Crossdressing

libertina

A Whole New Me - Part 1

Borrowed panties and a day with my friend reveal a whole new side to me!

“Honey! Are you around?” I shouted from my room, rummaging through my drawers and naked from the shower. “What’s up, sweetie?” My girlfriend, Lisa, popped her head around the bedroom door. Her eyes taking in my body and a cheeky smile forming on her pretty face “Oh, looking good.” I wasn’t the most muscular guy but I wasn’t fat at all and Lisa always claimed she liked my body not being...Read On

Added: 26 May 2012 | Category: Crossdressing | Avg Score: 4.65 | Tags: panties  bi  bisexual  first time  thong  crossdressing   | 8 Comments

DeedraCd

The Change Up

Sexy outfit gets Deedra some lucky action

Finally a break comes my way. The children are off to college, the wife has to go out of the country for two months on business. I can’t remember the last time we had sex. She used to dress in all types of lingerie for me. It helped me suppress some of my crossdressing desires. That stopped and my crossdressing started to grow again. What an opportunity for me, I can change up and dress...Read On

Added: 25 May 2012 | Category: Crossdressing | Avg Score: 4.95 | Tags: crossdressing  oral  anal  play  hermaphrodite   | 24 Comments

zacek0713

A Crossdresser's Story

I started when I was 16. I remember liking how women looked in high heels and lingerie, or short skirts and dresses. I started stealing from my mom or from my sister little items like underwear, nylons, etc. I would wait until I was by myself (my parents both worked and my sister was always out with her friends, boyfriend or school). I would dress up as sexily as I could and walk around...Read On

Added: 18 May 2012 | Category: Crossdressing | Avg Score: 4.31 | Tags: crossdressing  incest  taboo   | 4 Comments

cdbottom2

First Time, First Fuck, New Porn Star

A story I wrote while on a short break from my Missy series. Don't worry, I just need inspiration.

I am just a normal guy however I have what some would call an abnormal fetish. I am a 23 year old guy and I like to wear and dress up as womanly as possible. I am 5’9, a little chubby but can still pass as a woman, with brown hair, brown eyes and a 5 inch cock. One night I had gone out with one of my friends and had gone drinking to a few bars. As we went from place to place we started...Read On

Added: 10 May 2012 | Category: Crossdressing | Avg Score: 4.64 | Tags: anal  reluctance  toys  first time  gay male  crossdressing   | 4 Comments

nicole77

Mike's new girlfriend - part 2

The following Monday couldn’t come round soon enough. It had been a long, difficult and very confusing seven days at home, with my wife, Amy. I had been so distant and argumentative with her and I could see how upset she was. However all I could think about was Mike and how much I wanted to be back in his arms and have him make love to me again. Again, the morning started in the usual way....Read On

Added: 09 May 2012 | Category: Crossdressing | Avg Score: 4.7 | Tags: crossdressing  rimming  anal  sissy love     | 5 Comments

sally21

Car Park No 1

My crossdressing dream

The Car Park No 1 The car park has always been a great place for meeting a fellow for a good time. I had been there several times over the years and felt a great satisfaction in satisfying the needs of a horny participant. It has become more of a challenge since the police seem to patrol it more often than in past years. However, I had the opportunity to have a few hours to my self as my...Read On

Added: 04 May 2012 | Category: Crossdressing | Avg Score: 4.5 | Tags: crossdressing  dream   | 3 Comments

subguy

Shopping outing for lingerie

Fun time buying lingerie

Following is a true account of one of my experiences of shopping for lingerie. (nosex). This happened a couple of months ago, and as far as I remember, the conversation went like I have described below. If you have not read my earlier story 'Wonderful crossdressing shopping experience', I'd suggest reading it first. ------------------------------------------------ Following my...Read On

Added: 21 Apr 2012 | Category: Crossdressing | Avg Score: 5 | Tags: nosex  crossdresser     | 6 Comments

gloryhole31

Pumped While Wearing His Pumps

Hitching A Ride with the Lothario of Lingerie

What a place to be stuck! Under a sign that says Coors Road and practically dying of thirst. I was now two-thirds of the way across the United States but perhaps the most difficult portion of my cross-country hitchhiking adventure lay ahead. It is all deserts from there on the outskirts of Albuquerque to the Pacific coast, my ultimate destination. I had left from Maine four days earlier...Read On

