Latest Forum Posts:

Categories

Top Authors

over the last 31 days

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.

8

The Wedding Gift Surprise

A wedding to remember

I'd been invited to my friend Whitney's wedding, I didn't really know anyone and had only met her fiance once before in passing. I think she only invited me to show off how popular she was and to be honest she was known for being a bit of an attention seeker. After the ceremony we all started to drink and I was getting quite tipsy, which meant I was also starting to feel horny. I left the...Read On

9

Alone At Last! My First Sissygasm.

A short true story of my first time

I had been planning this night for weeks. Ordering clothes online and getting ready for my ultimate fantasy. My girlfriend was about to leave town to stay with her family for the weekend and I was so excited I'd finally get a chance to explore my sissy side. I'd been watching sissy hypno videos for days in the build-up and had everything ready in a box in the attic. As soon as I saw her...Read On

11

Almost Caught And Forced To Watch Cheating Wife!

Secrets almost revealed, with a happy ending!

It was our monthly weekend away. My wife was going to visit her friend Karla and I was going out of town to see my friends in another city. At least that's what she thought. Really, I would be using the precious time alone to indulge in my secret addiction. I kissed her on the cheek and said goodbye as we both got into our cars and drove off. I did my usual trick of driving round the...Read On

10

My new persona. Becoming a girl!

Transformation from boy to sissy

I had just moved into my first apartment and needed to work out how to do the laundry. One of my neighbors had said there was a shared laundry room at the end of the corridor so I grabbed a bag of dirty clothes and threw on some shorts, a t-shirt and flip flops before heading down there. I walked into the room and started looking for a spare machine when I noticed a basket of ladies...Read On

17

Crazy Sex Affair With Her Sister

Finding a girl who shared my love of lingerie.

My girlfriend Lisa and I met at a club when both fairly drunk. She came home with me and we fucked on the first night. It was nothing special but she was desperate to get with me and would put out anytime I wanted, so we carried on dating for a few weeks. The sex was ok, mainly because she would do whatever I wanted, including fulfilling my fetish by dressing up in lingerie and heels every...Read On

10

The Pool Man

I fucked the pool man

It had been several months since I moved away from the big city. It was hard moving to a city with not a lot of people I could hang out with or be with. I had become really good at dressing up and having anal sex, but was becoming more and more restless of not having a regular, daily thing with someone.  I began fantasizing about being with the pool man. He was always friendly when he came...Read On

7

My First Experience With A Man

My first experience with a man and he made me crossdress

It happen when I was 18 years old. I was working for a clothing company at the time and it was a slow Tuesday morning. As I was folding clothes, a tall (I’m 5’5 he was 6’2) light skinned black man approached me. He introduced himself as Sam. He looked like he was well into his forties but was really fit. He inquire about several clothing articles in our store and slowly the conversation...Read On

11

Dan into Danni pt3: Sex as a girl with a girl

Lucy gives Danni the best orgasm of his life... as a girl.

Back at Lucy’s room, Dan put down the dainty bags of lingerie and girly clothes that she had bought for him. He had been totally and magically transformed into a girl for nearly a whole day now, and every moment was a thrill. He was ultra-conscious of his body - especially his gorgeous 32C boobs, firmly held in the bra that had turned him into a curvy and sexy girl in the first place. ...Read On

6

Seeking a Greater Perfection

A young transvestite tries to navigate the challenges of a real life relationship with a man

I was on personal display for him. He would have me walk sensually while emulating the grace of a pretty blonde haired runway model. In my role of girlish temptress, I wiggle my sexy bottom in my exotic, six inch pink, high heeled, platform sandals. My body is slim, lithe, feminine and smooth. At the far end of his large living room he has me turn around, smile, and pose like a show girl...Read On

23

The House Sitter

Francis has an interesting twist to his house sitting week.

“Okay, that covers everything I think! Thanks so much for this, Francis. I know it was short notice but I really appreciate it,” said Ms. Wilson. “And remember, please, please, please help yourself to anything in the house.” “Oh, it’s not a problem. Just hope you have fun on your cruise!” I couldn’t help but wonder why she was going on a singles-only cruise for a week. She was hardly...Read On

7

Dan into Dani Part 2: Getting used to girlhood - lingerie shopping

Buying lingerie is challenging for new girls, especially if they're really boys.

