Sissy Tease Sissy Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Hour

by DifferentBreed on Mar 18, 2020
Fetish

"I'll be back to pick you up in an hour... have fun!" Charlotte's voice trailed off as her car sped away, leaving Patrick trembling in underground parking garage, the brightly lit entrance to the mall beckoning. He turned slowly, a breeze slipping across his naked thighs. He stepped forward, his sheer pink thigh highs whispering against each other as the wi...

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...

My Sweet Sissy

by J3sus on May 13, 2020
Letters & Transcripts

All characters are above 18 Vocabulary: Cock= Clit Asshole= Pussy * Dear Sissy, How have you been? Do you miss mommy? I bet your tiny clit is itching inside those sweet panties, the same panties I bought for you at that lingerie store. Those lacy pink ones I love so much. I can already imagine your hard on in those panties. I can imagine your small clit...

A Sissy Saga Ch. 15

by Snurge on Sep 15, 2017
Novels and Novellas

A fine day, thick and hot making Miriam Hancock's face dewy with sweat. She gazed at the house. Was this the place? She checked the card in her hand. No mistake. It was an unimposing Edwardian terrace house in a street of equally unimposing houses, narrow fronted, three stories high, the windows heavily draped. She went up a set of steps to a porticoed door...

A Sissy's Sister Pt. 01

by Gemsissy on Sep 16, 2017
Fetish

My twin sister had a big role in how I became a sissy. I feel I've always been a sissy so she didn't make me a sissy but had a huge influence on how I embraced it. Our parents encouraged her to include me when she would play with her friends and I credit her with obeying with gusto. I was a regular, if unofficial, member of her girl group of friends. When we...

A Sissy's Lifestyle

by nancyvasquez on Sep 13, 2017
Anal

When I go out to the adult bookstore, I am always dressed as a woman. And not just as a woman, but a whore. I tease my hair up big and high, and will have either a dress, skirt, or butt baring short shorts; and, of course, high heels. It's a 15-minute walk from my apartment to the arcade, and my route runs me through an industrial area along a fairly wide av...

Cyber Sissy Ch. 05

by missvicky53 on Sep 25, 2017
Fetish

A fantasy by Miss Vicky Part 5 (The Last One) The rest of the evening passed with the two of us cuddling on the couch, each with a glass of wine. Megan had changed into a black floor length nightgown with a lace inset running diagonally across the front. This meant that with each movement of her body, I would catch a glimpse of various parts of her body. T...

Exposed Sissy Slut

by MarkRoberts64 on Sep 16, 2017
Exhibitionist & Voyeur

I've always been turned on by exhibitionism, and especially by so-called "forced" exhibitionism. The last few years, I've noticed more and more that I love the game of taking risks in public, where I could possibly get caught being submissive, or slutty, or a sissy. I'm not interested in just exposing myself, or strutting around with a slave collar on. What...

Sissy Amy Loves Mummy Belinda Ch. 02

by Sissy Adele Howells on Sep 17, 2017
Fetish

Mummy Belinda Beynon was now in complete control, as she pushed my pram down the road. I snuggled against my satin sheets and was very content. Mummy Belinda removed my dummy every five minutes, wetting it with her saliva, before putting it back into my mouth. Staring up into Mummy Belinda's pretty face, was a dream come true. She would tease me, by blowing...

Sissy's New Toy Ch. 01

by sissyfemme on Sep 14, 2017
Fetish

I lay back on the bed next to Cindy, totally relaxed. The room was hot from our exertions so we lay without touching. At least until she began to run her fingers over my groin, finding where my panties were soaked through with my cum. She moved to lay on her side, propped on her elbow, her left breast laying heavily against my arm as her right hand traced t...