Sissygasm Stories

161 results
Orientation
Length
Source
Infinite Scroll

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...

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Slut

by sissygasm on Jun 13, 2015
BDSM

Time to get ready you glance in the mirror and see...What's next? A nerdy looking virgin A 25 year old locked up A curvy blond slut Shit it worked (Transformation)) Add a new chapter Ad...

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Slavery

by sissygasm on Oct 17, 2015
BDSM

Okay so before you begin on your journey you are going to have to answer a few questions about yourself. A few warnings this story will most likely contain some pretty dark stuff like ****, scat, piss, etc. For anyone who wants to add go right ahead as long as it's spelt properly I'll accept it (and is hot). This story will be set in the fictional city of Av...

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Self Destruction

by sissygasm on Jul 12, 2015
BDSM

Welcome to self destruction now lets blow through some quick questions so we can get startedWhat's next? Male Female Ad Go into another direction with AI...

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Evolution

by sissygasm on Dec 23, 2015
BDSM

You wake up, glance at the clock and realise you've slept in its nearly 1 O'clock. You drag yourself out of bed and head towards the phone to call in sick. Something stops you, there appears to be something large and warm on top of you. Oh yeah, that's right, you brought this sweet piece of ass home last night and fucked into the early hours of the morning a...

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First Multiple Sissygasm Today

by JessC on Sep 16, 2017
Transsexuals & Crossdressers

I had my very first multiple sissygasm. I own a fucking machine. It has been the source of much pleasure since I bought it. I decided recently to try for a really great sissygasm. For those of you that don't know, a sissygasm is having an orgasm with a soft cock from ass/prostate stimulation. Well, I decided that I was going to prep myself to have a nice la...

Sissy Slave

by mikedoreilly1973 on Nov 24, 2018
Fetish

It was late friday night, and Mike had just gotten home from work, he was tired and filthy from work and decided to take a much needed shower, he went to the bathroom and noticed the door was slightly ajar, he peeked inside and saw his 18 year old daughter Samantha taking a shower. Samantha was his daughter from his previous marriage which had ended badly wh...

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Sissy Pills Pt. 02

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

There's nothing like waking up like this. This being after being fucked. Not fucked but riding a dildo until you have a sissygasm. And yet that's not the first thing in my brain waking up. It's the cum. It's that eating my own cum. And really feeling this need sort of burned in my brain from the semen and the pills. I really, really want to suck a co...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

Cockland Island Pt. 06

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

I woke up and I was sucking that realistic dildo cock like a soother and it was so weird and right and made me smile as I pulled it out trying to make my lips do the pop you can do sometimes with suckers. I giggled and did it a few more times then pumped it in and out of my mouth trying to get that dick lips feeling going on. That's a sexy sissy trick, all...