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Crossdressing

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7

My Foggy Late Night Story

On a foggy late night, Sasha gets fit, lucky, and... loved?

It was a cold, wet December night. Here I was in my room, feeling exhausted, and laying on my bed doing the whole Netflix and chill thing. I had just pulled a long afternoon and evening event with my college study group. We spent the day as total masochists painfully cramming whatever we could into our tired brains for our finals. It had worn me out so much that I didn’t want to do...Read On

13

Girlyboy Gone Wild - Part One

An all-weekend party in my panties leads to lots of sexy pleasure for the boys.

Wearing sexy lingerie for a man is my favorite way to feel like a girl. I've been doing it since I was 16 and have never been shy about it. Every few months, I get the urge to do it. So, this month I did it again. To find men to turn on with my sexy lingerie, I placed an ad on the local dating line: "Hi. I'm a hot girlyboy who likes older men. I'm having a party in my panties this weekend and...Read On

9

Felix becomes Felicity - Chapter 5

FELIX  becomes FELICITY Chapter 5 ..My Mum and David had announced their impending marriage with a ceremony planned in about 6 weeks time. No guessing who was to be bridesmaids. The week before we were due to start back to school Jasmine mentioned at breakfast that Thomas wanted to take her to the cinema that night and that they had talked about a foursome me with Bradley .  “Not...Read On

14

My First Boyfriend Part Five

I step out on my boyfriend and end up getting gangbanged

Things had pretty much gotten back to normal after our wildweekend a week or so before. My boyfriend Steve and I had our unofficial “honeymoon” where I had dressed in a wedding dress and we made love. I had been out dressed as a girl for the first time and had gone to a party where I sucked off a bunch of guys for money. Steve and I had taken two of those guys home with us and they all banged...Read On

24

The Party

After two visits to Bill's I had been invited to a party.

Here I was nervous as anything at the railway station, I had just phoned Bill to tell him that I was on my way as promised. The journey itself was uneventful and I arrived in the next town on time. I walked out of the station my nerves getting worse and scanned around the people all milling around. I couldn’t see Bill and started to worry, my eyes were drawn over to a woman walking towards...Read On

25

Michelle Gives It Up

Michelle provides him with everything she has to ffer

When my best friend, Jimmy, left my house late that afternoon he was a very well satisfied guy, sexually. For the two years prior we'd had quite a few mutual masturbation sessions. This had progressed from jacking off while talking about various girls we knew in school to jacking off each other. Of course, at that time neither of us had actually done anything with a girl, but that never slowed...Read On

17

Jamie's Gradual Grooming, Part 3a

Jamie's transformation picks up pace.

I gradually woke up from a deep and warm sleep. My slow awakening became very sudden as I came to two realisations. One, I was wearing underwear from the night before and two, they were wet! I quickly pulled the duvet up and over my head, as if lots of people were watching. I slowly put my hands into my panties and felt a warm liquid all over them, I'd had a wet dream. Straight away I...Read On

20

Jessie's Fantasy: Chapter 1 Losing a Bet

Jesse makes a bet that he couldn't lose. Or could he?

Nearly everyone has a sexual fantasy that they would love to act on sometime in their life. Unfortunately for some, it never becomes reality. There are many different reasons, ranging from having fear or hesitation, to fantasizing about someone they can’t have, or the situation just never presents itself. This is a story of one such fantasy. Hope you enjoy! It was a Friday evening and I was...Read On

11

Ever tried dogging?

The trilogy concludes with a hot threesome in a Steam Room and a late-night bukkake

Nick steered his sleek silver turbo-charged coupe across the deserted Cambridgeshire by-roads towards Ely. The town was justly known as 'the ship of the Fens', as the tower of its majestic 16th century cathedral was like a navigational lode star. Ely's train station was only a few hundred yards from the cathedral and Cathy stood waiting in the shade of the station building's canopy. She wore...Read On

17

First Meeting with a CD

A cross dresser experiences his dreams with a man

It was strange, he contacted me first and his profile stated he was looking for a domme or trans to submit to. I guess the hidden desire to please a man won out. We communicated through mail and messenger for months. We even met for coffee and some groping, where I tested his desire for nipple play, some severe pinching and even squeezed his sac to express the control I wanted and what he...Read On

10

My First Time - Part 3

The story continues...

