Stories Of Being Caught Dressed As Sissy Stories

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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...

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...

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...

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...

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...

Panty Consequences No. 02

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...

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...

Becoming Bobbi

by osodd_boi on Sep 19, 2017
Fetish

I had my "secrets" we all have them. I guess on the one hand we are terrified we will be discovered but on the other, there is that little part of us that wants to be discovered. At least that's the way it was for me. Meeting Ms. Anders changed all that. Somehow, from that first meeting, she could see all the way through me. She could see that dark secret th...

The Hanky Code Pt. 17

by His_fag_wife on Sep 14, 2017
BDSM

Mistress paused, to let the enormity of her comments sink in. What would Archie her husband be doing now? Would he be stripping at this point or frantically checking on the websites he'd been on and erasing his history. He was caught and if he only knew how his life was going to change, he might not have looked at some of the more extreme sites he had. "Yo...