Sissy Bra Stories

144,731 results
Orientation
Length
Source
Infinite Scroll

Rachel and Me Pt. 29

by schmoe90 on Oct 6, 2020
Exhibitionist & Voyeur

There was a not too loud, yet insistent knocking on my front door. I didn't know how long it had been going on, but it woke me up. I turned the bedside light on, and looked at the clock as I dragged myself out of bed. It was just before 3am. This had better be important. I pulled a robe on, and went to the door. The knocking was still going on, maybe once a...

A Husband's Temptation Boils Over

by Scribhneoir on Oct 13, 2020
Erotic Couplings

Ellie scarcely had time to reflect, but it came to her in a flicker as she perched on the edge of the bed. Twenty-four hours ago, he had been an augmented figment of her imagination. A username on a screen. An accent in her ear from hundreds of miles away. They had tentatively flirted their way through dinner, downstairs in the kitchen. The sexual tension...

Sorority Party 1955 Ch. 01

by highclassic on Sep 15, 2017
Group Sex

In Richard's Rules, Richard Shepherd spent the weekend with five girls. While it was obvious that at least some of the girls indicated an interest in others, the point of the beach weekend was for the girls to try to wear Richard out. Richard's three fraternity brothers were also left out. One, Joel, was even an annoyance to the girls with his lame pickup li...

The Program Ch. 01-06

by IdeeFixee on Sep 19, 2017
BDSM

Chapter 1: How the Program works - exam, selection, installation, observation and accessories The Headmaster of exclusive Ansonia Academy was sitting by the fireplace in the Faculty Lounge with his younger colleague from a sister prep school in New England. They were drinking sherry at tea time, alone. In his mid-forties, the Headmaster was wiry, with stiff...

It Ain't Necessarily So

by Scorpio44a on Sep 13, 2017
Mature

This story will have at least three parts. Somewhere in the three parts these things will show up: (they are not listed in order of appearance) new bras, menopause, a funeral, dildos, honesty, a 4some, mfmf, mmf, mfm, mm, a cruise, a crocodile, trading husbands/wives, sex toys, suckling, nudity, harnesses, coitus and oral sex. *** "Honey, we need to talk."...

Always Faithful Ch. 02

by BobNbobbi on Sep 14, 2017
Novels and Novellas

Author's Notes: First and foremost, Always Faithful is a work of fiction; no characters depict any known persons. To the best of the author's knowledge, there is no women's clothing manufacturer by the name of Business Lady. This is the second part, another ten percent, of a much longer story. TWO – TELL HUSBAND ALL Laura managed to get to their bed with...

ENF Prone Isabel

by Moonkisser on Feb 9, 2018
Exhibitionist & Voyeur

Isabel wakes up from a good night sleep and opens up the curtains to get the daylight into her room. The 5"7 tall 23 year old is ready for this new day. The blonde is so looking forward to this day, but little does she know that this day would become a terrible one, or a great one. That depends on which point of view one see it from, if it's Isabel or a...

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Why Am I Doing This? Ch. 03

by grgy56 on Sep 18, 2017
Transsexuals & Crossdressers

I woke up to the radio alarm playing soft jazz. I always set it early so I could relax in bed for a few moments. As I did so, I thought about the evening before and all the lingerie I had purchased as La Senza. I also thought about Tisha and Bonnie and how they managed to get themselves off but I was unable to. I threw off the covers and looked at my caged c...

Her Dirty Secrets Pt. 02 Ch. 03

by dglaurenson on Sep 14, 2017
Novels and Novellas

She advertised as an escort in multiple classified ads online and her phone rang before the alarm was due to go off. Instantly it was as if she was never asleep. She sprang out of bed with cell in hand, answered and the caller was addressed in what seemed one single motion from being dead asleep. Naked she walked into the master closet with this regular clie...

Sex Ed

by kimberlykitten on Sep 26, 2017
Exhibitionist & Voyeur

All the boys and most of the girls were eager for today's Sex Ed Class. "Today class. We're going to have a demonstration on sex. I will need two volunteers for this experiment," Miss Rice exclaimed to her class. Every boy in the class through their hands up, while most of the girls was uncertain about this demonstration. "ME, MISS RICE!" shouted Peter Sh...