Crossdressing

Diane91020

Friday Night Maid - Part 2

On Friday nights wife goes out with friends, he becomes the maid

Friday Night Maid Part II - by Diane Leonard As I finished folding his socks, he stood up and looked down on me. "Diane, remove my pants now, but do not get up after you do, just fold them and lay them on the edge of the bed." I reached up, removed his belt, and lay it on the bed. I opened his trousers and as they slid down his legs, I notice that he was wearing boxer shorts and...Read On

Added: 18 Aug 2008 | Category: Crossdressing | Avg Score: 4.58 | Tags: maid  romance   | 1 Comment

skipspence

A trip from his Hotel Room - Part One

Paul likes dressing up on his business trips, but this time it goes a little further.

As Paul did when he made every business trip to the big city, once he had checked in to his hotel room, he quietly made his way to the streets where there was a profileration of sex shops. He wanted to find the sexiest, sluttiest clothes that he could change back into when he returned to the hotel, and maybe a toy or two to enhance the stimulation. First up was some lingerie – definitely...Read On

Added: 04 Jul 2012 | Category: Crossdressing | Avg Score: 4.53 | Tags: crossdressing  gay     | 9 Comments

BushBuns

Meeting Samantha

My first hot encounter with a cd

It had been almost two years since my first experience with Dave. That was the first time a man had sucked my cock. It was the first time I had touched another cock and the first time I had sucked a cock. That day was the birth of a new me. I no longer was a homophobe. Although, I did not look at men the same way I looked at women. I did not lust after them. What I did lust for was for a cock...Read On

Added: 14 Apr 2012 | Category: Crossdressing | Avg Score: 4.38 | Tags: crossdressing  blowjob   | 5 Comments

CourtneyFux

Hitch-hiking Baby Doll: Part One

Hitching a ride with a trucker leads to loads of fun for this sexy little tranny boy.

I hadn't been in his cab for more than a half hour when the driver who picked me up, brought up the subject of sex to me. "Last week, I had a guy and girl riding with me and they both liked giving me blow jobs. And, you know, if I closed my eyes, I couldn't tell the difference of which one was sucking me off. They were both excellent at sucking cock." "That sounds like you had a fun ride,"...Read On

Added: 14 Apr 2013 | Category: Crossdressing | Avg Score: 4.67 | Tags: crossdressing  oral sex   | 6 Comments

shazstoned

The Note

I awoke, sorry came to the following morning, still had on my tiny red skirt, blouse, nails and all my make up. I walked into the bathroom and looked in the mirror, OMG what a sight looked back. My make up was smeared over my face and a thick dried string of cum was visible on my cheek. I went back to the bedroom and grabbed my handbag, opened it and took out a cigarette, lit it and inhaled...Read On

Added: 04 Jun 2012 | Category: Crossdressing | Avg Score: 4.67 | Tags: follow up  morning after  chatting     | 5 Comments

dawnforever

Dawn Summer

Oppressed and Underage. Sometimes you just got to take matters into your own hands.

As I climbed aboard the bus, I couldn’t help but feel a sense of relief at my escape. I never realized how free I could feel finally escaping my father for good. Maybe, I should back up a little bit for those of you just catching up to my story. My name is Dawn Summer. I grew up a rich little boy with a father who never quite understood, or cared to understand me. I wanted to become an...Read On

Added: 08 Aug 2010 | Category: Crossdressing | Avg Score: 4.5 | Tags: escape  dawn summer  perfect disguise  

1ball

Mistress Hannah's Pathetic Husband Part 6

Mistress Leelee uses me hard.

Having accepted the riding crop, Mistress Leelee seemed to understand that she was being given the opportunity to do something to me, but she was clearly lost. "He's yours now Leelee. It starts with the first order. If you're going to turn your cheating husband, a little experience with Michelle here will give you confidence. I suggest you order him to stand in front of you and work from...Read On

Added: 29 Oct 2011 | Category: Crossdressing | Avg Score: 4.71 | Tags: humiliation  strapon  lesbian   | 2 Comments

cassandrababy

Confessions of a Sex Crazy Cross Dresser Part 8

Sandy's adventures continue in Chapters 15 and 16 of book #1

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...Read On

Added: 05 Jun 2010 | Category: Crossdressing | Avg Score: 4.64 | Tags: crossdressing  oral  anal  threesome  prostitution   | 1 Comment

CourtneyFux

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

Added: 27 Sep 2012 | Category: Crossdressing | Avg Score: 4.42 | Tags: crossdressing  voyeur  oral     | 7 Comments

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: 4.68 | Tags: oral  cum  transvestite  erotic  lingerie  first time   | 10 Comments

Stephanie008

Not Your Typical Traffic Stop

Stephanie's run in with the law turns steamy and dirty.

Hi my name is Stephanie and this is a fiction based on my dirty desires. I was making a risky trip to my local adult video store dressed as Stephanie. The sun was setting and the drive was only 10 minutes, tops. I figured with low light and close proximity of my playground of debauchery, I would be safe. I admit because of nerves I had my black 'fuck me' heels hard on the gas. My heart...Read On

Added: 23 Aug 2012 | Category: Crossdressing | Avg Score: 4.83 | Tags: crossdressing  oral  anal  creampie  police   | 14 Comments

Jewlz

Blossoming

It is all in the preparation.

Just the thought leaves a tingling reverberation in my entire body. I can’t stop thinking about how being en femme makes me feel; from the relaxing bath soap, bath oils and incense to the calming talcum powder, body lotion and seductive fragrances. I take pleasure in prolonging the transformation, recording every muscular contraction, hormonal fluctuation and penile twitch. In order...Read On

Added: 22 Jun 2010 | Category: Crossdressing | Avg Score: 4 | Tags: crossdressing  fetish     | 3 Comments

emily_emi

first time shopping

This is a story of my first time shopping for panties at a store

This a story of my first day shopping for panties at a store First off I'm Emily a closet CD I'm 22 Hispanic and I have to say I love being in women cloths not sexually but I love to feel like a women so I like dressing up and playing the part at home. Well on with the story... Like I said I'm a closet CD and I'm okay with it being my secret, but I had been doing a lot of thinking about...Read On

Added: 10 Jul 2012 | Category: Crossdressing | Avg Score: 4.67 | Tags: crossdressing  shopping. nonsexual   | 3 Comments

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: 4.56 | Tags: crossdressing  oral sex  anal  exhibitionism  bisexual  voyeur  spanking   | 5 Comments