Crossdressing

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

phsusan

Susan is Complete

Love of pantyhose turns me into Susan

Like most of us, my cross dressing started with wearing pantyhose. This is a true story. My older sister (she was 14 and I was 9) would wear them to school (private school with uniforms) everyday. She started to notice that I would stare at her legs when she wore them. To this day I don't know why, but she would tease me trying hard for her not to be obvious about it, letting her skirt hike up...Read On

Added: 10 Feb 2009 | Category: Crossdressing | Avg Score: 4.41 | Tags: pantyhose lover   | 2 Comments

SabrinaStarr

The Meeting

Some first meetings turn out better than others

I initially met Richard through a TG Community site and we seemed to hit it off from the very start.   He was very open about his likes and dislikes, about him being a TG admirer, about having had a fair number of encounters and dates, but he never pressured to know anything about me.   Drawn by his gentleness and gentleman ways though I found myself sharing my deepest dreams and...Read On

Added: 09 Apr 2009 | Category: Crossdressing | Avg Score: 4.41 | Tags: m2f cd  oral  public  exhibitionism   | 2 Comments

vanessagrrl

A New Level

Things escalate for Vanessa and her man

Greg and I had been seeing each other for a little while at this point, and things were going great. We had gone on a few dates and I loved how he always treated me like a lady. He made me feel so sweet, sexy, and vulnerable. Tonight was four months since our first night together and I wanted to surprise him with something a little special. I bought a long coat, and I thought it would be fun...Read On

Added: 13 May 2013 | Category: Crossdressing | Avg Score: 4.41 | Tags: crossdressing  buttplug  anal  oral  hormones   | 4 Comments

KrissyS

The Adventures of Kristof and Marci Part 2

Marci continues Krissy's slut training, putting her maid into some uncomfortable situations...

ADVENTURES OF KRISTOF AND MARCI PART 2 Training     As I stood outside the study, my mind was racing, the day had been pretty exciting already and it was only mid afternoon; what else was to come I wondered with excitement.   After a few minutes, Marci came down and entered the study and I followed.   ‘I told you to wait outside; you come in when I...Read On

Added: 02 Feb 2010 | Category: Crossdressing | Avg Score: 4.4 | Tags: crossdressing  slut training  spanking  watersports  peeing   | 2 Comments

summer1979

Summer sexing a friend

A tale of sex, not love.

The night was especially dark that night. The moon was hid by a blanket of clouds. It was only 6:30, but that time of year it always gets dark that early. I left the empty bar after a couple of drinks, but I didn't want to go home. I wore skin tight jeans, a cute little tee, some cute tennis shoes, and a sexy underwear set. I took a little detour and found that Rod was having a fire....Read On

Added: 21 May 2009 | Category: Crossdressing | Avg Score: 4.39 | Tags: crossdressing  anal  oral  rimming  voyeur  

philippasubmaid

Caught and the Consequences Part 4

Husband caught dressing and the wife's retribution continues

Part 4   I served dinner at 7.00pm as requested and I was made to stand by the table so that I could serve wine as their glasses were emptied and attend to them as requested. I did find the whole experience satisfying in a kind of way as I knew I was pleasing my Mistress and hopefully Sir as well, although neither of them had any conversation for me.   ...Read On

Added: 23 Nov 2009 | Category: Crossdressing | Avg Score: 4.39 | Tags: crossdressing  female domination  bondage  cuckold   | 2 Comments

Pudmeister

Crossroads Ch.4

Another chapter in this fantasy tale of a young man's journey into becoming who he is.

  I am on an airplane flying to Vancouver. I have an appointment with a doctor to have sexual reassignment surgery. I am so excited I can't stand it. I know this is what I want. My recent encounter with a woman convinced me. I have no doubt about it now and won't look back. We land and as we deplane I notice, as always, the admiring looks I am getting from men, including the pilots. I...Read On

Added: 25 Oct 2009 | Category: Crossdressing | Avg Score: 4.38 | Tags: | 1 Comment

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

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

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

Candy_Gurl

Group Fun

Caught outside and forced to suck.

  This is a story of what happened a long time ago. I was 20 years old. I have always been a small guy, 5-5, maybe 125lbs on a good day. All the girls called me cute and I hated it. Until I tried on my girlfriends panties. Wow, I thought how girls were so lucky to wear all this sexy stuff. Well within a year I had gathered a couple of very slutty outfits. I loved Garters and stockings,...Read On

Added: 21 Nov 2009 | Category: Crossdressing | Avg Score: 4.36 | Tags: gangbang  outside  forced  panties  heels   | 2 Comments

starbelliedboy

Webmeets Diary Ch. 03

I become Sarah to meet an older couple.

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. I'd been using the swingers' site for more than a...Read On

Added: 09 Jan 2010 | Category: Crossdressing | Avg Score: 4.36 | Tags: bisexual  crossdressing  sissy  mature  oral  anal  blowjob   | 2 Comments

jennaryder13

My New Sissy Life

A sissy lives out her ultimate dream.

I was so stunned I was unable to speak. I only thought things like this existed in my fantasies and could never actually exist in the real world. It had been three weeks since I found an ad posted online seeking two submissive males for "training." I read the description which said, "Attention sissy boys! Have you ever wished that you were a trained sissy slut? Of course we both know the...Read On

Added: 12 Jun 2013 | Category: Crossdressing | Avg Score: 4.35 | Tags: sissy  feminization  sissification  oral sex   | 7 Comments

pantyboy4u2do

GurlsOut

Having been into womens clothing since an early age,as I got older I often wondered about going out dressed up and hitting a local bar as a girl. Well I finally got my chance back in 1984. I was in the Air Force stationed in North Carolina and had already made a connection with a local man down there and we had sex on a pretty regular basis. He knew of my desire and one night we decided...Read On

Added: 13 Oct 2008 | Category: Crossdressing | Avg Score: 4.34 | Tags: | 4 Comments