Sissy Game Stories

87,858 results
Orientation
Length
Source
Infinite Scroll

Caught!

by centrum1000 on Sep 18, 2017
Transsexuals & Crossdressers

It all happened so quickly that I can barely remember the details. It was a Saturday afternoon and I was doing my laundry in the dorm laundry room when she came in. I've seen her around campus before and regularly pictured her naked body pressed against mine while I pleasured myself. Her name is Carrie. She is almost as tall as I am at about 5'7" with bleach...

Aunty's Toys Ch. 01

by novelcriss on Aug 21, 2018
Fetish

Simon rang the door bell, prompt at 2 pm, somewhere between nervous and excited and wondered quite how he had reached this point. He had met Sally in, of all places, a crowded cafe at King's Cross when all the trains were late. She'd pulled up a stool next to him , asked if it was okay to sit and started chatting. She was so easy to talk to, middle aged, n...

The Neighbours Situation Ch. 02

by Missclo on Jul 3, 2019
Transgender & Crossdressers

I read the text over again and again, the feeling of fear still strong in the pit of my stomach from the last few minutes. What if she showed the photos to people? What other twisted commands had she got in mind for me? I decided I needed to get up and try and take my mind off of the situation the best I could. Surely this was the revenge for sniffing her p...

Service Day 01: Sissy's Breakfast

by SissyHubbyD on Aug 7, 2019
Transgender & Crossdressers

His alarm goes off at 6 AM that Saturday. On any other Saturday he would ignore the alarm and sleep in until 10 or 11, but not today. Today is Service Day, and he couldn't be happier about it. He gets out of bed quietly, careful not to wake his wife as he does so, and tiptoes out of the room and down the hall to the empty guest room. His outfit for the day...

Neighbourhood Sissy

by Abusedbyfuta on Feb 7, 2019
Fetish

Your a young man in his late teens. Average build, average height, brown hair, green eyes. You know the type never stood out in a crowd for your good looks but never scared children when you went to the store either. Having just finished high school ou decide to start doing odd jobs around the neighbourhood to raise some money. Maybe it was college, maybe it...

Open in Reader

Gothic Sissy Snowbunny

by Satanicsissybitch on Mar 2, 2020
Transgender & Crossdressers

Don't ask me why but I've recently decided to come clean. To the world, my readers, my friends and most importantly, to myself. I can't hide or pretend anymore and I've decided to just put it all out there for the world to see and, believe me, it's extremely difficult for me to tell the story I am about to tell you. First, I think it's probably important t...

Ian's New Job

by SatinSlip on Nov 26, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex. ************ Wendy moaned as her husband slowly licked around her pussy. She grabbed the sheets in her ecstasy. An orgasm rising excruciatingly slowly in her. Ian was great at cunnilingus. He practiced often on his wife. Delighting in the way...

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...

Such a Deal Ch. 04

by Angelscuck on Aug 31, 2017
Fetish

Sasha had me strip down while she cleaned me up. I was then told to put on a shorty nightgown. I was then taken to a bedroom and allowed to rest. I was exhausted. We had been at it for seven hours. I was awoken at mid-night by Sasha and dressed as before with fresh makeup applied to my face and hair re-arranged. "We have company and you are the entertai...

Caught

by ImpureChastity on Sep 13, 2017
Transsexuals & Crossdressers

I had been planning my downfall for weeks. Putting together the right outfit, working out the best place to be in the house, practicing my lines to appear convincingly surprised, everything was lined up perfectly. For a few months the relationship between me and my fiancé, Janice, had been just a little kinky. She had cottoned on to my submissive tendencies...