Sissy Bra Stories

144,731 results
Orientation
Length
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Infinite Scroll

Fucking Christal Ch. 01

by Lucifers Tongue on Sep 12, 2017
Exhibitionist & Voyeur

Christal was wearing another one of her ultra-tight look-at-my-boobs shirts and I was struggling not to stare, struggling to keep my focus on my computer screen, my work. It was the same thing, everyday. I would come to work with the best of intentions, determined to stay on top of my assignments and actually produce at the level I was capable of producing....

The Birthday Surprise

by ladyellen on Aug 30, 2017
Exhibitionist & Voyeur

"I hope you have not forgotten what day it is on Friday?" Jim looked across the breakfast table at his attractive wife, Mandy. She looked puzzled. "Friday? Now let me see. I can't think, you will have to help." Jim looked exasperated. "It's my Birthday." Mandy smiled. She got up from the table, came round behind him, and put her arms around his neck. Jim...

The Rental House

by PorscheKaru on Sep 15, 2017
Transsexuals & Crossdressers

I own a rental house in a city nearby. Actually its about an hour and a half away and it just became vacant. I needed to go down and inspect and clean it and fix anything needed fixing so I could rent it out again. Being so far away I planned to stay there while working on it so I brought an air mattress, blankets, pillow, and clothes. I also brought a duffl...

Fun with the Neighbors

by netsub on Sep 17, 2017
Loving Wives

This is a true story. All events are accurate. Names, however, were changed. We have wonderful neighbors. . . My name is Diane. My husband of 25 years, Allen, and I lounged back in the hot tub in this sunny warm winter destination. It seemed strange to be in a hot tub in this warm place; but the water was warm, not hot. The weather was cool, and overcast....

Sister in Law Ch. 01

by bstrhymen on Sep 14, 2017
Erotic Couplings

Whether real or imagined, I felt a sexual tension with my sister-in-law Adele. She is an American born Italian who married my brother-in-law twenty-one years ago. They have a son and daughter. She is attractive having long black hair that frames a pretty face with expressive eyes and an up-turned nose. She fights the Italian gene, constantly dieting but st...

Marine with Twins Ch. 02

by Stealthy21 on Sep 16, 2017
Group Sex

Marine was out at the summit, walking around as she often did while she was out shopping. Her friends were gone out of town with the football team during its tournament. Sadly Marine wasn't able to go. So she did what she usually does. Victoria's secret. She turned to her left and entered the store, and all around there were vibrant colors and an assortment...

Karen's Drunken Fuck

by MrPovey on Sep 12, 2017
Loving Wives

The plan was I would pick Karen up from her office at about 8:30pm after the office party and we would head off for a meal and a drink. As it turned out that wasn't going to happen. I rolled up at just before and waited in the car outside in the car park. By 8:45pm it was obvious I needed to go in and remind her of the time, so I ambled through the main do...

The Game

by Psishadow on Sep 25, 2017
Exhibitionist & Voyeur

Doug showed up for the game not sure what to expect. They had played strip poker several times before, but Jenifer promised this time would take the game to another level. He was greeted by Jenifer who introduced him to Lynn, Michelle, and Nikki. Jenifer said that they were still waiting on Paul and Tiffany then everyone would talk over the rules of the nigh...

Cleavage

by ExperiencedStoryteller on Dec 3, 2018
Reviews & Essays

Cleavage G3 3,001 Cleavage changes everything, which changes cleavage. The first impassion, shape, color, texture, light, dimension, smell, firmness, softness, eyes, sexual arousal, pregnancy, surgery, nursing children, clothed or unclothed, etc. They all change cleavage. It used to be that it was a 'no-no' for a man to get caught viewing cleavage instead...

The Saree Bet Ch. 01

by piyali19 on Mar 2, 2020
Transgender & Crossdressers

My name is Ishita. However, I didn't always go by this name -- I was called Ishaan before. I grew up in a middle class Indian family in the suburbs of Delhi. I was very shy and awkward growing up. And girls just scared the hell out of me. I was around 5 feet 5 inches tall and had a slim body. I also had shoulder length hair. I had grown my hair over the hol...