dressing up stories and histories

Andrew doesn’t know how long he spends in the chemical afterglow of defeat, heart battering away inside the terry-cloth cocoon Steph’s left him in. The room is quieter than it’s been in years, as if even the city has put down its arms and is just waiting to see what happens next. He sits at the edge...

This is purely a fantasy not a real story and nobody is real in this story. If my spelling or grammar is bad I apologise. I am just trying to add to this great story site. So please refrain from making negative comments and low marks. If you don't like the story just read others on this great site. ...

"So what king of slut are you?" I tried to act surprised at the question, but as he moved closer towards me and his hand gripped my ass, we both knew he could feel the suspender belt I was wearing under my jeans....
....
So once again, here I am. Straight, married, boring(ish) guy, travelling to ano...

I hummed to myself walking home from work, feeling lighter in my life than ever before. The past six weeks, each time agreeing to become a sissy doll for this mysterious group, chipping away at so many worries I had previously held onto. I kept my nails longer than usual, covered in some pretty ligh...

I have mixed emotions about revealing parts of my past but I'm sure there are others like me.
I spent a majority of my working life in construction helping to build the city of Las Vegas also known as Sin City.
Building single family and multi family dwellings in every corner of town had its advanta...

There is a particular flavor to a June evening in the city, especially when the sun has slunk down and the lights inside start to war with the lingering blue of dusk. Andrew's apartment, two stories above an arterial cross-street, has a way of trapping that moment and holding it hostage: the walls p...

He had been nervous as they headed down to the spa and the couples massage that Thea had booked for them. What would they think of his denuded form? He was smooth as silk on his legs and the masseuse would surely notice?
Thea had calmed him in her own unique way. First she started to make out with h...

My soccer team teammate, Ted had caught me dressed en femme but amazingly didn't recognize me at all. I told him I was Jacqueline there to clean the house. I was so convincing that if I let him, he would have had his way with me. I couldn't blame him since I taunted and teased him with my ass. I had...

It's now 12 years since I was placed in protective custody as I was a witness for the prosecution in a high court case. Back then, I was a 21 year old normal guy. I didn't get up to much and not had a large friend group, actually, I had no friends really, I would just hop from job to job to pay for ...

Karan (22): Sweet, kind-hearted, respectful. He adores Rekha bhabhi (Sister-in-law) -- she's like his elder sister, mother, and best friend. He's a student, soft, not arrogant -- just a bit lost, sheltered by love.
Rekha (32): Dignified, elegant, widowed young woman. She is Karan's bhabhi (Sister-in...

This will be at least a two part story, possibly longer. Enjoy!
Finding yourself has become about an unabashedly cliche concept in our modern parlance. It's the perfect cop out to relieve oneself from any preexisting obligation. But, this story uses this to our protagonists' advantage.
But enough te...

"I'll be there in a few minutes," the text alert read.
Melody would be meeting her new Daddy for the first time, and she knew what was expected of her. She will be dressed in her schoolgirl outfit, white stockings, black heels, pigtail wig, and secured in her chastity cage. Daddy made it clear that ...

Summertime
I started dating a girl over a year ago who was nice at first, but I was losing interest. She was getting fat and starting to be a pain in the ass. I decided to let her go and find a good dating site. I joined one and set up my profile with pictures and waited. My headline read, "Seeking ...

It happened so fast and so unintentional. I had revealed my "life" to Deb before Claire had a chance to tell her. If Deb left for home, there'd be hell to pay for certain.
Claire started to say something as I did too. Deb held up a hand in each of our directions and said "Stop. I had most of it figu...

It has been so long since we last saw each other. Our lives continue on their separate paths, and it is months, sometimes, years before we get the chance to meet again. I have been looking forward to this day for so long and now it is finally here. The anticipation is making me tremble already as I ...

Veronica Vol. 1: The Table
A caged sissy is invited to serve ten men under the watchful eye of Beverly, the woman who remade her. Powdered. Plugged. Presented. And perfectly polite.
by Miles Vane
This story is told from Veronica's perspective. If she speaks to you -- if you want more of her, her wor...

John was my very first gay lover. I wrote a story about our first time together you can find on my page titled 'Big John'. To briefly recap, I was a 50-year-old, recently divorced man in Florida who decided to explore my life long repressed gay side and met 63-year-old John through a 'silver foxes' ...

This is an absolute work of fiction. The places mentioned are real, but any characters in the story are made up and are not meant to resemble anyone in real life. Any coincidence is purely that. With that, I hope you enjoy the story and please leave feedback, whether good or bad, so I can use it to ...

This confession is the third chapter of a follow up series to my earlier series "College Crossdressing Confessions." I suggest you read the first two chapters of this series and the entire earlier series so that your will understand the context of my confessions. I would like to thank Ken Nitsua for...

I sat down at the computer, slightly nervous and giggling as I opened up my notifications, knowing there would be something left for me. Routine and consistent, in the year that I'd known her, Mistress Katrina hadn't slipped up once. An online Domme, at first starting off as some fun, light play bet...

CHAPTER 1
It was a picture of a pretty young woman smiling in a cheeky way. She was wearing lovely lace panties with a bar across her boobs giving the size and style of the contents of the packet.
I kept it in my drawer with the panties, so that each morning she would be smiling up at me as if to sa...

The 'Girl' in the Bathroom (MM) Pt. 03


Disclaimer this story is purely fictional and all characters are over 18.

When we-and by we I mean I-finished up under the bleachers, I saw my friend Kelly was sitting down on the turf field, so I went to join her. "I saw you and Jack Warren heading under th...

Chapter 15
The tormenting massage seemed to go on just about forever in Victor's eyes as Jeremy took his sweet time massaging his butt for half an hour. While he had to reluctantly admit that the massage did relax his muscles, that was about it as it wasn't a relaxing massage at all. It was nerve wr...

Sweet Dreams are Made of These Ch 03
With the new breast forms that Jennifer got me, we needed to shop for new clothes to fit me. Except, I thought it would be on line verse at the mall. Jennifer did my make-up and a wig. The transition was amazing. I think I even got a couple of looks from a number...

"Oh, god! That feels so good, baby! Don't stop! Please, don't stop!" Randall moaned as he looked down at his sissy fuck buddy who was on her knees sucking his cock. Lyla was a beautiful and very sexy sissy that Randall had been hooking up with for about two months and he could not get enough of her....

The powder blue abaya flapped in the humid wind as I made my way through the bustling streets of Manhattan, a covered girl walking elegantly, submissively, through the crowds of tourists and deranged homeless people that occasionally assault you, especially when you are a Muslim woman, and therefore...

It had been several months since I moved away from that small town and it had been so stressful moving to a more populated city but it was an opportunity to meet and hang out with more people.
Believe me... I had become really good at dressing up and fantasizing about meeting new people but I was be...

The moment my Amazon delivery arrived, my heart started pounding with excitement. I was barely nineteen, and my mother was away for the weekend with her boyfriend, leaving me home alone. The parcels were a collection of personal items I'd bought with my birthday money, items that would turn me into ...

What an experience I had. First I just want to say that trying to drive a car wearing high heels and a full blown wedding gown with huge skirts was damn near impossible. Just getting in the car was an adventure. Not just because of the unmanageable and ungainly dress but also I was still terrified o...

Prologue:
"So, it's agreed then, in order to determine if lesser males can be made to serve a far greater purpose in society, we should implement the beta testing protocols immediately." The tall slender and well endowed woman at the head of the table in the boardroom asked her assembled colleagues....