Confessions of a Sex Crazy Crossdresser Part 9
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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 Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeks Chapter 1: Panties Thief and the Late Night Swim My name is Sandy. My name is Tony. I know it sounds confusing, but when you are a cross dresser life is always confusing. Just the terminology alone to describe you…crossdresser or cross dresser? Transvestite, tranny, she-male and many other names used to describe people like me can make you confused. I prefer to be called a cross dresser and yes you can call me...
The Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeksChapter 1: Panties Thief and the Late Night Swim My name is Sandy. My name is Tony. I know it sounds confusing, but when you are a cross dresser life is always confusing. Just the terminology alone to describe you…crossdresser or cross dresser? Transvestite, tranny, she-male and many other names used to describe people like me can make you confused. I prefer to be called a cross dresser and yes you can call me...
CrossdressingCONFESSIONS PART 1 TO PART 8 To conserve space on my posts all confessions will be in this one Confessions post with the latest confession posted here at the beginning. ======PT 8CONFESSIONS PT 8These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======Used my sisters fluffy a****ls to jerk off with.. sometime shooting cum on them.....
Los Angeles, California. February 2009. "People think it's tough to play a bipolar nympho, but I just played myself!" Several years ago, I said that in an award acceptance speech. There are those who still think I was kidding today. It was the truth, however. It wasn't a joke. I really am a bipolar sex maniac. Those who know appreciate it, for the most part. I need to introduce myself, don't I? The name's Isla Fisher. Occupation: actress, comedian, all around spreader of good humor....
Ray Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security investigation, since his work might involve working on classified government projects. He stopped for a minute at the question: List any aliases you have used. “I wonder if I should...
Part one https://xhamster.com/stories/confessions-of-a-photographer-55770Part Two https://xhamster.com/stories/confessions-of-a-photographer-part-2-56377Part Three https://xhamster.com/stories/confessions-of-a-photographer-part-three-906359(Please note the people mentioned in these stories are fictional and bare no relationship to people either alive or dead. These stories contain explicit sexual descriptions and are aimed at the over 18’s)The initial buzz of seeing my name printed at the...
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...
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...
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...
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...
CrossdressingCONFESSIONS PT 1These are confessions and stories people have sent me and some have their name but others are anonymous. Do you have a confession of something you did, or something you'd like to do? Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 1BY ANONWhen I was in the Army I had a buddy who was living with a Korean woman while her husband was overseas for a year or so. The woman had a daughter about 7 y/o and a son around 9. My friend...
CONFESSIONS PT 7These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECEIVED FROM VARIOUS READERS======I love reading the confessions you have posted. Like most of the confessions I to started sniffing dirty panties as a young teenager I started with my mothers and sisters and then...
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...
CrossdressingPart One https://xhamster.com/stories/confessions-of-a-photographer-55770Part Two https://xhamster.com/stories/confessions-of-a-photographer-part-2-56377(Please note the people mentioned in these stories are fictional and bare no relationship to people either alive or dead. These stories contain explicit sexual descriptions and are aimed at the over 18’s)Most days were the same though my learning curve was fast and within a few months I was able to set up the studios for the different types of...
CONFESSIONS PART 9======Yes, I do sometimes wear panties in public. I remember the first time. I wore a pair to school one day obviously I picked a day when we didn’t have gym class! I remember the thrill of it and the fear of being caught. I think I must have had a hard on all day! Now, to be honest, I wear them most of the time because I still love the softness and lightness of the material. Just plain black simple cotton ones - I must have a couple of dozen pairs. Sometime I do wear guy...
Here are the next two chapters of Sandy’s adventures Chapter 11: Photo Shoot and the Elevator Ride I slept great on Monday night after my craziest night of cross dressing. My body felt great as I slept in late. However, I had to admit, I felt like my ass had been torn up from Stan’s incredible cock. I realized now that almost all men wanted to get their rocks off with strangers. Stan and Bob were perfect examples, they wanted to fuck a girl or at least get a blow job. They were so happy they...
Only 1 chapter left after this installment....I hope you are still enjoying Sandy's adventures Chapter 19: Last Day in Vegas The next morning Tanya left for her house after exchanging numbers with us and promising to visit Peggy in Phoenix next month. The hotel had arranged a car to take Peggy to the airport for her 9:00 flight. I was sad to see them go, but at the same time, I knew I had work to do and I wanted to have some time to myself. I had to go to two accounts and I finished by noon....
CrossdressingHere are the next two chapters of Sandy's adventures Chapter 11: Photo Shoot and the Elevator Ride I slept great on Monday night after my craziest night of cross dressing. My body felt great as I slept in late. However, I had to admit, I felt like my ass had been torn up from Stan’s incredible cock. I realized now that almost all men wanted to get their rocks off with strangers. Stan and Bob were perfect examples, they wanted to fuck a girl or at least get a blow job. They were so happy they...
CrossdressingChapter 3: New York with Linda I didn’t really get a lot of time to think about what I had just done with Carlos. I fell asleep shortly after he left due to all the drinks I put away during the night. I actually fell asleep on my couch, still full dressed except for my jacket and shoes. When I woke up, I had a headache and was starving; I never even had a piece of the pizza Carlos brought. It was 2:00 in the morning and I was scared to look in the mirror.I took a shower to clean off the make up...
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 MaleCONFESSIONS PT 6These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERS======nice i had an older 20 something girl at work that would change in the girls bathroom but at the end of the day i was the last one out and went in the bathroom to see what goodies i...
Hello, people. I am Sahil. I am currently living in Mumbai in a shared apartment with my roommate Raj. We both doing our engineering from different colleges in Mumbai. This story is based on my and my roommate’s real life experience. Which is how I am engaged in a sexual relationship with Raj. Let us start with the introduction. Introduction: Sahil The author of the story. I am 24 years old. Since I was at 14 I have a very strange fantasy of Crossdressing as a beautiful girl. Whenever I was...
