Crossdressing

cindytranee

Cindytranee meets the maintenance crew

Cindytranee gets caught crossdressing and gets fucked by three men

This is a true story that happened a few years ago when Iwas living in an apartment complex while looking for a house. I had taken a small one bedroom on the 2 nd floor. It was very nice and private and I really enjoyed being there. This was the first time in years that I had lived alone and I loved it. It gave me the freedom to enjoy my favorite thing, cross dressing and having sex with as...Read On

Added: 04 Apr 2011 | Category: Crossdressing | Avg Score: 4.82 | Tags: oral  anal  orgy  crossdresser  inerracial   | 9 Comments

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: 4.5 | Tags: gay  crossdressing  anal   | 6 Comments

ssuzie

I am Suzie

This is my fantasy.

The coach was lubing up his cock. It actually was getting bigger. The veins along the shaft were thick and gorged. I could not take my eyes off it. Then he started humping the crack of my ass. I knew he was letting me feel how huge he was against my ass. I was so turned on that I started to wiggle my ass and grind his cock. He enjoyed that so much, he stopped humping me and let me do all...Read On

Added: 02 Jul 2011 | Category: Crossdressing | Avg Score: 4.81 | Tags: oral  anal  crossdressing  blacmail  surrender   | 4 Comments

rushman1uk

The feeding of sissy

I hold a prominent position in a world wide business firm and make a six figure salary and had been divorced for several years. I met Wendy through a newspaper add in the singles columns, she was a knockout looking gal. We dated for some time and she moved in with me. One night when we were out having drinks she ask what my deepest secrets were. She would share hers with me in return if I...Read On

Added: 11 Mar 2012 | Category: Crossdressing | Avg Score: 3.32 | Tags: crossdressing  wife lovers   | 5 Comments

CHRISSY_SISSY

serving my master part 1

I'm a submissive panty wearing sissy

　 　 My name is Chris I may have a penis but deep down I was born a girl. I have long red hair baby blue eyes a soft shapely hairless body and an overpowering obsession for wearing frilly lingerie. My obsession started at a young age I found a pair of my sisters panties in the bathroom and took them back to my room. I stripped off my clothes and rubbed the dirty panties over my...Read On

Added: 19 Aug 2009 | Category: Crossdressing | Avg Score: 4.33 | Tags: crossing dressing  gay  interracial  first time   | 2 Comments

Gina

The perfect day...

A t-girl's experience of getting dressed for ACTION!

The perfect day… The time was drawing near. He would have the house to himself! The realisation of a whole 4-month's planning would now come to fruition. It had been a while since he had gone out all dolled up, and now was a fresh opportunity to see his progress as a woman. He had been busy – his make-up collection had swelled considerably, and the addition of several choice pieces...Read On

Added: 29 Jan 2008 | Category: Crossdressing | Avg Score: 5 | Tags: | 3 Comments

tambor333

Roomate

An introduction to a new side of my roomate

Roommate It had been a hell of a year with a divorce, a new job that had me traveling more and having to move into shared housing because my ex was sucking my bank account dry. Carl, my roommate, was a decent enough guy. I found the room on dougslist.org and we seemed to be compatible. He was neat without being compulsive about it, was a working student and was not inclined to throw...Read On

Added: 16 Jun 2010 | Category: Crossdressing | Avg Score: 4.8 | Tags: trans  crossdressing  anal  oral  group  caught   | 5 Comments

AndicdnSC

Andrew to Andrea - Part 3

..the next step...

 BRRRRIIIIIIINNNGGGGGGGGGG!!!!!! The alarm clock that my wife and I mockingly referred to as “Baby Ben” sounded off and pulled me from what I first thought was a great dream. As my senses slowly came online, I could feel my hand laid over my naked wife’s breasts and that I wasn’t in my usual gym shorts and t-shirt. I was surrounded in silk, and it was not unpleasant, but it was a floor...Read On

Added: 04 Aug 2011 | Category: Crossdressing | Avg Score: 4.82 | Tags: crossdressing  straight/bi   | 5 Comments

trinitytowers

felix becomes felicity

bullied into becoming a girl!