OK, Dani, take off my knickers, choose a fresh pair from the drawer, and let’s get you dressed,” said Lucy. Dan sat up in bed. He was wearing a tight-fitting white bra and Lucy’s knickers - the ones he had pulled down Lucy’s legs before he had plunged his throbbing cock into her wet and inviting cunt. The night before. When he had been a boy. Now everything had changed. He had been...Read On

13

The Foreigner

His accent was strong, but his hands were stronger.

I had been chatting online with him for a while now, and he was keen to meet me. He identified as straight and was married, which is normally a deal breaker for me, but he was persistent. After a lot of chatting, I agreed to meet him at his place. When I arrived, he buzzed me into the building, and I went upstairs to find he had left the door ajar for me. Nervously, I went in. His place was...Read On

10

The postman

Lucy gets a delivery from the postman that was a bit more than she expected.

Lucy was in her man mode at home when she heard a knock at the door. She answered it and it was the postman delivering a couple of packages for her. They were full of sexy lingerie and three sexy dresses. The postman came inside her hall to talk. The postman had obviously found out what was inside the bag. “I’m sorry, but one of the bags broke so we had to repack it for you.” ...Read On

7

Mall Walking

I must see up her skirt!

I recently sighed a contract with an online Mistress. My main duty under the contract is to write or edit several publications I'm preparing for sale. If I displease her, she assigns me essays - writing of her choosing that doesn't contribute to my writing goals. I sent her a late response and she assigned me to write about a man following a woman in a mall because of her sexy pencil...Read On

5

Realized Fantasies. Chapter 2, part 1: Steffie Sucks

Crossdresser Steve/Steffie is blackmailed by coworkers into servicing their cocks.

Steve, or Steffie, was fearful of delaying too long in the bathroom, so, shaking his head, he picked up the panties and pantyhose left on the counter for him. He discovered that the pantyhose were crotchless, and considered putting them on first, since his panties could then be removed easily. But he decided that the guys were likely not interested in his own pleasure, so he donned the...Read On

16

Stephen and Stephanie

A young man's journey through cross-dressing, femininity and sexuality

As neighbors, Carol, Karen and I regularly met up on weekends during school term and more often during the holidays. We played many games together, and I happily joined in, despite their girly nature; I even played with dolls. Of course, the kids at school found out about this, and I was bullied mercilessly for being a sissy. I tried to explain that no boys were living nearby to play with,...Read On

11

Who is Bella? - Part One

Velda struggles to know if her boyfriend is what she really wants

It all started after a couple of week’s dating. I was nineteen at the time, and Velda was twenty-four. I knew she had strong opinions and was quite determined to get her way. She had spoken several times about women’s rights and how she felt that the balance of power between men and women had to change. For the most part, I could only agree with her. At times she seemed a little aggressive...Read On

19

Caught

It seemed to Ken that time had slowed down to a snails pace as he watched the events unfold before him. The door to his sister's bedroom seemed to take forever to open and for Connie to step inside. Connie's head was down as she placed something in her purse before it rose up. That act also seemed to take forever as did her eyes growing wide as she took in the scene in front of her. Ken...Read On

13

A Condition of Endearment

A Transvestite Finds Harmony in a Big City

I am a young, petite, passable and enthusiastic transvestite. I’ve been crossdressing and working on improving my look and appearance ever since I was a sixteen year old boy. Now after two years of weekends dressed in public as Cari, I had developed quite an attractive look and appearance. It often seemed at times, that many a man would come my way. Because of my exotic and sexy...Read On

9

Bought

A pretty transvestite finds money can talk!

