Confession and testament of a crossdresser
- 3 years ago
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Portrait of a crossdresser as a young man By Sara Keltaine I didn't write this for others but instead as an outlet to release the demons that have haunted me since I was a child. Some might think this story funny, others might think it sad, and the people that think they know me the best would be shocked. I'm writing under a pseudonym that has become my alter ego but I will get into why's of that later. I've been told I was a happy infant and my memories of that time...
Johnny was gentle and had slightly feminine mannerisms for a guy. He had had quite a few escapades with women, a couple of failed marriages and a dozen or so relationships but all had fizzled out. He had never thought about the fact that maybe he was gay or bisexual and although he was not homophobic he thought the idea was not for him. He found women attractive and loved them wearing sexy lingerie and became almost obsessed with lingerie and all its variations, sometimes even more than the...
CrossdressingAnyone who follows our adventures will know what type of lifestyle we lead.A short while ago Jaq got chatting to a crossdresser online. It turned out that he only lived a short drive from where we live. Kieran was twenty-two, his pictures looked amazing. Jaq asked me if she could invite Kieran to visit, an offer that I could not refuse.All was set for the Friday evening. To say we were excited would be an understatement. Jaq and I showered and dressed. Jaq looked amazing as always in a very...
CrossdressingJudy 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...
I am a bi crossdresser....love some pussy or cock. I registered on an fabswingers looking for a meeting with similar people.I was actively looking for an older couple to have some fun with. To cut a long story short, I finally got talking to a guy called Bill. He and his wife could entertain a gurl like me for a fun filled evening, if I was game. We both had a list of dos and donts for the night and we went over a few ground rules etc.I was to be their maid and waitress for the evening. They...
Last night I was on line in a crossdresser chat room where I was talking with Master Brian about me being a pain loving, submissive, bisexual crossdresser who was looking a master to use and abuse me. As we talked Master Brian asked me if I was dressed as a woman while I was on line with him. I told him that I was and then he asked me what I was wearing. I told him that I was all dressed up wearing a black silk mini skirtwith a black stretchy lace blouse. Master Brian then asked me what I had...
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...
hi, im new to this. this happened about 3 years ago now.I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.I thought enough...
Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels. A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she...
The Crossdresser Body Swap Chapter 1 Ashleigh finished polishing her toenails with a final dab of red nail paint. She rolled onto her belly whilst letting her feet dangle off the bed to dry. She noticed the time on her phone and let out a sigh of annoyance, her neighbours would be coming around for another dinner night soon. Ashleigh always thought they were a weird bunch, always practicing meditation in their garden, plus their house was littered with all this voodoo and spiritual...
Hello readers, my name is Rajesh, a 24-year-old guy who likes to dress like a girl. I am in Australia now. This story will tell you how a crossdresser got caught by a neighbor and had to do whatever the neighbor ordered. His name is Roy (name changed), he is 6’1 height with a well-built body, and he is in his late 50’s. I recently had to move to another unit as my old unit’s lease got finished. On a Friday morning, I was leaving for my office. I saw an old man (who lives in the next door unit)...
Gay MaleAny 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...
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...
crossdresser – 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...
Backstory - I just turned 19, in college and still live in my hometown with my parents. I've been crossdressing on and off for the last probably 10-12 years. Till I was about 15 it was just whatever my sister or mom had that I could get my hands on while they were gone. Then when I was 15, I would order some online, or sneak out and go to a store right before they'd close. I've only told two girls, one who didn't believe me and the other who was supportive but didn't really care. For the last...
Erotic Pulp Fiction Copyright 2009 by Cal Y. Pygia Pulp fiction, as the term applies to mass market paperback books, was published from the 1930's through the 1960's on cheap wood pulp. Initially, many such books were anthologies of stories that had been published earlier, in pulp magazines. Eventually, original fiction, in the form of both short stories and novels, was published instead of reprinted fiction, and one of the genres in which original novels was published as pulp...
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...
