My Qualifications to Write About Crossdressing
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Many of the crossdressing life stories I've read on Lush have similar beginnings. The early adolescence, the mother's or sister's clothes, the masturbation! It's fifty years since my first urge to dress in feminine garments, and ever since then, it has been an integral part of my colourful life.I remember the day fairly vividly. I was settling down in our bathroom, to do what EVERY adolescent does at that age. Wank! My inspiration back in those days were my mum's pals, her sister, and a couple...
CrossdressingAt this point I have been crossdressing for many years. I started out with my mother’s panties and bras. I would wait till she had gone to work and then go to her room and pick out one of my favorite matching bra and panties. I would lay on her bed and stroke my cock though the soft silky material, dreaming of her walking in and catching me and telling me what a little faggot I am. It never took me long to cum. This fantasy never came to be, but wanting to get caught stayed with me.A few years...
This is copied from my blog http://cdcutiepie.tumblr.com, so the main updates will be therei did think it would be nice to have it up here as well though :)Entry #1:I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :PI decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site (i cant remember why i actually registered there) She...
It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...
CrossdressingBy: AnonymousIt all happened 3and a half years ago.I started secretly crossdressing about an half a year before. One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14). As soon as they left the house i ran down to my mom's closet and starting picking some thing sexy from her wardrobe and i was putting it on. In that time i had my own thongs that i secretly bought,i put them on,my mom's push up bra,and...
This story is open to anyone who wants to write a crossdressing story, it doesn't matter if it's an original story or a fanfiction. Please respect Chyoa's rules, so Bestiality, underage sex (younger than 18 years old) and extreme violence are not allowed. I would like to keep this story as organized as possible. For example, if you're writing a fanfiction, before you really start the story, make a chapter with the series the fanfiction is about in the title. Have fun!
As I lay eye level with her armpit watching her enjoy her man for the evening, thoughts and emotions rushed through my head. All of my senses are in overdrive. It seems I can see, taste, hear, smell and feel the things going on around me better than ever before, and I’m soaking it all in because I don't want to miss a thing. I want to be able to remember this night for a long time. I'm buzzing from the emotions I’m feeling. The feelings of jealousy, the fears that he is bigger, or better...
CuckoldThe first thing I noticed was the sweet, sensuous smell. I twisted my head from side to side, but it seemed to be coming from all around. “What the hell’s that?” I whispered. “It smells like a Turkish brothel in here.” “And you’d know, sweetie,” he said, taking his cue as I knew he would. “Don’t you like it?” “You know I do,” I replied. “It’s sandalwood and rose, my favourite.” I felt his hand on my arm as he guided me forward. The silken blindfold was much more effective than I’d expected,...
BDSMOver the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...
The following story is 100% true. Only the names have been changed. About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle. We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex. The first day we met, we ended up sl**ping together. As we lay in bed afterwards, we started talking about what we liked and didn’t...
Your mom is away a lot with her friends and she has recently divorced her husband. Right now she's away with her friends to celebrate breaking loose from that bastard and getting back on the market. Your older sister is 26 years old and just bought an apartment a couple of towns over. When moving out she found a bunch of old clothes she didn't want anymore so she left them at home for your mother to send to some charity. Now, you're home alone, your mom isn't coming home tonight since she's...
IncestThe below is a true story so naturally names and places changed but the rest of it remains to be one of my memorable moments!!What seems like many years ago now when I finished university my then girlfriend Lexy and I went down to Cornwall to stay in her parents holiday home for the summer while we worked out what to do. To be honest at this point we both know that we aren’t “the one” for each other but I think we both had the same thought, see what happens over the summer and then make...
My growing curiosity was really starting to take control. I've spent so many years married, hiding my true thoughts and fantasies about sex.My wife and k**s were going out of town a couple of weeks ago and I was going to explore more of what I wanted. As the day they were going to leave got closer, my pulse would race and my palms would sweat.I just hoped I wouldn't chicken out.Finally, I dropped them off at the airport and as soon as I did, I was freaking out. Just thinking about visiting my...
The following story is 100% true. Only the names have been changed.About 11 years ago, when I was 28, I met a 40 year old single mum of 2 called Michelle.We met through a mutual friend. The relationship was purely a sexual relationship. I had just broken up with my girlfriend of 3 years, and she had been single for 7 years after splitting with her violent ex.The first day we met, we ended up sleeping together. As we lay in bed afterwards, we started talking about what we liked and didn't like...
Over the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my...
I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he...
I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.One day I was home alone, my parents were away for the week and my sister was staying...
I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sleep overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick...
Hi back again… This is my friend new story. I met him in London last week .his name was mike. So let start… It all started a few weekends ago when I (mike) had been incredibly horny and my girlfriend was out of town. She wasn’t expected to be back for another two days and I needed some relief. She always wore really sexy panties and I loved the way they felt when she would grind up against my bare cock during foreplay. Being as horny as I was I went to the dirty clothes hamper and found the...
