Crossdressing

kylie_kained

The Night Of A Thousand Dreams

I hope you enjoy

There was a few odd looking drugs laying on the side from a party. Being bored I decided to see what they were all about, I had dabbled before but had no idea what they all were. I had seen someone use a bottle with an inhaler on it, one good slug later I felt good. I looked through my wardrobe and decided that all guys seem to go for the more cute look in a girl. As I was feeling daring...Read On

Added: 21 Mar 2013 | Category: Crossdressing | Avg Score: 3.57 | Tags: crossdressing  drugs  spanking  fisting  weird   | 6 Comments

vinney

Not What You Think I Am

Excited by the young looking woman who is such a surprise.

Marriage can be a lonely place, two folks living together and yet being so far apart. It never used to be like that but I guess it comes with the ageing process; a mid-life crisis. To overcome our frustrations, my wife decided we would spend more time together away from our comfortable home, so one weekend every month we hire a log cabin at a campsite that sits between the forest and the lake....Read On

Added: 10 Mar 2013 | Category: Crossdressing | Avg Score: 4.42 | Tags: mm  bisexual male  masturbation  blow job  surprise     | 4 Comments

cuckoldmalesub

Caught, Used and Loving It!

I was caught dressing up as female and used like a toy

I knew I had time now; my wife had gone out with her friendsand wouldn’t be back until 10pm at the earliest. As it was only 6:30, I knew I could spend time getting ready before playing around on the computer and enjoying a nice relaxing but exciting orgasm. My cock was more than ready as I hadn’t had sex for over a week and no chance to masturbate either due to either the kids being around or...Read On

Added: 05 Mar 2013 | Category: Crossdressing | Avg Score: 4.87 | Tags: crossdressing  caught  reluctant  bisexual   | 16 Comments

CourtneyFux

Wedding Night: Part One

My fantasy night of being a married girl in bed with her hubby comes true.

As a tranny callboy/escort, I was always fulfilling the fantasies of lots of gay and bisexual men. But there was a fantasy of my own I had had for awhile that I wanted to fulfill with a handsome bisexual escort myself. I wanted to hire a handsome stud escort to pretend he was my hubby and have honeymoon sex with me like I was a bride on her wedding night. Every single girl fantasizes...Read On

Added: 21 Feb 2013 | Category: Crossdressing | Avg Score: 4.8 | Tags: crossdressing  oral  anal   | 3 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

CourtneyFux

Club Night

Wearing my sexy minidress out to the club, I give the boys lots of thrills.

I hadn't been at the club very long when he came over to me: a very handsome man, tall with dark hair and blue eyes. "You have a perfect ass," he said. I was wearing a sexy, little minidress which barely covered my ass and I knew it would turn men on, but I didn't know it was going to happen this quickly. I smiled up at the tall stranger. "I'm flattered," I said. "I'd like to pull up...Read On

Added: 18 Feb 2013 | Category: Crossdressing | Avg Score: 4.75 | Tags: crossdressing  exhibitionism  oral  anal   | 4 Comments

kylie_kained

In Her Shoes Part 2

This is the second part of In Her Shoes so to fully understand what’s gone on

please read the first part. After a short time of resting my feet on Peter’s bum I now slipped my foot back rubbing the sandal against his balls and cock. His knees started to widen slightly as I teased I could see his balls quickly rise up and tighten as they had before. His cock was now straight along my foot and his body was rocking back and forth in time with my foot. I could feel...Read On

Added: 07 Feb 2013 | Category: Crossdressing | Avg Score: 4.63 | Tags: crossdressing  fetish  foot  shoe worship  first time  dominant  submissive   | 2 Comments

adagio

From One To Another-Part 2

two sides of a chair

I rushed into my new consignment shop job, the one that Allison had help me get. The shop was actually a duplex. One part Mary's home, the other her shop. I was a few minutes late and apologized to Mary Elle the owner. Telling her that my Biology teacher was on my case about missing assignments and had kept me after school.  Mary Elle looked at me and suggested a nice warm shower to help...Read On

Added: 01 Feb 2013 | Category: Crossdressing | Avg Score: 4.55 | Tags: fisting  enema   | 5 Comments

CourtneyFux

Porn Star Babe: Part Two

Time to get the lttle sluts on the set for some hot tranny action.