CrossdressingHi all! I am a family man with a loving wife, but she doesn’t know about my crossdressing. It just so happened that she had gone to her mother’s place during her pregnancy, and I got ample time for my crossdressing. I did all of my shopping on Myntra and bought myself some nice soft satin sarees, dresses, gowns, tops, high-heel shoes, a makeup kit, perfumes, and loads of bras. I was waiting for the delivery like a curious kid waits for their birthday gifts. Finally, the day arrived and the...
Gay MaleWhen she walked in to the restaurant I knew I was in trouble. It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.Convincing she was not, a crossdresser without question. But pretty, really...
Hi! This is my first story on ISS so don’t be harsh on me. This isn’t a real story, but a fantasy which i am going to share with you,though the characters are real. I am a boy(21)(crossdresser) doing my engineering in Bangalore in a reputed college. I stay at one of my fathers friends house, his name is Rajesh. His first wife died due to cancer so he married again. His new wifes name is Rajni. Rajni, in her 30s, is a damn hot woman with a plus size figure. Now lets move on to story… Initially i...
Gay Maleby - 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...
Hi, na peru ajay. nenu tenth class ki vachinappatiki naku crossdressing alavatu ayyindi. enduko emo telidu, kani adavalla laga chira, jackettu vesukovatam istham. mukhamga Bra and Panty. ma inti venaka oka portion lo vunde oka ammayyi thana battalu vutiki bayata aresedi. ala aresina vatilo thana Bra lu kuda vundevi. mamuluga avi sayantram avi tisesedi. kani oko sari marichipoyo emo battalu tisedi kadu. ala tiyanappudo leka oko sari Valla bathroom lone vadilesina battallono (valla bathroom...
My house is a small two-bedroom cottage with a study, lounge and combined kitchen-dining room. My bedroom has an ensuite. It is located in a quiet cul-de-sac in a quiet neighbourhood where everyone keeps to themselves. It is perfect for me. Perfect because I am single (due to a messy divorce where she got everything except the debts), perfect because I work odd hours, and prefect because I like my privacy; oh, and also perfect because I am a closet transvestite. Like most...
Note : This story is completely fictional!How did I end up like this? On my hands and knees dressed in just sexy stockings and suspenders and a lacy corset, my face in slutty make up, my lips wrapped around my daughter's boyfriend's cock while my daughter herself rammed an eight inch strapon up my arse. The worst of it was, humiliated though I felt, this was really turning me on. This is the story of how I became my daughter's bitch and how I came to love it.I suppose I shouldn't have let...
I woke up with my hands bound, my mouth gagged, and my ass plugged. The bed I was on was comfortable enough. This was just a reminder that these parts of my body were no longer mine to do with as I pleased. For tonight would be my wedding night. For months we had planned things out. Picking out a dress, a place for the ceremony, all the things that brides do with their future husbands. But for me, it also included a regimen of hormones to complete my becoming as feminine as can be for my man. I...
CrossdressingIt 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...
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...
I`ve been crossdressing since I was 20 years old.One of my favorite things to do is get all dressed up in womens clothes and drive around on the open road.Several years ago I was mad at my ex wife for doing some stupid shit with our checking account and we were split up for some well needed cooling off time.The more I got to thinking about her stupidity the more I got to smoking some pot and drinking a few mixed drinks to get the crap off my mind.I got pretty stoned and decided to get dolled...
I awoke the next morning a little groggy as I slowly recalled the events that had taken place last night. I rubbed my body up and down feeling how the latex had now become a little sticky and how my ass and cock were still sore from the pounding I had taken. I read the note again left by my mother and decided to make breakfast as I was for when she arrived. It was just past 9am when I heard a fumbling at the door, my mother had walked in with her heels in her hands and her clothes hanging loose...
CrossdressingI went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...
CrossdressingI have always been a shy and modest guy. My family has always been religious, so when I was growing up all of my friends were the same. I was definitely what you would call a sheltered child. I know many people get past their shyness in the locker room in high school or earlier, but I was home/private schooled on and off until 10th grade when I finally went to a public high school for the experience. However, I never had to take a gym class because my mom gave me all my p.e. credits in 9th...
ExhibitionismI went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...
This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...
