Confessions of a Sex Crazy Cross Dresser
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Chapter 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.”
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...
CrossdressingOnly 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....
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...
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...
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...
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...
CrossdressingHi 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...
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...
CrossdressingPart 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want moreChapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some errands during the day and late afternoon I spent watching a football game on my television and around 6 PM when...
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...
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...
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 for...
CrossdressingPart 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want more Chapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some errands during the day and late afternoon I spent watching a football game on my television and around 6 PM when...
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. I...
It is 8:35 on a warm summer morning. I hear the front door close and already the excitement is building. I hear the car start and then pull out of the drive way. I run to the front of the house and watch my mother pull up the hill and off to work. My sister left for work 5 minutes ago and Dad is gone until 2PM.I turn and walk up the green carpeted stairs. With each step I feel my heart pounding harder and harder. As I reach the top of the stairs I take one last look out the window to make...
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 DresserMark 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 TimeThis is the second part of my previous story. I will write about how I had rough Cross dresser Sex with him. Please continue to read the story, I know it’s a bit long story but I wanted to put in all details of my Gay experience. Ok, let’s move on to the story. We reached his place by a Cab. As we entered, he locked the door and grabbed me by surprise and pulled me closer. He planted his lips on mine, and I gave in too as we kissed deeply. He parted lips and walked me to his...
GayChapter 13: One Hour Photo I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00. After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there...
CrossdressingHi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...
CrossdressingYou 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...
CONFESSIONS 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....
CROSS DRESSER ENSLAVED A Fictional Account Of A Cross Dresser’s FantasiesPROLOGUEI am a cross dresser and a slave to my wife and her friends. Let me tell you how I got this way. Since I was a little boy, I liked being tied up. I had always had a petite, almost feminine body. When I was 15 years old I started dressing in my mother’s lingerie and fucking myself with whatever I could fit inside my ass. I also gave my first blow job to one of my friends. This was my only sexual experience with a...
There is a lot of risk and reward that I was willing to gamble as I walked into my motherinlaw’s home ready for sex... In the last confession, I admitted chatting with her as a stranger. Now my dick got the better of me and I was at her home with her masturbating on the bed thinking this other older man is coming over to roleplay as me and fuck her. The Fantasy into reality I guess is like a thirst. It’s a craving and a clear want for many people. Chatting with you horny xhampster members I’ve...
Hi all, hope you enjoy Sandy’s adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...
Chapter 13: One Hour Photo I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00. After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there...
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...
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...
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...
My heart pounds as I tip-toe across the soft, pink carpet in my parents' room. I'm home alone. My stepmother's lingerie collection awaits.A floorboard creaks as I make my way to the dresser. I'm facing my worst nightmare--getting caught playing with Ann's lacy undies. But I'm totally hooked on wrapping myself in her silk and lace. I decide to move forward. The risk adds to the adrenaline rush.I stretch out my fingers to grab the drawer's brass knobs. The sensual pleasures of cross-dressing are...
CONFESSIONS 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...
MY FIRST TIME OUT AS A CROSS DRESSER A true storyIt was 14 years ago and I had been married to a beautiful petite woman she had long Cole black shiny hair with green eyes.. We had been married about a year and one night I came out playing around in a pair of her sexy blue panties and a sexy blue Teddy and started rubbing on her and having fun it made her so hot we both had the best sex we ever had in our lives.. The next Friday when I got home there was a bag on the table she told me to open...
I’m a male, and cross-dresses occasionally in private. After cross dressing I get hard and then get off rubbing my dick against bed. Sometimes I post my cross-dressing photos online and get excited by comments and chats. I fantasizes about being seduced/forced to cross-dress and made to serve like a whore by dominant stranger(s). I’m darkish brown, lean. Has little hair on my upper body. Thin. Have slender arms. Soft face. And thick lips. And finger thick but long. My butt is rather fine and...
Gay MaleCONFESSIONS 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...
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 good...
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...
As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie’s bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren’t for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria’s Secret. ...
As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie's bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren't for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria's Secret. ...
CONFESSIONS 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...
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...
As a cross dresser you feel like such a woman when you have on your sexy panties and bra, and other feminine unmentionables. Sometimes you just wear them underneath your boy clothes. But sometimes I like when you have a dress and even high heels on too. I get to look at you, a beautiful and sexy woman. You get to tease and titillate a guy like me with your sexy body. You make me so horny and hard when you prance around the house looking so pretty. You always wiggle your sweet ass when you...
Thanks for the nice feedback I received for this series about a cross dresser. If not for them, I might have discontinued this as I was making progress at an agonizingly slow pace. Apologies for the delay in the update. I am sending the next part, so for the first time, I sending two parts together. I also have some plans for another 2-3 parts of Rakhi’s journey and her slow conversion into a whore. I will start right from where we left off. Please read part three and parts before that to find...
Gay MaleHello everyone. I am Anuradha / Sameera, a Secret Crossdresser of 29 years old from Telangana. My breast might be around 34-36 as 36 size too fits well. I love sports bras and padded bras. started in my junior college days when my friend became my boyfriend. It started with him sitting beside me. We used to stroke each other’s cocks secretly under the bench. The handjobs slowly turned into blowjobs. I also had my boobs squeezed by a few others in the class. But I was too scared to tell my...
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...
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...
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 SexCONFESSIONS 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...
Chapter 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...
A week later Chris and I met to go cloths shopping. We met at a coffee shop in a town a hour drive from me. She greeted me with a warm hug followed by a deep kiss. Our obvious age difference drew some judgmental stares from a lot of the other patrons. Chris sensed the fact that I was uncomfortable. She whispered in my ear "If only they knew all of the cum I licked from your ass". We grabbed two coffees to go and headed out."So Eric said I needed to get something kinky to wear the...
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...