Crossdressing

cad4488

my first time

    I’m 28 now. I have been interested in women’s clothing as long as I can remember. I can remember when I was around 7 my sister caught me trying on a pair of her panties that I stole out of her room, I don’t think she ever told on me about that. As I grew I was always stealing pantyhose, dresses, skirts and etc from mostly my family and my friends sisters. I wasn’t really ...Read On

Added: 11 Jun 2009 | Category: Crossdressing | Avg Score: 4.55 | Tags: | 1 Comment

summer1979

The Afterparty Part 2

As Summer lay in a pool of sperm soaken sheets, she dazed in and out from the hangover and the multiple orgasms she just had. She dazed in and out, coming into consciousness as she heard voices of two men down the hall. Neither one was the voice of Pete. The door was still open and the voices got closer. It took a lot of her strength just to try and pry her legs close as much as possible...Read On

Added: 03 Jun 2009 | Category: Crossdressing | Avg Score: 4.58 | Tags: crossdressing  bondage  fetish  

CDinhiding1

Warehouse slut

There I sat at my computer, ready for another morning of chatting with my new online lover, much like all other mornings for the last two weeks.  It had become quite routine for us to chat for about an hour in the mornings, then off to our lives.  I was, quite honestly, starting to lose interest, figuring he was just another of the "Internet fakes".  We have all run into them, the guys who...Read On

Added: 01 Jun 2009 | Category: Crossdressing | Avg Score: 3.72 | Tags: | 2 Comments

summer1979

The Afterparty

Steve awoke dizzy and confused. His head was spinning from all the alcohol he consumed from the party last night. As he tried to focus his eyes in the pitch black bedroom he realized he was bound to each corner of the bed. He struggled to free himself but the straps were to tight. It wasn't his bedroom; the sheets didn't feel the same and the bed was much bigger than his. Perhaps someone...Read On

Added: 31 May 2009 | Category: Crossdressing | Avg Score: 4.43 | Tags: crossdressing  bdsm  voyeur  

CDinhiding1

Caught by Uncle in Aunts things

When I was a young boy, I started to find a fascination with feminine things.  Not sure how it started, but one day I found myself trying on some of my Moms things and enjoyed the feeling.  The issue I found early was that my Mom was very vanilla in her things, so I started to explore with an Aunts things, one I spent a lot of time with, as her son and I were very close.  She had very...Read On

Added: 29 May 2009 | Category: Crossdressing | Avg Score: 4.33 | Tags: | 2 Comments

CDinhiding1

Caught at the Target

I had been dressing in private for years and never have tried to be passable, as I get my thrill out of being all man to the world, yet so girly just underneath what everyone sees.  I decided that I wanted a thrill, so I went to the local Target, with my leopard panties, matching leopard camisole, black garter belt and with stockings on, under my man clothes.  I picked out a pair of Dockers...Read On

Added: 28 May 2009 | Category: Crossdressing | Avg Score: 4.23 | Tags: | 5 Comments

MicheleNylons

Whores and Pimps - Part III

Third installment; our reluctant transvestite heroine gets a gang bang

Whores and Pimps - Part III By Michele Nylons   Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping. Ellie sauntered over to the bed and looked down at Michele, "Well honey, looks like we have you just where we want you; I think we are going...Read On

Added: 27 May 2009 | Category: Crossdressing | Avg Score: 4.73 | Tags: crossdresss  transvestite  nylon  stocking  pantyhose   | 1 Comment

tinycush

The Opportunity

a journey from gentle travestism to anal slut

THE OPPORTUNITY PART ONE     I suppose looking back, that my childhood was to blame, that is if there was any real blame to be attached. It could have just been my inherited genes so I can happily blame my mother and father for being the smallest in the class, but I somehow also got left out when the popularity genes were issued, I became a loner and spent far too much...Read On

Added: 26 May 2009 | Category: Crossdressing | Avg Score: 3.46 | Tags: | 1 Comment

summer1979

Airing Out the Laundry

sex at the laundry mat

Rick was so excited to be moving to the big city. He was 22, from a small town, and got a good factory job in the city a few hours from his home town. Rick would be far enough away from his parents that Renae would be able to roam free. Rick found a little 2 bedroom apartment on the ground floor of a building in a gay community, though he did not tell his parents it was. Rick's parents...Read On

Added: 24 May 2009 | Category: Crossdressing | Avg Score: 4.45 | Tags: anal  crossdressing  oral  firsttime   | 1 Comment

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  

summer1979

Summer in the fields

A one nooner stand

Steve is an average 19 year old on the outside. He has a full time job, a live in girlfriend (Amanda), divorced parents, and 2 cats. On the inside he's about to erupt. Summer is the eruption. Summer is Steve's "alter ego" who comes around every now and then. Steve used to let Summer drive around on the many less traveled roads in the area. Summer has never been with a guy, and she only...Read On

Added: 20 May 2009 | Category: Crossdressing | Avg Score: 4.63 | Tags: oral  anal  crossdressing  rimming  roleplaying   | 1 Comment

summer1979

A night at the resturant

I was looking sexy enough to eat at the resturant.

I met John online; he was the owner of a small town restaurant, who was also married.  I agreed to meet him that night after he closed.  When I pulled up to the restaurant the lot was dark.  I hustled up to the door in my tight mini and stiletto heels, my heart was racing faster with each step.  When I got to the door John was waiting and quickly let me in.  We sat in the back and he offered...Read On

Added: 18 May 2009 | Category: Crossdressing | Avg Score: 4.48 | Tags: gay  crossdressing  anal   | 6 Comments

LisaLeeCD

The very first time....with lots more to come...

My very first sex as a crossdresser.

I guess we all remember our “first time”, and in my case the first time I was with a man while dressed was a awesome experience that I still remember vividly, and it happened by accident.   I started crossdressing when I was about 14 due to my fascination with sexy women. The first time I slipped into a bra and panties and put on mascara and lipstick I knew I was hooked. I felt...Read On

Added: 18 May 2009 | Category: Crossdressing | Avg Score: 4.71 | Tags: | 13 Comments

MicheleNylons

Whores and Pimps - Part II

The party begins and Michele has fun with Jill however the evil TV Ellie has other plans

Whores and Pimps - Part II By Michele Nylons Michele sat silently in the car as she watched the taillights of the police car disappear in the distance; the bitter aftertaste of the policeman's sperm still in her mouth. She was confused; the fat cop with his stubby fat cock had forced her to fellate him; but she had become sexually aroused and hadn't even realised it. She...Read On

Added: 16 May 2009 | Category: Crossdressing | Avg Score: 4.27 | Tags: crossdress  transvestite  reluctant  

MicheleNylons

Violation

Michele is a closet TV and awaits her lover so they can play out their fantasy

Violation By Michele Nylons I have been home from work for over an hour; I lift my head from the brief that I have been reading by the light of a desk-lamp. The room is full of shadows. I look at the antique clock on the mantle and see it is approaching eight o'clock and I look over at the window; it is dark out. I close the file on my desk and then close the curtains in the study. I...Read On

Added: 15 May 2009 | Category: Crossdressing | Avg Score: 4.67 | Tags: crossdress  transvestite  reluctance  stockings  panties   | 3 Comments