Sissygasm Stories

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AliExpress and Sissy Downfall Pt. 09

by His_fag_wife on Aug 20, 2018
Transsexuals & Crossdressers

Charlie stood wobbling slightly, on the 5 inch heels. Legs a little apart to accommodate the very substantial base of the Fenrir Dragon cock currently stretching her wide open, holding her buttocks apart and her asspussy wide open with the 2 1/2 inch diameter. She felt better now, shattered and tired but she was basking in the looks of approval from both her...

From Her Ex-Boss to her Bitch Pt. 06

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read this story if fantasy is not your thing. This has scenes of outrageous levels of forced sissification, forced bi and gay scenes, watersports and general humiliation and degradation. It's just pure fantasy and includes some hypnosis. Some readers find these stories too full of fantasy, in which case please just don't read it. ***** It had...

Passion to Paradise

by giandomenico on Dec 24, 2019
Transgender & Crossdressers

(This story contains much sibling and father-son incest) *** I met Victor Belsay on a building site near the small market town of Castleborough. He was renovating a cottage and I was feeling disenchanted with city life and looking for somewhere to live, where I could get my head together whilst recovering from a badly bruised ego, the result of my lover ha...

White Boi Learns his Place Ch. 03

by sissyashley4bbc on Jul 10, 2018
Transsexuals & Crossdressers

After the group decided we should go to our pool, Emily came up to me and told me she had a bathing suit I could borrow. Daddy told me to go get changed with her, and the guys would start making drinks and rolling joints to take outside. I guess he didn't need to change really, all he has on was athletic shorts that would dry quickly. I followed Emily upst...

Sissy Dust Pt. 01

by Sissyhalo on May 29, 2018
Transsexuals & Crossdressers

All characters are over 18 years of age. ***** I'm not a genius or anything but I did get a decent job out of university with my bachelors of chem and started working in a cosmetics company. No not the testing division but in formulations. And it's a boring job really past the actual chem coolness of seeing reactions happen in new things and the way thin...

Making a Sissy Jock Pt. 02

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

I stared at Robin's card for an hour sitting in my truck completely freaked out and every time I touched my lips I felt that friction of Robin's cock. I tasted him. I got slammed with the realization I drank his cum and it was inside of me. I sucked cock and drank cum and just like the sissy porn stuff said I liked it. I was beyond freaked in going to th...

Jock Princess Ch. 01

by Sissyhalo on Sep 15, 2017
Transsexuals & Crossdressers

I'm Alex. And I got to admit that life's been kinda good. Cake actually. I'm a jock, left winger hockey player and all through high school it's done me pretty well. My family owns a good business in town actually a few of them. Grand dad on mom's side had a dairy farm and actually did okay, Mom's a registered nurse, my dad owns a big hardware store and ad...

Chinese Turn-out Pt. 03

by Sissyhalo on Jan 1, 2019
Transgender & Crossdressers

I crashed harder than anytime ever in my life and my dreams were fucking vivid. I dreamt of being fucked. And of sucking huge cock and getting face fucked so hard that I was cock drunk and high from holding my breath so much. But so really horny from him doing that, so into that cock. Of Jax fucking me so hard that it is still in my head. In me. I hurt....

Tara has a Threesome

by SissyTara on Oct 13, 2017
Transsexuals & Crossdressers

I was lying in bed one morning. Dave stopped by on his way to work at the construction site down the street. I answered the door in purple bikini panties and a matching baby doll nightgown. We had fucked a few times since our first encounter when I had walked by the construction site. He stepped inside without asking and kissed me hard on the lips. I respond...

Brianna Meets Mommy

by Sissy_Sammi_ on Jan 7, 2018
Transsexuals & Crossdressers

*Disclosure, all characters are 18+ years of age Brian had another distracted day of school. Dreading each minute of each class, desperately waiting for the day to end so that he could get home. During his breaks he would text Rick, asking about his wife and what Brianna should wear. Once the final bell rang, Brian ran home as fast as he could. He didn't ca...