Crossdressing

webbyhose

Becoming an Escort

The nights second cock spurted hot sticky cum on my face and I greedily pushed into my mouth faking my enjoyment of that bitter taste. My “lover” dressed and left the room. I lay back on the bed where two men had fucked me that night and pondered how I had got into this position. Despite myself my cock was rock hard in its silk panties stained with my own cum. 3 weeks earlier I had told...Read On

Added: 30 Dec 2010 | Category: Crossdressing | Avg Score: 4.46 | Tags: gay  feminisation  first time  anal   | 7 Comments

ThePhantom

My First Time - Part 2, or The Beginning

Once was not enough

It was about two weeks after Halloween that the dreams began. I began to dream about being transformed again. I was able to recall the feel of the silky garment against my skin, the sensation of the nylons brushing against each other as I walked. I recalled all the women at the party who danced with me and rubbed my silk covered ass. "You feel like a real girl," more than one said, and I...Read On

Added: 08 May 2013 | Category: Crossdressing | Avg Score: 4.46 | Tags: nightgown  nylons  thong  heels   | 5 Comments

cassandrababy

Confessions of a Sex Crazy Crossdresser Part 7

Chapters 13 and 14 of my first book

Chapter 13: One Hour Photo I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00. After a quick shower, I picked up my voice...Read On

Added: 04 Jun 2010 | Category: Crossdressing | Avg Score: 4.46 | Tags: crossdressing  straight  anal  oral  threesome   | 2 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

davmay

The Day I Became a Girl

My wife was out of town and I started crossdressing.

(Minor details were changed for privacy reasons. More chapters to come..) Until recently I did not think of myself as a crossdresser. I separated my sexual desires and secret habits from who I was. Yes, I had been privately dressing in women's clothes but it was a temporary fetish that didn't reflect on me as a person. On multiple occasions I even threw away my girly clothes as if to prove...Read On

Added: 06 Sep 2012 | Category: Crossdressing | Avg Score: 4.45 | Tags: crossdressing  crossdresser  masturbation  panties  shaving     | 10 Comments

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

trinitytowers

A Nanny Femtastic - 3

A NANNY FEMTASTIC! Chapter 3 ..That night me and the girls celebrated, I was about to start work at last next week! Ok as a woman but I kind of liked the idea more and more! The weekend passed quickly and I packed all my new wardrobe into a couple of large suitcases ready for the new start at  Hanover House. I was to be dropped off on Sunday evening and was to have dinner...Read On

Added: 02 Feb 2010 | Category: Crossdressing | Avg Score: 4.45 | Tags: | 2 Comments

AmandaK

An Unforgetable Experience

Caught By The Best

I will never forget the day Carrie enter my secret world. It was the summer I was 17, I had been dressing my sisters clothes since I was about 8yo. In more recent years I had started buying a few of my own clothes and lingerie nylons and make-up. It was a Saturday and I was home alone and decided it would be a good day to dress and be girlie, excited about my day I waxed my legs and bikini...Read On

Added: 01 Aug 2009 | Category: Crossdressing | Avg Score: 4.44 | Tags: basement   | 4 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  

sweetriyacd

Losing my virginity

Sometimes you just have to give in

I'm a 21 year old attractive crossdresser from Mumbai, India. I am sharing a true story of how my roommate turned into a permanent fuck buddy! I've been crossdressing for 10 yrs now and have my own collection of all kinds of stuff you can think of. I moved into the city 2 years back and rented an apartment with a guy called Vishal who I didn't know at the time.  The first few days...Read On

Added: 03 Mar 2010 | Category: Crossdressing | Avg Score: 4.43 | Tags: crossdressing  virginity   | 6 Comments

anotherfeeling

Teenage CD Awakening Part I

A tale of a teenage boy’s first overwhelming urge to try on a pair of panties

As a child I lived in a town in the North of England. It was a fairly conservative place, where boys were expected to grow up to be men, and girls to become women. Despite this my mother was a fairly liberal person, and by the time I’d reached the age of 17 the topic of sex had already been raised in our house. Sex between men and women of course, with the aim or perhaps the danger of...Read On

Added: 19 May 2011 | Category: Crossdressing | Avg Score: 4.43 | Tags: crossdressing  sister  panties  first time  masturbation   | 4 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: 4.43 | Tags: crossdressing  buttplug  anal  oral  hormones   | 4 Comments

LingerieBoy

The Young Crossdresser Part 3

So the next night arrives and once again I find myself dressing up to head back to mom and dad's porn store to see if my lover from last night might be there. We had scheduled to be there around 8:00pm. I arrive in my car,check myself in the mirror and go inside. I see him instantly standing in the front looking at magizines and walk over to him and say hi. He smiles and looks me up and...Read On

Added: 10 Jul 2008 | Category: Crossdressing | Avg Score: 4.45 | Tags: | 1 Comment

vinney

Not What You Think I Am

Excited by the young looking woman who is such a surprise.

Marriage can be a lonely place, two folks living together and yet being so far apart. It never used to be like that but I guess it comes with the ageing process; a mid-life crisis. To overcome our frustrations, my wife decided we would spend more time together away from our comfortable home, so one weekend every month we hire a log cabin at a campsite that sits between the forest and the lake....Read On

Added: 10 Mar 2013 | Category: Crossdressing | Avg Score: 4.42 | Tags: mm  bisexual male  masturbation  blow job  surprise     | 4 Comments

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