Crossdressing

CourtneyFux

A Picnic in the Park

Wearing my sexy thong bikini to the park leads to hot action with a big stud.

It was a beautiful spring day, the kind of day a girl starts to think about wearing her new bikini to show off her hot body for lots of men. I was feeling frisky and thought meeting some new men would be fun. There was a county park near my town where lots of men go to meet up for some good blowjobs and hot encounters. I planned to go there today. My new bikini still had the tags on it and...Read On

Added: 10 Apr 2013 | Category: Crossdressing | Avg Score: 4.73 | Tags: crossdressing  oral sex  anal  exhibitionism  bisexual  voyeur  spanking   | 5 Comments

Pudmeister

Crossroads Ch.3

He has to find out if this is what he wants

A tale of pure fiction and fantasy. I was actually considering going all the way. Going all the way in becoming female. I had been living as a female in all phases of my life for some time. I continued on the hormones and all my desires said I should do this. I had called the plastic surgeon who had done my breasts and explained what I wanted. She suggested going to see a doctor...Read On

Added: 04 Oct 2009 | Category: Crossdressing | Avg Score: 4.56 | Tags: crossdressing  bisexual  

cumonmybum

My First Time With A Hot Sensual Lady - With A Lovely Cock

A shy bi guy has his first amazing encounter with a beautiful lady who also has a beautiful cock

Although I'd never been with a man before, my online chats and contacts usually ended up being with men - they seemed to be so much more horny and available than women. Either I was doing something wrong or women weren't into online sex all that much! Anyway, for years it's always been a hobby, an indulgence if you like, never turning into real contact, just a fantasy that I look forward...Read On

Added: 01 Apr 2013 | Category: Crossdressing | Avg Score: 4.65 | Tags: oral  cum  transvestite  erotic  lingerie  first time   | 9 Comments

mredd

Tammy, Lisa, and Karen part 3

Please read: Tammy, Lisa, and Karen part 1 and 2 first

I woke up the next morning with Lisa sucking on my little clitty, making it hard. I pulled her panties to the side and began to kiss her beautiful pussy and suck and lick on her clit. I began to plunge my tongue as deep as I could into her hot wet honey hole. Lisa was about to make me cum, then she stopped. She knew just where my breaking point was. She turned around and sat down on my...Read On

Added: 21 Feb 2013 | Category: Crossdressing | Avg Score: 4.91 | Tags: crossdressdressing  anal  toys  strap-on  french maid   | 5 Comments

missunderstood98

The Rendevous

An experience on the WILD SIDE!!!

The Rendezvous   He called Saturday night just after ten. His wife was being admitted and they may induce her labor. He told me how much he missed me and how needy he was for my warm, wet mouth. I told him to be patient. His responsibility was to take good care of business. He told me that his wife was fine and that he hoped to see me on Sunday. We hung up.   I...Read On

Added: 09 Jan 2009 | Category: Crossdressing | Avg Score: 4.47 | Tags: leather and lace   | 2 Comments

trinitytowers

A Nanny Femtastic - 6

A Nanny Femtastic Chapter 6 ......... felt incredibly empowered, with women and Men coming onto me! I was loving being between the two sexes but presenting as a glamorous female. Alex was very dominant and bought me drinks and acted in the male role very much that night. Lou and her slept together generally, but there was no issue with Alex coming onto me. Later in the evening...Read On

Added: 05 Feb 2010 | Category: Crossdressing | Avg Score: 4.53 | Tags: | 1 Comment

trinitytowers

A Nanny Femtastic - 5

A NANNY FEMTASTIC! Chapter 5 ... I looked gorgeous now with my ample breasts and thin waist! I would really enjoy this upcoming holiday! The electrolysis treatments had continued, and I now was pretty hairless and did not need to shave or wax. I did however remove all my pubic hair and became obsessed with having a completely hairless body. This included around my scrotum...Read On

Added: 04 Feb 2010 | Category: Crossdressing | Avg Score: 4.79 | Tags: | 1 Comment

trinitytowers

A Nanny Femtatastic - 4

 NANNY FEMTASTIC! Chapter 4 ….I was aware I may be called upon by one of the girls in the night so would have to stay in bra and panties. I also had to ensure I shaved thoroughly early in the morning and hid away my razor and foam! I woke very early the next morning, thankfully no calls in the night! I shaved everywhere and slipped into a fresh bra and knickers, ensuring my...Read On

Added: 03 Feb 2010 | Category: Crossdressing | Avg Score: 4.37 | Tags: | 4 Comments

trinitytowers

A Nanny Femtastic - 10

A NANNY FEMTASTIC! Chapter 10 I rose early the next day and put on my white lace bikini, and took a dip in the pool. I was sitting on a lounger drying myself when Felicity came out. “Good morning gorgeous!” she said kissing me on the cheek. Our breasts rubbed together. “You know we have that party with those guys today sweetie?” “Are you sure we should go Felicity?” I said...Read On

Added: 16 Feb 2010 | Category: Crossdressing | Avg Score: 4.89 | Tags:

dawnforever

Growth and Admissions

In a place where everyone cares, is the perfect place for a new beginning.

My initial impression that this town resembled Mayberry turned out to be reality, and that the people here where genuinely nice. Everywhere I went people introduced themselves and seemed to want to be my friend. At first, I really wasn’t sure what to think, but after the initial shock wore off, I began to relax and accept that this might have been the best decision of my life. After a few...Read On

Added: 11 Aug 2010 | Category: Crossdressing | Avg Score: 3.5 | Tags: dawns summer   | 2 Comments

CindyUSA

I did not know I had a disorder

Bi man dressed for the first time to please a man

I did not know I had a disorder CindyUSA I am not sure if I should be embarrassed, ashamed, depressed about my condition. I do not look unwell; does it show? I look normal to my wife, family and co-workers. I wonder if they know about my disorder. If they had, why did they not tell me? Like most illness, they start slow and build up and suddenly, bang; right between the eyes it hits...Read On

Added: 26 Mar 2012 | Category: Crossdressing | Avg Score: 4.67 | Tags: cd  xdresser  oral  anal  bisexual   | 7 Comments

cassandrababy

Confessions of a Sex Crazy Cross Dresser Part 5

Chapters 9 and 10 of Book 1

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...Read On

Added: 01 Jun 2010 | Category: Crossdressing | Avg Score: 4.75 | Tags: crossdressing  anal  oral  young  one-night-stand   | 4 Comments

cdbottom2

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

Added: 20 Mar 2012 | Category: Crossdressing | Avg Score: 4.87 | Tags: crossdressing  oral sex  anal  bus driver  police officer   | 4 Comments

CourtneyFux

Porn Star Babe: Part One

Making her first porno movie, Courtney discovers all the pleasures of being a porn star.

As a hot, 20 year-old girly boy, I was invited by another girly boy to star in a porn movie with her. It sounded fun and I was adventurous sexually, anyway. So, becoming an actress getting lots of big loads of cum from her handsome co-stars was very exciting to me. The movie was shot in a private house where I drove to with my girlfriend, Chrissie Licks, a pretty, 21 year-old, aspiring...Read On

Added: 28 Jan 2013 | Category: Crossdressing | Avg Score: 4.54 | Tags: crossdressing  exhibitionism  oral  anal  group sex  bisexual   | 6 Comments

starbelliedboy

Webmeets Diary Ch. 04

Celebrating the end of university as a slutty schoolgirl.

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. As I neared the end of my university course I had...Read On

Added: 08 Feb 2010 | Category: Crossdressing | Avg Score: 4.86 | Tags: crossdress  gay  69  blowjob  anal  schoolgirl   | 3 Comments