A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me not to reveal her identity.We arranged to meet one night at a motel near the Pittsburgh International Airport. I arrived at the agreed time, but when I knocked on her door she told me she wasn't ready yet and asked me to wait half an hour. I agreed.Half an hour later, I returned to her room, but she still wasn't ready. She was apologetic, and asked me if I would rather come back in another half hour, or...
It was just a normal friday day so I went to the store to buy some food for the week.I wore a jean mini skirt and pink t-shirt and tan pantyhose with my 3"heels and make up and all. As I made my way down thru the ailse I notice a older tall gray haired slim man following me.Well I gave him a couple bending over shots and eye contact.I made my way to the check out an seen him in other line.I finshed checking out when I got outside to load my bags in my car he was parked next to me.He spoke to me...
Hello frnds.How is everybody.I recently got another hot encounter in July 2008.It happend at my sis home.Both my sis and her husband work for an MNC.They had recently employed a new maid.They were supposed to go to Pune for some seminar from their company.Since this new maid is new in town and has nowhere to go so my sis said me to stay at her at home so that maid will not face any difficulty.i said ok.I understood the problem and said ok for the proposal.So i reached her home on the day on the...
IncestI used to get a lot of fun out of CL. I'll post some short stories about some of my experiences there. I sure do miss it. This happened about 10 years ago. I was divorced and living alone, and playing whenever I got the hots and had a good opportunity.I checked CL one weekend night to see if there was any fun to be had, and found a post from a crossdresser visiting a nearby city and looking for company. She (I'll use that pronoun here) had a room in a local motel for the night. I responded to...
Except for some dirty and humiliating ones, most of Raghav’s dialogue will be in English in this part about the crossdresser whore. I thought that it is easier for me than translating each of the dialogues. The ride home was uneventful. I just sat dumbfounded in the back seat while Ragahv just fled the auto fast. In a short time, we reached my place. I picked my bags and climbed the stairs. Raghav followed me, carrying another small bag. Where did he get it from? I am sure he was spotting a...
Gay MaleStrongly inspired by the Tim O'Brien essay "How to Tell a True War Story," appearing in the October 1987 issue of "Esquire" This may be archived/posted anywhere. Just give credit where credit is due, thanks! Truth and Fiction By Pretzelgirl THIS IS TRUE I had a friend back in college. His name was Jim Shuler, but everyone called him Moose. One Sunday afternoon in December while Moose is away, his crossdressing roommate kills himself. It came as a surprise and shock...
The Art of Reproduction By Cal Y. Pygia I like penises. More specifically, I like circumcised penises. And I like balls, big or small. I prefer scrotums that, when they rise, high and tight, are smooth, although they may be wrinkled when relaxed. I like asses, too, especially feminine asses. Men's asses, to be attractive to me, must be sleek, compact, and firm. I like medium- to small-size tits and dislike large, floppy mammary glands with big, protruding nipples. I don't...
My apologies for the long delay! Here is the next chapter. With luck I'll be able to get another chapter posted this next week. I have some real world problems that may prevent that, but hopefully won't! This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction,...
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...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated. As such it is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. As I begin posting this I have about...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated. As such it is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please keep in mind this story is a work of...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated. As such it is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Currently there are 13 chapters written -...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated. As such it is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and...
This work took a little bit longer hiatus than I planned due to the demands of real life, but not to worry I'm back at it again! There is a cue of three other completed chapters after this and I'm pretty sure if my energy holds up there will be another two or three done by next week. I hopefully will be able to post one a week for a while here. Right now I'm guessing there are right around 10-15 chapters remaining here. This novel is set in the universe of the Whateley Academy. It takes...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...
This will be the last chapter before I have to take a break for a trip and then company coming in. Most likely my next post will be in the first or second week of the New Year. (It would probably be sooner if I have some comments :-) ) This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity,...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...
This novel is set in the universe of the Whateley Academy. It takes place after most of the current universes characters have graduated, and is fan fiction for the Whateley Academy series. It may or may not match the timeline, characters, and continuity, but since it's fan fiction, who cares? Most likely it will not match the canon of the universe. I believe this is the first work that has been written with the ABDL community in mind. Please do note that it will have diapers and other...