As Lydia had promised, on the first day of her vacation I got my first lessons in high heels. It took most of the day before I was able to walk across the room and not fall on my face, and these were only a moderate heel. I took her to dinner to celebrate and, at her request, I wore the satin thong under my jeans. Lydia could not resist reaching out and squeezing the bulge in my jeans,...Read On

8

Call Me Julie part 2

some secrets are meant to be shared

After regaining some of my composure, I got to my feet and pulled Scott up to his. I kissed him and pushed him up against the wall locker and pulled his shirt up and over his head. I kissed my way down his body and stopped at his gym shorts. I hooked both fingers at the waist band and yanked them down. The most perfect cock I have have ever seen was straining against the pretty pair of panties. ...Read On

3

The Secretary - Part 2

My first day as the boss

I arrived at Michael's office a few minutes before 9am. Being that he rented a small space with many other companies sharing his floor alone it was a a hive of activity. People arriving for work, bustling past each other, shouting greetings, enquiring into weekend activities. I received a few smiles and polite greetings as I walked through the corridors, as well as a few winks and impolite...Read On

8

Telling Mom I'm A Crossdresser Part 12: Tow Truck Driver's Big Score

Missy gets her car towed and makes a deal with the tow truck driver

Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience. Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do...Read On

16

Jamie's Gradual Grooming Part 2

Second part of Jamie's transformation

"What would you do if I put some girlie clothes on?" What a stupid question. The moment seemed to last for an hour but it could only have been a few seconds. Mike looked at me, again with an indifferent look. What would he say back? Would he say anything at all? He glanced down at the chopping board and then back at me. "Could you pass me the onions from the fridge please?" he said. ...Read On

10

Jenny Learns Her Place

Jenny submits to her lover's desires

His hands held my hips tightly and his very large hard cock slammed into my asshole again and again, as if he were was going to ram it all the way out my mouth. I whimpered with each long stroke while my own small dick dripped the remains of my orgasm. It was amazing that he was hard so quickly after pumping my mouth full of sweet jism, some of it even spraying onto my face. “Oh! Oh! Oh!...Read On

5

My Live-in Partner

Post-operational care never involved so much caring.

Eight days after the surgery, the hospital released me to go home. The bus ride back to my place seemed to take forever as the dull ache in my crotch fluctuated with a mind of its own. I had taken medication for the first four or five days after the surgery, but weaned myself off of them to the point where I could deal with the ache by the time I left. The cleaning regiment that I had to...Read On

14

Returning To Old Habits

After an extended break, I return to an old hobby.

Like many cross dressers, I found my habit has a certain ebb and flow. I would bury myself into my kinky hobby for several weeks, only to hide everything away again. I used to have purges too from time to time, where I'd convince myself it was wrong and throw my clothes away, swearing I'd never do it again. The last time I purged was in my mid twenties. I'd been with my then girlfriend for...Read On

13

Erica Meets Sarah: Part 1

Slutty CD Erica meets Sarah to fulfill her ultimate fantasy for the first time.

I woke up alone on Saturday morning in my nylon blue g-string and nothing more. I wanted to feel it the instant I woke up, my sexually charged femininity, I wanted to feel it all day. Today I'm not a man, today I'm the girl every man wants. Today I'm a slut, your slut. I showered and shaved myself smooth. Ridding myself of body hair was always the first step. Nothing could make me feel...Read On

16

What I Do When I'm Alone

The fun I have when I am alone.

