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Crossdressing

Our crossdressing (cross-dressing) stories feature tales of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification. Crossdressers are akin to the transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender. The crossdresser can be of any sexual orientation.

22

Hot Fuzz

Caught by a cop

If you have read my profile you would know that I am married with three kids, and no privacy. That being said, I try to indulge in my favorite pastime of cross dressing whenever and wherever I can. I was working as a manager for a convenience store where I would have to get up early in the morning to open the store. It was a 24 hour store, so I just had to get there to send the graveyard...Read On

4

Adventures in a Woman’s Body – Chapter 5: Secretarial Duties

Serving some very important people as the secretary

John waited for me to finish eating my cum burger, and then he told me to get up because we were leaving. I stood back up onto my six inch stilettos and walked with his arm around me, which firmly grabbed my ass. We exited the food court and made our way to his office building. The mall had a vast underground network so we were able to walk to his workplace without going outdoors. Along the...Read On

33

A Little Naughty Fun When My Wife Is Away

A little wicked fun

When I was in high school, I always loved to dress in women’s clothes. The problem is I'm a guy. Whenever my mother was out, I'd always go into her room and try on her intimate apparel. I just loved how it felt on my skin. I'd especially liked how her bras and panties felt. I loved to get dressed in her dresses and even apply make-up. I really never told anybody about this. The lacier...Read On

8

Jason and Kym ~ Part Two

A story about self-discovery, now turns into a rollercoaster ride!

 Later that same night, I strolled down to my favorite watering hole to tip a few strong drinks in the hopes of either clearing my head or dulling the noises within. After flirting over those drinks with a short blonde haired gal named Kym, we stepped out onto the dance floor to press our bodies against one another to an old Jonny Cash tune. She’d been waiting for some guy to meet her for...Read On

6

A Lifelong Love Of Lingerie

An introduction to a lifelong love affair with women's clothes

At the time I was sixteen, my mother was divorced and living with me, and she still worked and was gone until late in the afternoon on some days, so I would have the house to myself. I did not have access to porn until later, but there was Cosmopolitan magazine and other magazines which had the sorts of ads and stories that intrigued me, underwear ads, tampon ads - they all did the trick. I...Read On

11

Rose Otto

Man is the only creature who refuses to be himself...

"Ah, ah, ah..." cried Brenda ecstatically, hoping that tonight, of all nights, might be different. She was completely naked, her 38c natural tits swaying with the rapid thrusts, her thick hairy legs locked around Doug's firm arse, her hands clasping him as if to keep him in place. Brenda's husband Doug was fucking her passionately, he had fingered her to climax prior to climbing on top of...Read On

8

Learning To Be Submissive - Part 2

My second meeting with Jack

I arrived slightly earlier than I was meant to. After our first meeting I had been given specific instructions. Jack had allowed me to shower and change back into my normal clothes. Once I had returned to the kitchen, I found a note with a key. "Today you excelled yourself, but you have more to learn. Next week on Monday you are to come directly here after you finish for the day. I will...Read On

11

What I Do When I'm Alone

The fun I have when I am alone.

With the wife off to work today, I decide to indulge in my fetish. I wait a little bit till I know she is at work and it's upstairs I go. I take my computer with me to chat with friends and others I happen to meet in chat rooms. I lie down on my bed and start chatting with people and seeing which friends are on. It takes about an hour before I finally find someone to chat with. What follows...Read On

3

Night at the Video Store, part 3

bimbo crossdresser cruises video store in Black part of town

There I was a sissy bimbo dressed like a slut in a short black micro mini skirt, spike heels, lots of junk jewelry, huge platinum blonde wig, shoulder strap white fur purse and, of course, perfect make up. I had never been to this video theatre before and was nervous at first, but I waited for my eyes to adjust to the darkness and then moved into the theatre area. Screen five was recommended...Read On