Added: 19 Apr 2012 | Category: Crossdressing | Avg Score: 4.94 | Tags: anal  bisexuality  fetishism  exhibitionism   | 1 Comment

cdbottom2

Telling Mom I'm a Crossdresser Part 9: A New First for Missy

Miss has a few new exeriences when she realizes she has the house to herself, or does she?

It was a few days later after my night with Greg and being his police bitch for the night when I found myself sitting on the couch in a pair of nylon stockings, thong, bra and of course my new brown hair wig and breast forms. That night mom had to work late so I had the house to myself. For the first half of the night, I walked around the house and watched some of my favorite zombie...Read On

Added: 19 Apr 2012 | Category: Crossdressing | Avg Score: 4.94 | Tags: masterbation  interracial  threesome  bisexual  toys  group sex  incest   | 4 Comments

nicole77

Mike's new girlfriend

It started as a typical Monday really; I waved my wife off to work and then went upstairs for a long bubble bath and shave, as I stood drying myself and rubbing baby lotion into my body my cock started to grow as I got excited about the morning ahead. I quickly put on sweat pants and then raced to the outbuilding at the back of the garden to fulfil my cross-dressing desires. I opened...Read On

Added: 17 Apr 2012 | Category: Crossdressing | Avg Score: 4.79 | Tags: sissy  anal  submissive     | 13 Comments

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

Zeth

How to please your girlfriend

When she gives me the puppy dog eyes, I can't resist....

(Some of this story may be slightly fabricated, but don't worry about what is and what isn't, just enjoy the story.) It was back in February when me and my girlfriend plus a few friends decided to go to a con. We hung out together and thought it would be fun. A friend bought my ticket and the closer it got to the con, the more we were excited. Not only did we get more excited, the closer...Read On

Added: 11 Apr 2012 | Category: Crossdressing | Avg Score: 4.08 | Tags: crossdressing  con  panties  dress  wig   | 1 Comment

irishfella

Ten minutes in heaven

A story about a 16 year old caught in his mom's panties and then pays with it with his virginty

My name is Sam. I have been a cross dresser just recently. I am currently 16. I have short blond hair,dark brown eyes and I am very slim. I have a older sister who emigrated but I visit her once or twice a year with my mom. My dad passed away a few years ago. Considering my mom had financial problems she works a lot so that gives me time to cross dress. My mom is very sexy and has great...Read On

Added: 08 Apr 2012 | Category: Crossdressing | Avg Score: 4.33 | Tags: crossdressing  anal  ora lsex   | 3 Comments

cdbottom2

Telling Mom I'm A Crossdresser Part 8.5: Cops and Prostitutes

What Missy needs to do instead of going to jail for prostitution. (continue of part 8)

When morning came, I told mom what had happened the previous night. She had a surprised look on her face and I could tell she was feeling uneasy at the thought of me getting arrested while dressed as Missy as well. We talked for a while and she was glad as well that the police officer was a Missy fan. “We can definitely let him have a free night in exchange for not getting a criminal...Read On

Added: 31 Mar 2012 | Category: Crossdressing | Avg Score: 4.91 | Tags: crossdressing  gay male  roleplay  quickie sex  prostitution  toys     | 5 Comments

CindyUSA

I did not know I had a disorder

Bi man dressed for the first time to please a man

I did not know I had a disorder CindyUSA I am not sure if I should be embarrassed, ashamed, depressed about my condition. I do not look unwell; does it show? I look normal to my wife, family and co-workers. I wonder if they know about my disorder. If they had, why did they not tell me? Like most illness, they start slow and build up and suddenly, bang; right between the eyes it hits...Read On

Added: 26 Mar 2012 | Category: Crossdressing | Avg Score: 4.67 | Tags: cd  xdresser  oral  anal  bisexual   | 7 Comments