First Sissygasm Stories Reddit Stories

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Infinite Scroll

The Emergence of Jocelyn

by JocelynF99 on Sep 17, 2017
Loving Wives

"Oh daddy. Oh daddy, you make me feel so good." "Oh daddy, you make me so hot for your body." "I love it when you touch me. You make me feel so good." "Please daddy, please daddy, make love to me." "I need you so badly." "I need you inside me." "Ohhh, OOhhh..." "Please daddy, make me your woman." "Please daddy, please daddy, please fuck me." "Oh God...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

I like it Old Style

by tboa on Apr 22, 2025

I am a femboy… It took a long while in high school to figure that out, but 4 years of taking dick in every hole will wake someone like me up. I love the way women gawk at me, when they feel me up in the hallway I purr and wink. I love how sexy each outfit makes me look, how it accentuates my curves. Speaking of, my petite frame was extra curvy. I looked way...

A good fuck

by sissygasm on Feb 10, 2016
BDSM

This story will contain : bdsm, fantasy and sifi elements, gay sex, sissifacation, transformations and various other kinky things. You have been warned. First a description of the world this story will take place in: In this world things are simple, there was a natural order to the way the world worked: real, strong, masculine men were at the top and then as...

Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

Family Business

by fantaseeboy on Jul 27, 2020
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Laying on my bed in my room in my mom's trailer, my laptop was set on the table beside me with my webcam aimed where I lay. White, satin, bikini panties were looped around my left ankle. The snug-fitting, stretchy crop top clung to my narrow, smooth chest and left my midriff bare....

Descent into Submission Ch. 04

by Cyanlot on Mar 26, 2018
BDSM

Chapter 4: End of the Day Rewards When I got home, Charly was already there. Normally, she'd be in kitchen starting on dinner. We usually cooked together, but whoever got home first started. Tonight wasn't a normal night, though. Charly was in the living room, with a glass of wine in her hand. "What are you cooking me for dinner tonight, Honey?" she said a...

Family Chastity Story Ch. 03

by antares34 on Jul 30, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I...

Carnal Consequences

by sharad on Apr 22, 2025

Slouched shoulders, head down, never making eye contact; yea that me. My life is essentially me acting out the role as everyone's doormat. I can’t seem to pinpoint what has me living my life like this but I need to change something. I'm already 36 and still a virgin with a dead end job toiling away in a 9 to 5 with no ray of light in sight. Should I start hi...

Hello Cassie

by Murf1957 on Apr 29, 2025

Hi. My name is Cassie. This is my story. I hope you find it entertaining, but if you don’t, well, it is what it is. I didn’t plan it, never could have predicted it, and though some of the events that changed me and allowed me to be who I have become were difficult, I will always be grateful for the realizations and change they ultimately brought to me. They...