Gay MaleSilky long sleeved blouse and skirt? A dress? Or just lounge around in my lingerie. Parking my truck my anticipation only grew to full out excitement, a huge smile was plastered on my scruffy face. I was almost skipping up the sidewalk. I'm sure some of my nosy neighbors saw me but I didn't care. It was a long week to hide Lisa within me. Once inside my apartment, I quickly got undressed from my work clothes and stood in front of the floor length mirror to admire my lingerie I always...
I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards like Squirt and Adam4adam that allow members profiles and posting messages. I also post to local Yahoo groups in my area that allows one to post messages to a small geographical area or to a distant user group. However, the best place to find no-strings attached meeting is on Craigslist where you can post an advertisement for a geographic area in a personal group erotic...
She MalesI still remember the scent. It was a sharp tangy smell that came not from the air, but was full in my nose none the less. I only smelled it in the times I sensed serious danger, like that December day at the creek, just before my tenth birthday. My family lived in the truly idyllic town of Greenhills Ohio, just above Cincinnati. The suburban paradise was surrounded by a ring of woods. There was plenty of wilderness to explore and adventures for a bold lad. I knew the forest like any seasoned...
Upon finishing work and checking out of the precinct, Al drove home. It was about 12:30 a.m. when he opened the door to his house. He was greeted with complete silence. His wife and daughter were upstairs in their rooms, sound asleep. He mixed himself a drink and put it on the end table alongside of the couch. After next turning on the TV, he then walked upstairs. The policeman had a set routine when working the 4 p.m. to midnight shift so that he did not disturb his family when he got home....
The following week he was working the midnight to 8 a.m. shift. When working on this schedule his usual practice was to sleep from about noon until about 7-8 p.m. Then he would spend a couple of hours watching TV with the family. He would see his daughter for only an hour or so before she went to bed. It was during this week that Michelle began to notice that her father was paying an inordinate amount of attention to her. She caught his eyes staring at her chest and she could sense his gaze...
The following day she managed to arrange that she and Gladys walk home alone from school together. "Gladdie, can I ask you something?" Her friend didn't answer, only looking at her questionably. Michelle proceeded with caution, saying, "'Member, a couple of weeks ago you didn't answer when we were all talking about incest? I was just wondering, don't you think it's wrong?" Her friend was silent for a long time as she debated with herself whether she should respond and if so, then...
That night the 14-year-old girl decided to play the detective. She stayed awake long past her normal time, waiting until her father came home from work. She heard the front door close. When he came upstairs, she listened from the inside of her bedroom door. She waited until after she heard him leave the bathroom; listening for his light footsteps passing her room as he headed back downstairs. Finally, after another minute, when she was sure that he was back in the living room, she quietly...
As the weeks went on, nothing changed for Al. Every third week, while working the 4pm-12am shift, he would hurry home. His mind was infected with lustful thoughts of his daughter. The smell of Michelle's pussy was becoming the reason for his existence. The other two weeks of the cycle, he ogled his 14-year-old daughter's body whenever his wife's interest was occupied elsewhere. It got to the point where he purposely looked at his daughter's body while she was paying attention. When this...
The following four days were a mixture of fright, apprehension, excitement, exhilaration, confusion ... You name it, and both father and daughter mentally experienced it. It was on that night that she let her father touch her breast while on his lap, that Michelle knew for sure what was going to happen, although she didn't know how or when; she was not about to try to plan that. She knew beyond a shadow of a doubt now that her father wanted to 'do it' to her and she had come to grips with...
Maybe it was a sound, or maybe simply the sense of her father's presence awoke her a few hours later. At first, her head was groggy, but as it cleared, she knew... ! He was there! Her eyes shot open and she looked up. There, standing alongside her bed in his robe, was her father. Michelle's whole body became alert and she quickly sat up, instinctively bringing the blanket up with both hands to her neck, hiding herself from his eyes. Then they looked at each other, their eyes meeting and...
The perfumes effects were rippling through the thick atmosphere of the theater. The sounds of trousers opening, and flack jackets dropped to the floor echoed softly in the auditorium. Jenna however remained fully clothed; before she found her love of science her obsession had been reef snorkeling. In fact it had been her time with the fishes that had first fueled her scientific interest. Jenna dived in, swooping on to her victim. A second later she rose, Amanda's facemask strapped securely...
When I was 22 I slept with a "Cougar" that was 38. It was a one night stand and we did it twice that night. She ended up pregnant from that night. She never told me about it. I heard it from a friend that knew her.She ended up telling her husband (she was splitting up with him when we did it) that it was his. Supposedly he ended up paying c***d support for the c***d. I still wonder when the day is going to come that the c***d will show up at my door. My wife was 27 when she got pregnant with...