10

Becoming Marie part 6 - At Master's

Going back to masters the first time

After leaving the toilets, we drove straight on to the Transporter bridge. We pulled onto the bridge and after stopping, he immediately got out of the car. I got out of the passenger side, while the rest of the cars loaded onto the bridge. He had already lit a cigarette, and he offered me one as well. I took it, thanking him. “So, what’s your name?” he asked. “Marcus,” I replied. ...Read On

12

I am Sissy

a fantasy of a taken slave by a pirate captain

The year was 1888. My name was Sebastian but I was now called Sissy since I was taken a slave. My father’s merchant ship was captured and sunk by the pirate crew of the Black Bess. I alone was saved for Captain Booth's pleasure. He was an escaped convict from the prison island of Australia. He was a huge beast of a black man, dark ebony skin stretched tight over enormous muscles that...Read On

18

Learning to be submissive - part 1

A gift comes at a cost

Before the days of internet chat rooms and social media I was very lonely as a young cross dresser. I can't speak for everyone of course but I would use telephone messaging services to talk to like minded people. I had received my first mobile phone for a recent birthday and I would often call up to chat to people. Sometimes things would turn into phone sex and on the rare occasion I would...Read On

10

Memories

Reminiscing about time spent before dating

Just for fun, I though it might be nice to share some of the experiences I went through on my way to becoming the sexy slut I am. Before I had the confidence to fully dress and go out, and to go on the few dates I've been on, I was completely closeted. The only way I could express my girly side was through playing on the phone and all alone. I loved dressing up a few times a week. I...Read On

10

Queen of all Hearts

College Queen finds the King!

Justin sprawled himself on the sofa, dressed in his pretty frock. He flicked through the TV channels, feeling rather content. Justin was always different, even as a child, he preferred to play with girls, with their dolls, and wanted to wear frocks and dresses. His mother encouraged his development by taking him to ballet classes, needlework, and flower arranging. Justin relished his...Read On

8

Taking panties as payment for sucking cock: A delicious arrangement

Wearing hot slutty panties and sucking four cocks

As you all know, I love stuffing my cock into panties and I love sucking dick. My lingerie collection is pretty big now, but I cannot seem to stop expanding it. One way that I have managed to keep my collection growing and ensuring that I have plenty of cute outfits to wear on my dicksucking expeditions is that I developed a very convenient relationship with a very generous sugar-daddy. ...Read On

14

The Secretary - Part 1

I receive an interesting job offer

A lot of my stories are based upon the more formative years of my sexuality. Things are much less complicated these days. There's less sneaking around as I am not quite so in the closet any more, as well as the fact I live alone in my own apartment. I divide my time quite evenly between my identities although work is somewhere I still don't bring my cross dressing. Sometimes I feel like a...Read On

8

Essence of woman

Gay boyfriend's mum shows affection

They placed John in their laps, turn by turn, as he rode their pre-match hard-ons. Their silk concealed behind their football kits: satin knickers, cami knickers, garters, bras, stockings and suspenders. John, or Janine, as he liked to be called, was the college tosspot. The college football team slept with him whenever their girls were away. The team guys were six foot two beefcakes...Read On

9

Returning To Old Habits

After an extended break, I return to an old hobby.

Like many cross dressers, I found my habit has a certain ebb and flow. I would bury myself into my kinky hobby for several weeks, only to hide everything away again. I used to have purges too from time to time, where I'd convince myself it was wrong and throw my clothes away, swearing I'd never do it again. The last time I purged was in my mid twenties. I'd been with my then girlfriend for...Read On

3

West meets East hospitality

Hospitality Indian style

The shalwar (Indian baggy trousers) felt so sensuous on Charles's legs and groin as he gently rubbed himself through the raw silk. He was wearing Rani's Mangla Sutra (Indian lady's wedding necklace) together with anklets that had individual toe rings. The more he thought about Rani, the closer his hard-on approached climax as the silky shalwar sent tingles down his spine. Rani was the head...Read On

7

Call Me Julie part 5

Julie is not the only one with a secret.

Kelly is kissing me passionately, and I am kissing her back. Her hands are all over me as she feels me up. My tucked package is straining against the material of my panties as she grabs and gropes at my feminine attired body. Her hand snakes its way under my dress and into my panties, which she pulls down enough to release my cock, and tugs on it vigorously. She breaks the kiss and snakes down...Read On

12

Peer Pressure, Both Ways...

