Sissygasm Stories

121 results
Orientation
Length
Source
Infinite Scroll

Ashley's New Friends

by LucyAnn51 on Sep 16, 2017
Transsexuals & Crossdressers

All characters in this story are over 18 years old. This is a work of fiction and any similarity to other works or real people is simply coincidental. Special thanks to my best friend for editing this! Hope you enjoy, love you dolls! Xoxo ***** One day Asher was sitting in a library on campus doing his homework, or at least he was supposed to be doing his...

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...

Strawberry Milk Pt. 05

by Sissyhalo1 on Nov 2, 2020
Transgender & Crossdressers

Only Billy was not at the gym. He was in the apartment building next door and I met him using our laundry room. And Billy was right up my alley as it were he hit all my sexy guy buttons. Tall, like really tall six foot six, big and muscled. And a big dick. A dick big enough that as soon as I saw it through his sweats as we did laundry one day I wanted it i...

Braincocked

by Sissyhalo1 on Nov 16, 2020
Transgender & Crossdressers

I saw the ad. Psionic experiments ongoing, volunteers are requested. And there was an e-mail set of links and snail mail there. I looked into it. Honestly I was always interested in this stuff. And now with Covid...I was out of work and needed the money. There was some back and forth and there was no pay. But there was a room, they owned an old motel...

The Suitcase Ch. 02

by SissyGeorgina on Sep 19, 2017
Transsexuals & Crossdressers

Part 2 is here! Hope you enjoy. More to follow ASAP. ***** I couldn't quite believe my situation. I was standing in my boss' office, wearing a camisole, a pair of pretty pink panties, suspender belt and stockings and he'd just cuffed my hands behind my back. I thought my clitty was going to explode, it was so hard! He ordered me to spin slowly and I compli...

Flying Solo

by contactsteph77 on Dec 24, 2019
Transgender & Crossdressers

I was shaken out of my late-night doze when the shrill voiced woman announced that my flight was ready to board. I was going back home to London after several weeks working in New York. I am quite an anxious flyer! So, to make it easier on myself I spent the previous day getting myself pampered. I had a massage, followed by a long soak in a bath. I had my e...

Almost Damsel Almost in Distress Ch. 03

by shawnavinyltv on Aug 24, 2020
Transgender & Crossdressers

I felt Alex moving around the bed, I figured he was going to pee, and sure enough, he came back a few moments later and snuggled back into me. I did really want to ask him about last night's adventure and if he was my mystery lover or not. Though I was pretty sure it was him, the thrill of not knowing, made me wonder who else it might have been. The thought...

My Life with Little Sparrow

by DomAlphamann on May 11, 2020
Fetish

I almost never come home early unless it's for a good reason. I have two reasons today; one of those being to keep you on your toes, of course, the other one is to give you news. If you followed the rules, as you should always, you might have heard the car pull up, but just in case you were busy doing anything for your own sake and enjoyment and didn't hear...

Danni Ch. 03

by Coder3445 on Apr 21, 2020
Transgender & Crossdressers

Authors note I know it's been a few months since the last Danni came out and I am sorry for making those who want to read wait for so long. With that being said the reason for it is that I meant to write it but suffered from writers block at the time and eventually forgot about it. However I hope this does Justice as I tried to make it longer without sacrifi...

The Molly Virus Ch. 04

by Sissyhalo on Nov 14, 2017
Transsexuals & Crossdressers

*Jackie... I used to be called Jackson and I had Jeri as my roommate and she or I thought at first was transitioning. I was never much into being a homophobe and stuff so it was just me kinda leaving things alone. Until Jeri and I started fucking. She's really fucking great in bed too and it was pretty hetero too with me the guy fucking this trans black g...