Ponymaking Taking The acquisition went smoothly, as usual I picked my ponyto be with care. First step, to acquire always go to another state, preferablyone in which you didn't "work" before. Find the matching specimen, in thiscase an eighteen year pale blonde 5'10'', with a 36C-26-30 figure. Second step,observe and find about her as much as possible, doctors records are quite helpful,you don't want to acquire someone who has any future health problems. Thirdstep, a stun gun and a van always...
Matchmaking from the Grave As I stood at the wall of the park that overlooked Pilsen in the Czech Republic, I realized that I was hungry and that I should look for some lunch before hunting for the cemetery that I had come to find. I had set out that morning, driving from Frankfurt, Germany to the city of Pilsen in search of a cemetery where a very good friend of my sister’s had been buried six months before. She had died in a terrible accident back in the States, but her sister had wanted her...
SeductionMATCHMAKING by BobH (C) 2010. Sitting in the expensively appointed waiting area of the Camelot Connections suite of offices I stared again at the photo I'd been carrying around for the past week, still not able to quite believe my luck. Camelot promised guys like me a pampered lifestyle in which our every need would be catered for by the beautiful, wealthy women they matched us with. And Jane Hammond was certainly very beautiful. She looked like a Hitchcock blonde, hair and...
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...
it should be noted that i did not ask for this disposition to crossdress, rather it was presented to me quite by accident. circa 1958...grade school PTA fashion show. PTA fathers were asked to put on a fashion show dressed as their better halves. my dad was right in the mix. I remember he wore some mid calf, grey business suit w/jacket, tan stockings and black heels. i remember this because he practiced dressing days before the show. he wore some makeup and a wig. not very passable, but not...
My email id is Do not forget to let me know how this sex story was. Who knows, we might get even lucky if everything goes well ;) Clean shaved men inside female clothes (or people who are known by the name crossdressers) are my new found favorites. Believe me, I always make it a point to taste every bit of them with passion and fire. My hands and tongue never leave an inch of their body. Hairless, like women and the ‘EXTRA’ jackpot called ‘COCK’, is simply divine. This is a story of how a...
Gay Malecrossdresser – trans – interracial – lgbt – first time – virgin – black cock – crossdressing – natural tits – braI've been crossdressing for much of my life, as far back as I can remember. I would even go to sleep as a k** and pray that I would wake up in a girl's body. In the last few years, now that I live by myself, I spent about $1,000 on a whole wardrobe of women's clothes for myself - bras, thongs, dresses, tops, stockings, lingerie, make-up, perfume, etc... I have also been overweight...
Italy, september 2011. Sorry for bad english, I try to write correctly but don't know if I did. From tonight, I was a crossdresser. I'm been crossdresser from 12 to one day before my 27th birthday. Irony. I begin to have an answer to the question: "What feel girl?" Yes, a simple question. What feel girl when wear panty, tights, dress, skirt? What feel a woman in heels, purse, with her hair falling down the shoulder? What feel a teenage when begin to make up herself? When wear lipstick,...
The streets of Pomona live two lives. Like maternal twins, they coexist in parallel, appearing as virtually identical to those merely passing through its old and storied neighborhoods. During the day, with the sun high overhead, myriads of people — whether they’re commuters traveling like drones or soccer moms distracted by their busy lives — they choke the streets in a constant pulse of life. Each person is absorbed by their own petty concerns, each oblivious to what is happening on the...
CrossdressingThis is an introduction to my crossdressing experiences – touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like slips and sheer blouses. I would typically be drawn to anything black, but did have a fondness for nude tights and white slips, also. I usually...
My email id is Please contact me for any queries, doubts or proposals. I usually work late nights, and leave home by 1 am. I take a rickshaw for home, which happens to cross this one spot where post-midnight you usually find young crossdressers here on business at the side of the road. They are dressed mostly in skimpy western outfits, some of them are really attractive. That’s saying a lot coming from me, for a 26-year-old straight guy. I’ve never been bi-curious either. It’s been months I’ve...
Gay MaleRoberta knew of but one way left to get Chad to display any latent dominant tendencies- she had to get him angry enough to act on them. If she broke her promise not to tell Deanna, Chad would get mad at her, and probably retaliate. That's what she wanted, and so, sure enough, she went over to Deanna's, with some other info on her mind. She knew, although Chad didn't, that Deanna was cheating on him with her ex-boyfriend Donny- a hyper-sensitive, love-struck, pansy, lame excuse for a man,...
Donny rang the doorbell at Deanna's, thinking, well the hell is she? "It's Sunday, for Christ's sake, she is normally home, and she said that Chad fishes on Sunday mornings." Donny could not help himself. He did feel badly for poor Chad, but the lucky guy was getting to marry Deanna! Donny had little experience in sex, due to his small penis, so he did not understand the alpha male's urge for multiple partners. Donny was leaning more in the sub direction; he was perhaps a little too...