Girlfriend's boyfriend cums to the rescue!

"Fucking pervert, fucking pouffe, tosser, sissy...." Lenny had become accustomed to these names over the years, as he went about minding his own business, but the lads from out of town were relentless, as they began pushing and shoving Lenny. He tried to walk away, but they roughed him up a bit, before laughing hysterically and then shooting off. Lenny wasn't physically hurt, just a...Read On

16

My birthday treat

After months of helping me dress, my neighbour plans a special night.

My next door neighbour had begun helping me with my crossdressing by buying me my own clothes, and despite her initial stipulation that I continue to dress in secret, we had experienced a moment where that had all changed. Once that day had passed, Ellie and I became almost inseparable. If we weren't together, we were texting or talking on the phone. We would do everything an ordinary pair...Read On

20

The Day My Secret Was Discovered

My wife surprises me.

My wife and I have been happily married for four years. She is the dominant one in this marriage. Just recently I have discovered how much I enjoy wearing women's clothes. I love how the panties feel between my ass cheeks. The silkiness of the nylons on my legs as I slide them causes an erection every time.  My wife had no idea until one day when I had Friday off from work. As soon as she...Read On

8

Becoming Marie Part 5 - Meeting Master

How I met my first master

I continued to use the public toilets near to the Transporter Bridge, regularly. Sometimes on my bike and other times by public transport. One Friday, after finishing a six to two shift, I got back to my flat feeling very horny, and decided to go there. After getting the bus from Stockton to the toilet block, I arrived at four o’clock. I was wearing black, fishnet stockings under my...Read On

6

Taking silk with Miss Ackleton

Cross dressing in silk, satin, and velvet.

The intercity train station was bustling with passengers, as well as trains, as folks prepared to head off in all directions. "While there's still time", were the words that Seymour could not get out of his mind. "What did she mean by those words?" he kept asking himself as he reached for inside jacket pocket to read the letter for the umpteenth time. The letter was hand written on the...Read On

9

Making friends with my housemates

People always react in different ways when they find out about my cross dressing. Girls are usually more accepting than guys but everyone is different. I was twenty-two when I went to university and decided I would be completely open about it with everyone I met there. I found that most people were pretty cool with it, although some took some time to get used to it. I spent the first...Read On

9

becoming marie part 4

the following week at the air raid shelter

During the following week, I had been getting hornier and hornier, thinking of the weekend visit to the air raid shelter. I popped into town during the week to get some make up and clothes to wear for the following Sunday. This was going to be a bit awkward, but egged on by my urges I set off shopping. I decided to try the charity shops first. In the first shop, I found a nice short, black...Read On

25

Jack's Dirty Secret

Jack walked into his bedroom, seeing his wife laying on the bed with a dildo in hand.

Jack and Mary had been married for ten years or so. Mary never thought that Jack would keep such a large secret from her. She sat at the house all day and did laundry, Jack's and hers. She never usually did his since he's picky, but she was bored and it needed to be done. As she was putting away some of Jack's clothing in his dresser, she saw something. It was a shiny pair of silk gray...Read On

18

One of my first times

My first time with a guy

They say you never forget your first time. For me that's kind of true but in my attempts to seduce over the years I've claimed to have so many first times and I definitely don't remember all of them. Being bisexual and, of course, with my dual gender identities I have probably had more first times than most though. I was still cross-dressing in secret in my late teens and I'd never had...Read On

12
kornslayer1
online

My girlfriend caught me wearing a dress

A guy that likes to wear a dress, gets caught

My name is Billy, and I'm twenty-six. I have black hair, and brown eyes. I have a girlfriend that I've been seeing for a few years now. I should mention, that I occasionally like to dress up. I'm not talking wearing a tux, I'm talking about wearing a dress. That's right, I'm a cross dresser. Very few people know about it, and my girlfriend, Phebe, wasn't one of them. My mom knew, and a...Read On