eyes kind of stand out. When I was in college and in high school, I was never the biggest guy around so I went into some of the peripheral sports. Instead of basketball or football I ran track and cross country. Running cross got me respect in school if not star status. Even for cross country and track, I was never the star on the team, but also never the dog. I was a solid middle of the...
The Guildmistress eventually calmed down, a few deep breaths away from lucidity. She eyed the cursed woman, making absolutely sure no apparent disgust appeared on her face, otherwise the poor thing would lose it. She knew Livia would break the second she hear it, just like she herself had so long ago; it had taken her nearly two decades to fully accept it. But this was different - it was too much to bear for a poor soul. Her life, their lives were in danger; she had a job to do. "Livia,...
Hi, my name is Sam and I am a 26-year-old, slim physic cross dresser. I am a fashion designer and have a thing for female clothing. Not only I love designing female clothes but I also enjoy dressing as a girl. Coming to my story, this incident took place some years back when I was around 20 years old and had cross dresser romance session with my real Aunt. With fair and curvy physic, I can look more girly than a girl with my cross dressed attire. On one weekend, I went to my aunt’s place...
Cross DresserCross-Feed --------------- This is the first story I've written in a while. I have started several stories, but put them on the back burner because I just can't find a good ending for them. I always want to get a story 'just right'. Anyway, here's my latest installment. There is really no TG or cross dressing in it, but I feel it belongs in the genre in a weird sort of way. I hope you like it. --------------- He was a stallion, and she rode him hard. He did not...
Growing up as a only c***d I was smothered by my Mother, I don't know if it was normal ,but at 14 she was still breast feeding me,bathing me, and sharing one bed . I was a very shy boy, we moved every year so I was always getting beat up at the new school. I had no thoughts until my 14th birthday. It's funny how these things change so fast,I had received my first computer, I was looking up and typed in the words "Mother and Son" I was directed to a porn site one of the pictures was of a mature...
Rhea did not often break character, her usual stony expression being the best wall against unruly employees or annoying customers; but upon see this beautiful woman reduced to such a miserable state she could not prevent old memories from resurfacing, dire times when she had no Guild that relied on her, free as the wind but as feeble as a leaf. Her responsibilities gave her weight to stand on: who cared if she was a [Sex Worker] when she led the most successful organization of the city? "As...
Lila woke up, the following day, to find the dungeon empty. She could barely walk, her breasts, swollen and in pain, seemed to have gotten infected from the nail wounds. She looked at them, detachedly. "It will not matter anyway, in one or two days," she said to herself. She made it to the bathroom and then, still nude, sat on an armchair to wait for her torturer to arrive. Manu, with his de-facto assistant Aisha found her sitting up in the chair, drinking juice. "Is it time?" Her...
As was his habit at lunchtime, Hal left the building and walked through the office park for exercise. It was a partly cloudy day, and for the moment it seemed overcast. On his way to a small path through the woods, he saw her. Sandy was an attractive redhead with a sensual voice who almost always wore a tailored blouse, a roomy ankle-length skirt, and one-inch pumps. Her wardrobe varied in color, patterns, and material, depending upon the season, but always the same ensemble. Hal watched as...
MILITARY SCHOOL CROSSDRESSER By Kresha Matay PART 1 Tim was a sensitive young boy, bright and intelligent, but lacking many of the physical characteristics of Joe, his father. The father had wanted a son who was interested in sports, hunting and fishing just like himself. Unfortunately, through no fault of his own, young Tim couldn't measure up to the desired image. Joe had expected his son to grow up to "be a chip off the old block" and when he didn't, his father felt...
The following morning, Grant arrived at the hospital, briskly making his way to Jennifer’s room. He stopped in his steps at the sudden sight of the room empty and cleaned for later use. “Oh no ... Please don’t tell me!” He muttered, his eyes beginning to grow misty. He hurried to the Nurses Station, not wanting to know but needed to know, had Jennifer died during the night? “Excuse me Nurse, the woman who was in that room,” he pointed to the open room. “Jennifer McDermott is she ... did...
I am fed up with the girls on the beach, they show off their great tits and a thong that hardly covers anything, they have great asses. I'm Julie a late 20's girls who is overweight and never looked good, even when I go on a diet it doesn't work. Still I do have some good friends, guys I've known for a long time, of course they aren't the best looking and one of the beach girls would never look twice at them.Then last week I thought up a plan. I told the 4 guys who are my best friends, Ron,...
THE NIGHT OF MY WIFE'S GANGBANG IN A NEIGHBORS DUNGEON[/b]Spontaneity can lead to the most erotic and fun adventures that await. Leaving caution to the wind and going with what is happening at the moment are some of the times we most cherish on our sexual experience. One such night of depravity transpired at a neighbors BDSM thralldom basement gathering. On the surface, Rick and Jan were the banner couple of suburbia....
Addiction lets you do anything.. I addicted to cross dressing, addicted for the femininity.. Hi, I am 24 old close door part time cross dresser from Mumbai, regular reader of ISS. Narrating my own story for first time. I am good and beautiful looking, 5’3” height, perfectly slim as like every “women” wants to be and every man feels to hold, as I kept it with having exercises and yoga because I feel sexy with it.. I started cross-dressing when I was only 12. I haven’t knew it was called as a...
This is my first story so please don’t mind and few pieces are real in this story. I will start with story rather than boring you and when I was a kid, I used to love smell of woman’s bra and panties and when that smell turned me into cross dressed I did not realize. By the time I hit my puberty I was very excited about cross dressing and used to cross dress whenever I used to get any chance to cross-dress in private. Soon after and I joined an engineer college which was mostly dominated by...
Gay MaleWhen I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, “How is this little boy handling pencil heels so well�. My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male. It was my first prom and I was nervous. I was worried that I will be made fun of at school, but my mama...
Cross DresserI couldn’t help staring at it. It was not only the biggest cock I’d seen, there was an aesthetic quality to it that begged a lingering look. Veins coursed over thick black flesh ending in a perfect golfball sized half-dome. It had to be eight inches long and, Lord Almighty, it was still soft! The first word that jumped to mind was “superior” I was staring at a superior penis. The kid’s voice snapped me back to reality. “Wanna hold it for me, Prof.?” he...