Sissy Doll Stories

23,968 results
Orientation
Length
Source
Infinite Scroll

In the Club

by girlygay on Sep 23, 2019
Transgender & Crossdressers

No longer virginal, now degraded. That is my life as Dave's sissy whore Chandra. With my girlfriend Nikki and her boytoy Adam, we descended into our city's LGBT club scene with a fervor. Dave and Adam were only too happy to share their girls with their friends, and Nikki and I adored the attention, the sex, and the feeling of being desired by so many men. O...

Transforming Brent Pt. 04

by sissymissyct on Dec 2, 2019
Fetish

In the morning I showered and dressed casually as directed by Mistress Wendy. My new black skinny jeans and a plain blouse with light day make up and my cork wedges. Some jewelry and my handbag and I was ready. Mistress wore leggings and a tunic top with her long hair tied up in a bun. Wearing flats, she was still much taller than me. We had a light breakfa...

The Visitor Ch. 08

by Leanne_sissy on Sep 26, 2017
Transsexuals & Crossdressers

This is a continued story of my experience with an online master that became a reality. ***** He knelt in front of me pulling me closer to him as I whimpered through fresh tears, my fight seemingly gone out of me. Why oh why didn't I just kick him away then, why didn't I push him over, run out of the door, run, hide. I couldn't call the police, I knew I co...

Nina Dresses me as a Girl

by Bakeboss on Sep 14, 2017
Transsexuals & Crossdressers

I cannot believe a whole year has passed but as I look at the calendar, I see Halloween is approaching and that is when it all started. The company my wife works for decided to have a costume party, well not the company, but my wife's boss decided. Nora was bugging me for costume ideas and I just told her I would wear any costume she decided on. You see that...

Flowers For Pansy

by AmberFemXD on Sep 16, 2017
Transsexuals & Crossdressers

Daffodils were Pansy's favorite. To this day she is still a silly little flower gurl wanting, waiting, craving for another man to bring a fresh bouquet. But today was not an ordinary day. With the vacuum grinding and sucking and growling the knock on the door was just slightly audible. The little sissy . . . excuse me, pansy (she just loved being called a pa...

Ugly Duckling to Sissy Princess Ch. 05

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

Bernice held my hand and pulled me out of the bathroom to her living room where there were five very pretty girls, sissies, I will use the word "gurls" to distinguish them from girls that were born with a pussy. I recognized a few of these gurls from the party at the mansion. The gurls' names Deborah, Jill, Vanessa, Shirley and Anne. Each of them was very...

Sissy Lauren Pt. 01

by CdJade on Sep 12, 2017
Transsexuals & Crossdressers

Chapter One: Adjusting To Prison Life On a cold day in September, Freddie Jones sat on a bus on his way to prison. He had been caught four months ago and had recently been convicted to five years' imprisonment on a charge of armed robbery. He was not your typical criminal. He was just a scared young, 23-year-old man who had not wanted to risk upsetting his...

A Big Surprise!

by rj1774 on Jul 6, 2020
Transgender & Crossdressers

As a man's sexual desires come to light this story features, femdom, pegging, crossdressing, and dating a TS woman. Please share any constructive criticism or where to take a next chapter. I hope you enjoy! **************** My sweet, caring, brilliant girlfriend, Stephanie, and I have been dating for a few months and we decided to plan a long weekend get a...

Mistress Marisa's Estate Pt. 15

by keptsissy on Sep 15, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ***************************** The taxi cab drops me off in front of your house. The driver knows it's on your account, knows what I am, has been here many...

Jacquie, A Cuckold's Story

by Tafod Arian on Sep 19, 2017
Loving Wives

Author's Note: 'Jacquie - A Cuckold's story ; Part I ' contains graphic homo and heterosexual scenes between adults. This story is FICTION. It does NOT depict the relationship between actual living people. It is NOT intended for readers under 18 or those who are easily offended by pornography. It is NOT for the squeamish. If you are UNDER 18, or if you ARE o...