I love the transvestite lifestyle. Since I was sixteen, I have been boldly going out dressed to the nines as Cari in public. Now finally of legal drinking age, I go out to one of Boston’s gender friendly nightclub establishments on the weekend. I am lucky to be considered one of the prettiest and the most believable of the girls at these clubs. At five foot five inches tall and one...Read On

2

A Satin Dream Comes True

An encounter with a dominant transexual escort

I’d explored my fantasies with a transsexual escort several times and after my last encounter, which was the basic girlfriend experience, though she did wear a corset and stockings with satin panties as I asked. She was very open to fantasy play I have long had a scene I’d wanted to play out and she seemed to be the perfect gentle dominant. Now my thing is dress up. My iconic Mistress isn’t...Read On

9

From Sam to Sarah: A Genre-Bending Story of Personal and Sexual Discovery. Chapter 3

The plan was set. Would I be able to follow through with watching my girlfriend get fucked?

Aubrey had just finished building up my confidence to the point where I was ready, as ready as I would ever be, to cross the threshold of that door and make my first public appearance as Sarah, the female persona she had helped create for me to trick her side-guy into letting me watch them fuck. She told everyone that I was her lesbian roommate; that was the cover. Our heels clicked on...Read On

13

The Skimpy Red Dress

A transvestite's alluring dress leads to unexpected consequences.

There is a very special sensuality in the image of a pretty blonde haired girl who is petite and shapely enough to be able to look great in a tight and skimpy dress. I confess to owning many of these types of sexy dresses. Because I am five foot five inches tall and slim, I am able to look rather alluring while dressed in one. I have many styles and colors and usually favor black. Once in...Read On

19

From Sam to Sarah: A genre-bending story of sexual and personal discovery. Chapter 2

Sam's request is honored in a most unusual way.

The anticipation was eating me alive. My girlfriend, Aubrey, a strikingly sexy, gorgeous, blonde, polyamorous, bombshell grad-student and I had been living together for about three months. She had taken my virginity and was the dominant one in the relationship. She had been fucking another guy, Scott, every other weekend for about two months, and I had finally asked if I could be there in...Read On

15

Sex With Wife Who Doesn’t Know

Secretly wearing panties while sex with wife

A little about myself. I have been married for 40 years. I work in a professional career and I secretly like to cross dress. My wife does not know, or, I suspect she might, but prefers to not acknowledge it. I started dressing about twenty years ago when our two daughters were off to college and we were empty nesters. Out of curiosity I tried my wife’s panties on one day while she was gone....Read On

8

A Meeting of TV Girlfriends - Part 1

The meeting of two TV friends and future lovers.

I spent my day getting ready - shaving all over, showering, and cleaning myself inside too.   I gave myself a close shave and then moisturised fully.   My outfit was set - black holdups, matching red & black satin bra & knickers (a thong, maybe), black PVC midi skirt (or optional mini-skirt), and a dark lacy blouse.   Black patent stiletto heels.   Jewellery included rings, bracelet, watch,...Read On

10

Another Halloween Party Part 1

I managed to control my temper when the program director informed me that I would be making a personal appearance to function as an emcee for a Halloween bash. I thought my promotion to full time air personality would change things. I was wrong. Now, before I could launch into my rant my boss informed me that this was a costume party at the popular nightclub that was located inside of...Read On

11

Realized Fantasies. Chapter 1: Exposure

Secretly a sissy, Steve becomes Steffie and is coerced into servicing those who outed him/her.

Steve wasn’t sure, but he thought he heard the bathroom door close. He was in the shower and the bathroom fan was running, so he stopped for a moment to listen. Maybe one of the guys came in to use the toilet, he wondered. “Hello?” he said aloud. No reply. It was probably just one of the other guys getting something they’d left in the bathroom, he thought. Steve was one of the last to...Read On

10

How to Treat a Lady

A pretty crossdresser learns how to please a man.

Being a pretty, petite, believably passable crossdresser makes me a very happy person. I have been dressing up as a sexy girl while daring to go out in public for the past two years since I was sixteen. I have had this urge and desire to dress as a female for as long as I can remember so I have gradually come to accept that I have a feminine side that needs to be nurtured and encouraged. I...Read On

3

Being Christy - Part 5

Christy gets it all.

Leading me towards the bed, Nick pulled me into his arms and I willingly let him. I lifted my face to his and parted my lips, inviting him to kiss me. Our tongues probed each other, our lips moist and eager. Nick was moving his hands all over me – to my face, my neck, then travelling firmly down to my sensitive waist and kneading my panty-clad buttocks. I couldn’t help myself from melting...Read On