Stories Of Being Caught Dressed As A Sissy Stories

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Infinite Scroll

A Change of Heart

by d_fantasy on Sep 14, 2017
Fetish

My girlfriend Emily and I have a good sex life, I love her very much; she was the first and only girl I have ever had sex with. She is about 5'6", nice size tits (not too large), long black hair, she's half Phillipino, half English. I'm 6'1", I have long brown hair and a dark goatee beard. We've been going out now for about 3 years, with no serious problems...

Mistress Chronicles Ch. 03

by MistressMtoyou on Sep 25, 2017
Fetish

Title: Decision time Background/update Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note. Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...

Teacher Wife Goes Black

by easyballs on Nov 25, 2017
First Time

This story is about a married wife who makes her small dick husband a sissy slave, and eventually finds some real cock to fill what she has been missing but it comes from an unexpected source. If this type of story offends you fuck off and read the beano or something negativity I get daily, so it won't be new to me. ***** As I sit here writing this I am na...

Finding Dates for My Wife Pt. 08

by MichaelsD82 on Oct 7, 2019
Loving Wives

Attention: This part of the story does contain wife sharing and sex between father-in-law/daughter-in-law. All activity is consensual and fictional. IMPORTANT: The narrator of the chapter is the character whose name is in parentheses in the chapter title. An IMPORTANT Word Regarding Story Content: This part, Part 8, of the story contains NO SCENES OF INCES...

Dominating Ken Pt. 01-04

by oneguy4fun on Sep 26, 2017
BDSM

Part 1: The Online Encounter Story Overview A thread of e-mails quickly blossoms into an erotic relationship of domination and humiliation between Ken and Karena. Karena develops a growing need for power and control while Ken finds himself drawn into a state of submission and inferiority. * Ken anxiously opened his e-mail to see if Karena had responded...

It Really Does Happen

by lipsticked on Sep 26, 2017
Fetish

This story is copyright 2009 by (lipsticked11). All rights reserved. No reposting without permission. * I am owned by a dominant couple and their niece and used as a live-in maid, cook, and sexual slave. My name was Michael, now I am Michelle. This is my story: When I was 35, my wife Connie and I lived next door to another married couple, Denise and Steve...

Loosening Up Bk. 01 Ch. 01-10

by SteveWallace on May 14, 2018
Group Sex

Book 1 -- Loosening Up: Initial Journey Chapter 1 -- A Crack In The Façade Alice sedately drove her seven-year old silver Honda Civic into the parking lot of the company she worked for -- Knightsbridge Manufacturing. She looked around, but only a few cars were present. Along the back side of the lot four cars were already parked in the spaces under the tre...

School Doctor Strips Schoolboys

by aaronburr on Feb 6, 2018
Exhibitionist & Voyeur

It happened over breakfast, in the Marcello household in Upper Elm. And it came from Johnny's sister. Without warning, in front of their Mom, as they ate their Corn Flakes, she said, "The boys at school? Like Johnny?" That's all. "The boys at school? Like Johnny?" And she let the question hang there. They were all at the table: their mother, Johnny's yo...

Panty Consequences No. 03

by PantiesAndPies on Sep 14, 2017
Fetish

This series of stories are all standalone so can be read in any sequence. They are about my favourite fantasy --- my first time wearing, or first time being caught wearing panties. Obviously then they all involve lingerie wearing men and the consequences may include cuckolding, creampie eating or cock sucking men amongst other things. If any of these are lik...

Slut for All Pt. 07

by Knightofround on Sep 26, 2017
BDSM

It has been over a month since the night I crossdressed and got fucked by Anthony, a large black man with a massive cock. Vikki and I have gone back to our normal sex routine. The rules of wearing my collar and panties are still there, but she hasn't used a strap on or any toys in my ass for the first two weeks. I guess she wanted to make sure I recovered ni...