Dressed Like A Slut Stories

361,443 results
Orientation
Length
Source
Infinite Scroll

Danny bCUMS Danielle

by dannyboipink on Sep 14, 2017
Transsexuals & Crossdressers

Danny left Dr. Tina’s office as Danielle, dressed in a short summer skirt that showed off his smooth legs and small girlish breasts. Sara was very happy holding Danielle’s hand as they strolled to the car. Danielle went to the passenger side, something HE never did, and got in. Sara hopped in and started for home. “Well? How do you feel?” Asked Sara. “...

High School Sweethearts Pt. 02

by Lawyerlyzach on Sep 17, 2017
BDSM

Andi woke Jack up at 6am, knowing that it was early enough that none of the other girls on the floor would be up yet. Typically on weekends Jack showered on his own floor separate from Andi, and the two would then grab breakfast. Today Andi wanted to continue to perpetuate Jack being a little girl for her, plus she had another plan for the shower. Andi gav...

Experiences With My Nemesis Nero

by Black_Lace_Vixen on Sep 16, 2017
BDSM

Author' Note: The story you are about to read for the most part is true. I have lived in South Africa, Switzerland, Washington D.C. and Rome and now am living with my husband near Paris, France. The name I have assumed for my own sexual experiences is "Vixen," the alter ego of a model. Now I have written different stories about my life; my inner mind and p...

Brandi and Kelly Ch. 03

by StoryTeller07 on Sep 12, 2017
BDSM

A pet is trained. (If you are into BDSM you will be pleased to know the intensity increases with each chapter. So, keep reading!) * "It's time we all went home Kevin. I want out of this. No more games. Just get my clothes and take me home." Brandi said. She tried to look and sound determined but there was an edge of fear to her voice. With hands on hips an...

Sissy Pantyhose Twins Ch. 01

by Sheermistress on Sep 12, 2017
Transsexuals & Crossdressers

Twice The Fun... Part One... My Slut had received her orders in the envelope which was always left on the kitchen counter before I left for work. She was to perform whatever was mentioned in this envelope, each day, without question -- either during the day if so asked, or to be ready for me when I get home. Whether it was a new outfit, a specific outfit,...

Damian Ch. 01

by catalina_francisco on Sep 11, 2017
BDSM

Frank was walking down the street, it was another one of those days of which lately he'd had so many. He was drunk and feeling lonely. Frank had been chasing this girl now for over 6 months and without any success whatsoever, but he just could not give up. He did not care how big a fool he was making of himself but the constant rejection was getting to him....

Dinner at Mistress Sarah's

by PassionateWolf on Sep 16, 2017
BDSM

Slut knelt on her heels, awaiting her Master's return. She was nervous, but excited. She knew if anything was out of place, on assignment not done perfectly, she would be punished. Slut feared the punishments, but her Master deserved the best, and if he was not happy, she needed to be punished. She was known only as slut, and she deserved everything she got....

Handcuffed Slavegirl Pt. 01

by ArthurBoon on Sep 14, 2017
BDSM

Barbara walked forward, prompted by the riding crop which would occasionally fall on her bare ass cheeks. She was totally concentrated as she walked, fearing that she may tip and fall. She was thankful for the shoes they gave her since they protected her feet in the forest path. Her hands were bent at the elbows behind her back and secured with a pair of han...

I Adore Crossdressers

by Ab9095 on Nov 26, 2018
Transgender & Crossdressers

I adore crossdressers. Adore!! Pretty little pantied asses up in the air. Shaved dicks and balls hanging down. Pretty little assholes. Fuck Yeah!!! I love seeing their hard dicks flopping when they are riding a cock. Fucking A, when they are hot they are HOT!!! They don't have to be perfect any more than any woman does. They are ALL good. But I do love it...

Cynthia's Submission Ch. 03

by GettingItDone on Sep 12, 2017
Anal

Upon waking up thirty minutes earlier than usual the nest morning, I made quick work of getting ready. Before I dressed, I did my hair and makeup similar to how I had the day before, but this time added diamond studded earrings to top off my look. I then returned to my bedroom to get dressed; and because I only had four items to out on, I had little difficul...