Crossdressing

dawnforever

Settling In

Escaping oppression closed one door. Now Dawn has to find the next one.

I didn’t know why James had asked to meet me at Penny’s. He’d said that it was important for me to show up on time because they needed to talk to me. When I arrived, Penny greeted me at the door, and told me to go get Dawn out of the bathroom. I emerged a few minutes later completely changed into Dawn Summer, and into a mini-surprise party. “Happy Birthday Dawn!” Penny and James sang together....Read On

Added: 09 Aug 2010 | Category: Crossdressing | Avg Score: 4.25 | Tags: escape  dawn summer  new beginning   | 2 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  

GirlyWorld

Dressmaker's Dummy

Girls always knows best

I was happy now that Kasia and I had moved in together. Not only did it mean that we no longer had to take turns going to each other’s place, but it also meant that I had closer access to a supply of her soiled panties. Kasia was a cute Polish girl, 23 years old, with deep blue eyes, shoulder-length hair trimmed in a cute bob, and a body to die for. We had decided trying to live together to...Read On

Added: 04 Aug 2010 | Category: Crossdressing | Avg Score: 4.85 | Tags: crossdressing  panties  tease  self-discovery   | 7 Comments

GirlyWorld

Uncle Joe

A surprise gift leads to unforseen pleasure

I had just returned from a long solitary afternoon walk in the forest. The house looked really pretty in the snow, with its fairy lights adorning the rafters and windows. In fact, it was quite picture perfect, so I stopped to take a photo. I framed the house against the white valley in the background, making sure that I included the lush green fir tree to the right of the house and avoided...Read On

Added: 31 Jul 2010 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing   | 9 Comments

GirlyWorld

Tennis

A panty sniffer is tamed

Sandra and I had been going out together for about six months. She was the perfect looking girl for me, with her beautiful freckled face, slim turned-up nose, pouty red lips, light green eyes, long blonde hair that she usually kept in a ponytail or braids, a great body topped with perky B-cup tits, and a cute firm ass that just screamed to be pumped. She was only 23, but Sandra already knew...Read On

Added: 27 Jul 2010 | Category: Crossdressing | Avg Score: 4.58 | Tags: crossdressing  panties   | 5 Comments

sarahjane

my discovery

my story of becoming a crossdresser

Here are some stories about my sex life and exploration of who I am. Before I started cross-dressing, I fell in love with high heels, mainly cumming in high heels. When I was younger, my parents used to have a large walk-in wardrobe and when they would go out at night I'd search for my dads porno mags. One night when I was reading some mags and my parents were out, I got a bit too excited...Read On

Added: 27 Jul 2010 | Category: Crossdressing | Avg Score: 4.69 | Tags: dress  heels  cum  swallow   | 4 Comments

cum_dump_boy

Mom's Boyfriend

Once mom and dad's divorce was final I moved back in with mom into our house. Dad had purchased a townhouse a few miles down the road. Being 17 and staying with my aunt and uncle had given me the freedom to do and act as I pleased, so I made no bones about telling mom that her son was a crossdresser and enjoyed sex with men. She really didn't say much and pretty much told me that as long as I...Read On

Added: 17 Jul 2010 | Category: Crossdressing | Avg Score: 4.52 | Tags: crossdressing  oral  cum  fuck     | 8 Comments

watcherfun

All Dressed Up Part 2

I was dressed as a girl but then what was I meant to do?

*This is a continuation of my first story; 'All Dressed Up Part 1'* With that I took my first steps in the world as a girl, and what wonderful steps they were. At first I had hated the idea of even getting near some of the clothes, let alone shaving my legs and wearing them, but seeing that stunning girl in the mirror had somehow turned me around. I can't say I was particularly enjoying...Read On

Added: 15 Jul 2010 | Category: Crossdressing | Avg Score: 4.72 | Tags: mini  skirt  halter  top  blowjob  bj  first   | 4 Comments

Aaannn

Of Room Mates and Soul Mates

For pantyboy who has patiently waited for this to come out.

Brian watched patiently as his roommate got ready to walk out the door, heading off to work once more. It was the middle of the week and Diane had worked 10 hours overtime already and she was in no mood to go back. Her heels clanked on the floor as she hurried out the door and off to grind. He wasn’t glad that she was so stressed about work, but he was glad she wasn’t spending so much...Read On

Added: 13 Jul 2010 | Category: Crossdressing | Avg Score: 4.79 | Tags: crossdressing  watching  mutual masturbation  masturbation  straight   | 4 Comments

watcherfun

All Dressed Up Part 1

When I woke up naked, I had to find some clothes.I never thought I'd have to wear girls ones though!

Having been out with some mates, I woke up in the middle of the street the next morning. What was a greater worry was the fact that while I had been drunk the previous night, my mates had removed all my clothes and left me naked! With no money and no clothes, a trip home on the bus wasn't looking promising, so I decided I would try and at least find some clothes. Then maybe try and convince...Read On

Added: 06 Jul 2010 | Category: Crossdressing | Avg Score: 4.74 | Tags: crossdress  crossdresing  naked  teen  teenager  young  forced   | 11 Comments

Kelsie

The Ultimate Fantasy

Paul enjoys his ultimate fantasy - an evening dressed as a bride

Paul couldn’t walk fast enough. His heart was pounding and he kept checking the time on his iPhone every couple of minutes. It was only a ten minute walk to the hotel but it seemed to Paul that he would never get there. He knew that Marie has something very special planned for him and he couldn’t wait to find out! The day started normally enough. Paul was up before anyone else in the house...Read On

Added: 30 Jun 2010 | Category: Crossdressing | Avg Score: 4.55 | Tags: wedding dress  bride  smoking  mutual masturbation   | 3 Comments

Suzy

CAUGHT WEARING MY UNDIES.

Found out and 'forced' to educate respected women in village - inc vicar's wife.

CAUGHT WEARING MY UNDIES. Having recently been left quite a large sum of money by my late aunt in her will, I decided to buy my own house, and start my own business as a handyman. Because I was bored with my present location in the north of England, I moved down to the midlands and bought a very nice isolated cottage about 20 miles south of Birmingham on the outskirts of a...Read On

Added: 23 Jun 2010 | Category: Crossdressing | Avg Score: 4.9 | Tags: outdoor  bi  multi  found out  wives  cd     | 7 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

cassandrababy

Confessions of a Sex Crazy Cross Dresser Part 11

The final chapter of my first book with Sandy

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When...Read On

Added: 22 Jun 2010 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing  gangbang  prostitution  drugs  anal  oral   | 6 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