Donny (or “Donna” as she was now called) found her new life a tad frustrating, to say the least. She was not permitted to cum at all until the change was complete. It was agreed by her new owners that she was going to be happier and more fulfilled as a woman than as a man, so she was being gradually feminized. No male behavior was allowed during the transition, since that would mentally reinforce the idea that she was a man instead of a woman. This included ejaculation. That was not to say...
Roberta knew of but one way left to get Chad to display any latent dominant tendencies- she had to get him angry enough to act on them. If she broke her promise not to tell Deanna, Chad would get mad at her, and probably retaliate. That's what she wanted, and so, sure enough, she went over to Deanna's, with some other info on her mind. She knew, although Chad didn't, that Deanna was cheating on him with her ex-boyfriend Donny- a hyper-sensitive, love-struck, pansy, lame excuse for a man, if...
IncestDonny rang the doorbell at Deanna's, thinking, well the hell is she? "It's Sunday, for Christ's sake, she is normally home, and she said that Chad fishes on Sunday mornings." Donny could not help himself. He did feel badly for poor Chad, but the lucky guy was getting to marry Deanna! Donny had little experience in sex, due to his small penis, so he did not understand the alpha male's urge for multiple partners. Donny was leaning more in the sub direction; he was perhaps a little too sensitive,...
FetishDonny (or “Donna” as she was now called) found her new life a tad frustrating, to say the least. She was not permitted to cum at all until the change was complete. It was agreed by her new owners that she was going to be happier and more fulfilled as a woman than as a man, so she was being gradually feminized. NO male behavior was allowed during the transition, since that would mentally reinforce the idea that she was a man instead of a woman. This included ejaculation. That was not to say that...
She MalesNote : This story is completely fictional! Roberta was a 43 year old bartender, working weekends to make enough to keep her house, after her husband's death. She was also incredibly gorgeous, with soft, sensual skin, that cried out for a massage. She kept her hair cut fairly short, but it was still a beautiful jet-black, and she managed to seem quite feminine, despite her tomboyish exterior. She had loved being married, because, unlike many wives, she wanted sex every day, and made sure that...
IncestIt was a 200 mile journey from the city to the outskirts of a small town by the countryside where I live, I have hitchhiked this road many a time but this day proves to be an exhilarating adventure into my first cross-dressing sexual encounter, I had my large backpack I carried with me with my belongings including in secret my lingerie, heels makeup etc. about 60 or so miles out a 4 wheel drive hauling a horse trailer pulled up alongside me, rolled down the passenger window a man who seemed to...
Judy used several sites over the years to find her friends with benefits. She never tells me until afterwards what she has done. It’s rare she tells me anything in advance. One day she advised me the k**s were at my parents and she was entertaining that night and I would have to stay in the family room. My curiosity was getting the better of me.She went and took a shower and asked me to come in and shave her pussy. She had me paint her fingernails and toenails. Once she was ready she put on her...
From a young age I liked dressing up in womens lingerie and clothing.... as I got older I grew up over weight a little and more so the older I got..... by the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them...
Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.There is no cross dressing in the story but this is how I began my transformation fromregular boy into cock suckking teenage crossdresser.We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going...
In this story, I'll go in depth on how I became the "girl" that i am today. It all started when i was about 5 years old. I obviously wasnt sexualy active way back then, but thats the age i remember i fell in love with pantyhose. One night after my parents came back from a wedding, i was home with my brother and sister. They came home, changed and what not and went to bed. well my mother who changed in the bathroom left everything that she wore in there. i happened to pick up her pair of sheer...
When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...
CrossdressingWhen I was 27 years old and single, I really liked going to shows at night, to nightclubs, especially when it came to beautiful women. One day I went to a transvestite show and was fascinated.These men dressed as women groomed themselves more than any of the women he knew; her wardrobe, her makeup, even her movements, were more feminine than any woman's.I started visiting an exclusive nightclub, where every night there were transvestite performances imitating well-known artists and singers.I...
Any ways, it had been awhile, and I wasn’t in any sort of relationship at the time, and the thought of being with a tranny again had started to be on my mind. Luckily, this was before Craigslist dropped its casual encounters section, so it was relatively easy to look for hook ups, and being there was a TS/Crossdresser section, I could easily contact one. I remember looking through postings, hoping to find one that was attractive enough, because as I’m sure you know, many cross dressers and...
There I was serving another detention. This was the third time this month I was serving detention for something I didn’t do. It was her, that preppy little witch. I suppose I should explain myself. Through out my life I have never been much of an aggressor, because of this women haven’t found me very manly. I have been called cute, even charming, but rarely manly. It was senior year of high school. I had been to a different school every year since I started high school. Due to my parents...