FELIX  becomes FELICITY Chapter 1 “Gynecomastia is the abnormally large development of mammary glands in males, resulting in breast enlargement……… In teenage boys this does not have to be linked to obesity……… The word Gynecomastia  derives from the Greek for woman and breast”     I logged off from my regular searches on the internet and felt sick as usual. I am 16 and a normal...Read On

Added: 22 Jan 2010 | Category: Crossdressing | Avg Score: 4.63 | Tags: schoolgirl  forced  breasts   | 6 Comments

Oldphart

Early one morning

A surprise while walking

I work 12 hour shifts, days or nights, so I'm up at all hours. One morning, I was up at 4am to start at 6.30, so I had a quick cuppa then took the dog down to the park. It being September, it was very dark and very quiet. As I walked round the path, letting the dog do her business, I noticed a woman sitting on a bench under a street light. As I approached her, she said good morning, I...Read On

Added: 18 Sep 2011 | Category: Crossdressing | Avg Score: 4.64 | Tags: crossdressing  oral  bisexual   | 6 Comments

LucyCoxx

naughty weekend

I'm bi and it started when I was about 15, just wearing my sisters kickers and thongs. The excitement of it, the feeling of the flimsy material barely covering me.  I kept this up for 3 years until recently id been talking to a guy online who called himself seb, a guy who described himself as 'Tall, dark & handsome.'      A phrase which never really ever meant much to me, this was all up until...Read On

Added: 28 Oct 2009 | Category: Crossdressing | Avg Score: 4.45 | Tags: dirty girl   | 3 Comments

kinkychrissy

Caught

Based on true events....

A couple of years ago I had a girlfriend named Sara, we met at work and were starting to have a great relationship. In the bed things started to get interesting and we got more and more kinkier ever time. We would tie each other up and and play with each other. Then we started using chains and gags and having a great time. Now, she has always had bisexual tendencies but at the time I...Read On

Added: 02 Jul 2012 | Category: Crossdressing | Avg Score: 4.57 | Tags: crossdressing  bdsm  fetish  high heels  bisexual   | 9 Comments

cassandrababy

Confessions of a Sex Crazy Cross Dresser

The first two chapters of my first novel

The Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeks Chapter 1: Panties Thief and the Late Night Swim My name is Sandy. My name is Tony. I know it sounds confusing, but when you are a cross dresser life is always confusing. Just the terminology alone to describe you…crossdresser or cross dresser? Transvestite, tranny, she-male and many other names used...Read On

Added: 25 May 2010 | Category: Crossdressing | Avg Score: 4.75 | Tags: crossdressing  sex     | 11 Comments

subguy

Wonderful crossdressing shopping experience

A wonderful Christmas eve to remember

Following is a true account of my recent experience of shopping for clothes (crossdresser, no sex). I just wanted to share a couple of very pleasant experiences I had shopping at the Natick Mall near Boston. It was the first time ever that I managed to shop with confidence and without any stress. I really want to give compliments to lovely women who made this possible (in case any one of...Read On

Added: 26 Dec 2011 | Category: Crossdressing | Avg Score: 4.74 | Tags: true  cd  crossdressing  nosex   | 13 Comments

cdbottom2

A Hotel With Candy

originally an audio story however became a short story. plz rate and comment.

I got out of bed and looked at my sexy green camisole with bright pink fishnets, bra and panties that I liked to sleep in after I had just spent the night masturbating with my favorite dildo. I looked back at my nightstand to find it was still beside my pillow where I had left it the previous night and stilled wrapped in a condom all sticky with my favorite lube, strawberry flavored. I...Read On

Added: 28 Feb 2012 | Category: Crossdressing | Avg Score: 4.8 | Tags: oral  anal  first time  spanking  crossdressing   | 7 Comments