Hi, if we haven’t met yet, my name is Cindy; I’m a cocksucking, dick-riding, pussy-eating, ass-fucking cum slut. And these are my confessions. My very first orgasm, and the half-dozen that followed, I climaxed while a cock spurted hot cum in my mouth and I fingered myself. The next 20 or 30 times I came, I was squatting in a glory hole, again with a series of cocks in my mouth, leaking precum or shooting a load down my throat while I fingered myself. In college, I lived in a dorm with a...
I watched my mother looking through the window.She was in the kitchen washing the dishes on a weekend morning. She's a lawyer. Her schedule is always hectic. Often times she spends long hours in the office meeting with clients or writing legal briefs. If she had a courtroom appearance, she would spend her nights doing research on the computer and preparing for strenuous oral arguments. She has always been a naturally hard worker with a powerful drive to be successful.On the rare occasion that...
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 son Andrew has grown up since our trip nothing has happen he now has a girlfriend and I respect that although I have to confess that I always remember that special night with him and I wish we could repeat it for now there is nothing but good memories, out life has been normal as I told you my father passed away when I was 19, now I am 32 Andrew is 18, and we still live with my mother, since my father left my mother has been all alone, one night a pretty hot one Andrew told me that his...
CONFESSIONS Pt 2These are confessions and stories people have sent me and some have their name but others are anonymous. Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 14BY ANONok, here's my confession. As like all rest of my fellow pervs, I started liking panties at a very young age, at 11 I started jacking off to my sisiters panties and then my moms. How I loved...
CONFESSIONS PT 3These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION 31I was a spy that worked for peanuts. Literly. I was in first or second grade and shared a bedroom with my brother, Frank, who was in 6th grade. One night I saw him going up and down on his hard thingy while smelling our older sisters Panties and he...
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...
Father Peter of St. Johns Cathedral in Duketown has a fame for tolerance of sexual sinsHis virtual girlfriends from the net flock from everywhere to do their Confessions at himAlessandra is a local girl, attending mass at Sundays sometimes, when I lead the ceremonyAlessandra prefers private talks though, sometimes she gets a bit too friendly with FatherAlessandra plays a great girlish game with her beloved spiritual Father PeterAlessandra has confessed earlier at me, always being very honest,...
CONFESSIONS PT 4These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERSThat's hot use to sniff panty when youg stared with his moms. Cotton brief always nice thick pubes loved suckingon them use to get so hard watchin him sniff his moms then we use to use his...
I meet Maria in here the net - she is still a shy virgin - we write a lot She takes her first steps along the long the road of learning to love sexShe hesitates between the Catholic ethics from her recent Convent schoolAnd the nice needs of her hot body as she sinfully plays her pretty pussyShe seeks my advise in all these delicate matters - so we write much more Peter plays her Spriritual Father for her hot Holy ConfessionsAs she no longer trusts the lustful questions of her parish priestshe...
This is the part 2 of a story I am working on with WorkAlone. We will be alternating parts. I really hope you all enjoy this story. WorkAlone will be writing from the priest's point of view, and I will be writing from the girl's point of view. Hope you enjoy it as much as we did writing it!! I walked into Mass thinking about the night before with my boyfriend. I had worn my favorite green dress and left my curly out of control red hair down for the night; just the way he liked it. We had stayed...
Straight SexThe 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...
CONFESSIONS PT 5These are confessions and stories people have sent me.Do you have a confession of something you did, or something you'd like to do?Private Message it to me and I'll post it. Don't worry about spelling, grammar, etc.======CONFESSION COMPILATION OF SHORT REPLIES I'VE RECIEVED FROM VARIOUS READERS---I have never had a woman know about my love of panties. My ex wife would blow me but not swallow even when I showed her it wouldn't kill you. My present wife will not even kiss the tip...
Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy’s adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...
I hope you enjoy Sandy’s continuing adventures. Please comment and let me know if I should include the next two chapters. Chapter 9: Joe’s Pizza Sunday morning I got up pretty early. I decided to call a cab and go over and pick up my van from Glenn and John’s. After I got back I decided to do some sit ups, as I had not been exercising as much lately. A quick shower after my exercises and then I decided to get ready for my trip. I spent a couple of hours packing as I was going to be gone...
Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...
CrossdressingChapter 15: Dangerous Duo I woke up the following morning to an empty bed. I went to the bathroom and when I came out there was a knock on the door. I looked out and saw Peggy with a bag and two cups in her hands. Upon opening the door, Peggy came inside and placed the drinks and bag on the table and gave me a kiss. “I thought you might want some breakfast,” she said. She had on a pair of white shorts, a light blue tank top and her sneakers. “I brought coffee and donuts.” This girl might be a...
CrossdressingI hope you enjoy Sandy's continuing adventures. Please comment and let me know if I should include the next two chapters. Chapter 9: Joe’s Pizza Sunday morning I got up pretty early. I decided to call a cab and go over and pick up my van from Glenn and John’s. After I got back I decided to do some sit ups, as I had not been exercising as much lately. A quick shower after my exercises and then I decided to get ready for my trip. I spent a couple of hours packing as I was going to be gone for...
CrossdressingChapter 15 — John = = = = = = = = = = Hi. Cindy's been too busy to update her Confessions lately, so she asked me to catch you up. I'm John, by the way—I’m Cindy's agent, among other things. Cindy's an amazing young woman. She's also a horny, cum-swallowing, cocksucker—among her other fine qualities, as I'm sure she'd be the first to tell you. That's how I first met Cindy in fact: I pushed my cock through a hole in the wall of a darkened video booth, and she was a warm, wet...
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...