With the wife off to work today, I decide to indulge in my fetish. I wait a little bit till I know she is at work and it's upstairs I go. I take my computer with me to chat with friends and others I happen to meet in chat rooms. I lie down on my bed and start chatting with people and seeing which friends are on. It takes about an hour before I finally find someone to chat with. What follows...Read On

6
Recommended Read

Carolyn Makes Her Way (Part 1)

Carolyn meets her co-worker and the sparks fly.

After tucking my penis and balls away, I started dressing with the basics: panties first, a sheer yellow thing, then my bra with the silicon helpers we girls so love and then a pair of black stay up stockings. Next, I stepped into a short green miniskirt which I loved primarily because of how it would reveal my bottom when I bent over and shot pool. After that came my blouse, a long sleeve...Read On

20

Memoirs of a Crossdresser: Chapter 1

My True Story Chapter 1:  I was a kid when I first discovered women's underwear. I loved the way it made me feel. I had a friend who I'd play the normal games that kids play with, and I would always be the girl character. We were children, so nothing out of line went on, but even at a very young age, I had felt an attraction to femininity. There was something that made me feel like I should...Read On

8

Toby's Story

Now this doesn't happen every day!

  I had been admiring myself in the full length mirror for the umpteenth time in the last hour, as girls like us do, when I heard a vehicle draw into the driveway. Under normal circumstances, this would not be cause for concern. But circumstances were far from normal. I was miles from my home, in my friend Annabelle's house, and fully dressed in her clothes, and caked in her cosmetics! ...Read On

18

Telling Mom I'm A Crossdresser Part 8: Bus Driver's and Cops

Part 8 enjoy and please comment at the bottom ;)

My mom and I spent the next few days practicing and exercising with the stripper pole until we felt confident and extremely sexy while doing it, which I have to admit did not take long. One night I came home late from my part time job I had at a local restaurant and took the bus home. I didn't have a car because I hadn’t decided on what car I wanted to get yet and what I could afford. I...Read On

10

film fun

I get fucked while her husband films it

I met Lucy on the net, she was a married BBW with massive breasts (46g) and ass to match and loved to dress how I like my ladies to. That means mini skirt, high heels, stockings and suspenders and a low cut top.  We had met a couple of times before I got to meet her husband Ray.  Lucy and Ray had arranged to come to my house one Saturday night for some food , drink and fun, but I had no...Read On

11

Making friends with my housemates

People always react in different ways when they find out about my cross dressing. Girls are usually more accepting than guys but everyone is different. I was twenty-two when I went to university and decided I would be completely open about it with everyone I met there. I found that most people were pretty cool with it, although some took some time to get used to it. I spent the first...Read On

26

The Change Up - Part 2

Deedra has her first date out and meets new friends

I watch Emily get into her car and drive away. My mind just can’t believe what just happen. The clock on the wall says 5:00 oh my. I only have four hours to get ready. I am opening the packages that Emily drop off for me, the dress looks utterly gorgeous, lace and beading should be outstanding on me. Next the shoe box, the phone rings, looking at the caller id it's from India . I snap back...Read On

15

Extended Vacation Chapter 3

Cassie continues her new life

Cassie has her first full day as a woman as she continues her seven weeks living as a woman 24/7. EXTENDED VACATION Chapter 3 I arrived at my new apartment around 5 PM, and it took me over three hours to unpack and get organized. It was very enjoyable to move in and have a fresh start. I loved looking at my closet and all of my drawers as everything was for Cassie. My bathroom...Read On

9

Confessions of a Sex Crazy Crossdresser Part 7

Chapters 13 and 14 of my first book

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...Read On

12

Karen Goes Out

Karen gets the nerve to go out and discovers who she is.

I was so nervous I was almost sick. For years I'd dreamed of going to a bar that catered to the LGBT community but I'd always come up with an excuse not to, no matter how flimsy it might be. Yes, I'd gone out in public several times, shopping mainly, but also banking, getting gas, and even meeting with other girls like myself. So far, the only sex I'd indulged in while dressed had...Read On