Being a sexy girly boy about to make her debut as a porn actress with two handsome, well-hung studs was so exciting to me. And having my friend, Chrissie Licks, along to show me how it is done was especially re-assuring. Chrissie and I were naked and about to get into our sexy lingerie for the shoot when Summer Cox, another hot tranny porn star, came to help us with our hair and make-up....Read On

Added: 31 Jan 2013 | Category: Crossdressing | Avg Score: 4.44 | Tags: crossdressing  exhibitionism  oral  anal  group sex  bisexual   | 3 Comments

jessicahahn

Sissy at the Bookstore

Or how I humiliated myself in drag

I had gone to adult bookstores for many years and had done it in drag many times but never dressed as a sissy and never during the day. On this day I was so involved in humiliating myself that I decided that I need to take that extra step and I did. I had checked into an adult motel the night before and booked for two days so I had a lot of time on my hands. The night before I had pranced...Read On

Added: 29 Jan 2013 | Category: Crossdressing | Avg Score: 4.59 | Tags: crossdressing  sissy  gay  exhibition  fetish.   | 5 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: 4.57 | Tags: crossdressing  exhibitionism  oral  anal  group sex  bisexual   | 6 Comments

adagio

From One To Another

a woman is born

I was raised by my aunt due to unknown circumstances in my life. Although she was puritanical and strict I loved her. She had some rules for me. For example, I needed to say Grace before every meal and go to church every Sunday. I needed to read the scriptures on a daily basis and she monitored the TV shows I watched. I was not allowed to listen to modern music or read magazines. This...Read On

Added: 26 Jan 2013 | Category: Crossdressing | Avg Score: 4.28 | Tags: crossing dressing  transexual  piercing   | 3 Comments

biguy2play

Always Up for a Party

Trevor's idea of a party, with me as entertainment

I got home late. What a night! I had gone to the video booth at the bookstore horny as hell but in my wildest dreams I could not have imagined the outcome. Oh sure, I expected sex. I had yet to leave those dark little booths without a mouthful of cum, an ass full of cum or having my balls sucked dry but tonight … tonight! Not only had my ass been filled in the booth but at Trevor’s party...Read On

Added: 25 Jan 2013 | Category: Crossdressing | Avg Score: 4.87 | Tags: crossdressing  bisexual  anal  cunniligus  blowjob  exhibitionism  threesome   | 6 Comments

kylie_kained

In Her Shoes

I opened my online mail box as usual, looking down the list in case any new spam was in amongst the thirty-seven mails I had received. As I scrolled down the page I noticed a new mail from one of the sites I used to find new partners for sex. I clicked it open straight away not wanting to waste any time, hoping that this mail for once was from someone more sane and rational than the usual,...Read On

Added: 24 Jan 2013 | Category: Crossdressing | Avg Score: 4.83 | Tags: crossdressing  fetish  foot  shoe worship  first time  dominant  submissive   | 6 Comments

vanessagrrl

Vanessa Spends a Night Semi-alone

One night I was laying around bored, so I decided to get all sexied up for no one but me. I got out one of my favorite outfits, which you can see in my picture. I was so excited as I undressed, and laid everything out that I was about to slip on. First I put on my sexy Victoria's Secret thong. It was white with black lace, and it felt so hot as it slid on. Then, I put on the matching bra. It...Read On

Added: 14 Jan 2013 | Category: Crossdressing | Avg Score: 4.38 | Tags: crossdressing  masturbation  phonesex  toys  anal   | 7 Comments