Sissy Public Stories

63,519 results
Orientation
Length
Source
Infinite Scroll

Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...

Sissy and Paul

by slowhand1234 on Apr 22, 2019
Exhibitionist & Voyeur

Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married sev...

It's not All About Her

by Copycat88 on Sep 17, 2017
Fetish

DISCLAIMER: This story is about Femdom, Cross Dressing and Cuckoldry. If these topics offend you please don't read it... Just move on. No need to vote or comment if this isn't your "thing". If these appeal to you, please enjoy. ***** -IT'S NOT ALL ABOUT HER- I absolutely hate trying to get anything off of my husband's computer, but here I was trying and...

Stood Up Pt. 01

by LadyJae01 on Jan 21, 2020
Transgender & Crossdressers

I hate bars, especially being alone in one. So, I make the best of being stood up. I pretend like I meant to be here, all dressed up, in a slinky, off the shoulder red dress, by myself. I migrate from the bar to an open booth, so I can people watch more easily. As I walk, I have to tug my dress down my thighs as it tries to ride up. Nothing is ever quite lo...

It Began with a Need Ch. 05

by jessikab on Aug 26, 2019
Transgender & Crossdressers

The next morning, tousled and groggy, I awoke in that disoriented state that one finds oneself when in unfamiliar surroundings. Sunlight beamed through the open curtains across my face and body and, it was only upon looking down to where my lover was draped across my lower body, still wearing his lingerie, that the events of the night before broke over me in...

Proud To Be A Sissy Ch. 10

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

The next morning I woke alone in the middle of the bed I could feel the weight of the fake breasts on my chest and the tenderness between my legs. I still felt as if my anus was gaped wide open from the fucking I received the night before. I shivered hugging myself tightly barely believing that Mr Lester actually managed to put his monster sized cock up my a...

Sissy Chantel, New Reality Ch. 07

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Seven: At 'The Agency' and I'm Off to a New Start In My Sissy Life. "Girls this is your new dorm mate, Sissy Chantel." one of the security staff says. The other staff member adds, "You shall take her into your group, help her set up her things and then take her around on a tour of the facilities and such. Report to the office after doing so, OK?"...

Maid on Boxing Day

by Belongs2Beth on Sep 14, 2017
BDSM

Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas". * Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...

Mistress Chantel, Tranny Dominatrix Ch. 15

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Fifteen: We Meet Each Other's Parents and There Is A Wedding Ready to Go. [Sunday late morning]. "How many sissy maids have agreed to come clean for us Hun?" Kerri asks. "Three little sweetie maids Babe." I smile and reply. "They will be by on Wednesday before our Friday wedding. They are all so excited to play sissy house maids for us while t...

Natalie Finally Begins to Learn

by natalieukcd on Oct 6, 2020
Transgender & Crossdressers

Background I am a long-haired man in my forties. I have been married, divorced and married again. I have children from both relationships. I do plenty of manly things. Yet, behind all of this is the overwhelming desire to be a sissy. I cannot explain it to myself never mind to anyone else. I fight against it mostly as it does not fit in to my everyday life...