Sissygasm Stories

121 results
Orientation
Length
Source
Infinite Scroll

Coach Daddy Ch. 02

by whatcouldofbeen on Sep 18, 2017
Transsexuals & Crossdressers

Thanks for the encouragement everyone. This part is a little slower but bear with me. It's a vital part. ***** The next morning was a blurry eyed awakening. I had slept like the dead after yesterday's physical and emotional exhaustion. I could feel the roughness of my throat as the memory came back to me of why exactly it was in that condition. Yesterday m...

Neighbourhood Terror to Sissy Pt. 06

by Fibaro on Apr 9, 2019
Transgender & Crossdressers

Mark's night ended up being a very restless one. The constant rubbing of his sheets against his nylon covered smooth legs as well as the feeling of the silky material of his panties all around his bottom and chest felt very sensual. He was embarrassed to admit it, but it actually turned him on. The worries combined with the horniness formed a potent combo to...

Almost Damsel Almost in Distress Ch. 02

by shawnavinyltv on Apr 23, 2019
Transgender & Crossdressers

I woke up sweaty and a bit confused. I was also having a bit of trouble breathing. I realized I was still wearing my heavy duty corset. I also realized there was someone snuggled up against me! Suddenly visions of last night's self-bondage session came back to me and I remembered Alex, my neighbor, had spent the night. I had a momentary surge of excitement...

AliExpress and Sissy Downfall Pt. 10

by His_fag_wife on Jan 23, 2019
Transgender & Crossdressers

As Charlie with her head raised off the cushion admired her new sissy pussy, she felt a complete head rush. As she and Tim had discussed just one guiche piercing at such length, over and over, texts flying back and forth on the crest of a wave of horniness and a submissives deep desire to please, she had fixated on the idea of being pierced without her wife...

A Jamaican Vacation Ch. 04

by sissyashley4bbc on Dec 24, 2019
Transgender & Crossdressers

Rebecca studied me up and down. "What happened to you?" She asked. "I...uh...I..." Ty cut me off, "you look like you are in shock Rebecca. Let's fix you a drink and I'll explain everything to you." "Make it a double," she said as Ty started to make her a screwdriver. He handed her the drink, grabbed a joint, and ushered us outside. Rebecca sat down...

Dinner Date with Mommy Pt. 04

by SissyStoryTime on Dec 3, 2018
Transgender & Crossdressers

Disclaimer - This story includes the following themes: Femdom, sissification, feminization, forced-bi, forced cum-eating, butt plugs, anal play, strap-ons, spanking, humiliation, CBT, chastity, and domestic servitude. If these themes do not interest you, then this story isn't for you, sweetheart. For everyone else... This is it. What you've waited for. Th...

Find the Cheerleader, Save the World

by Sissyhalo on Sep 16, 2017
Transsexuals & Crossdressers

It started with my brother Holt. A year younger than me he's...he's turned into a fucking cuck sissy faggot. I'm serious and I'm not just spouting off. Holt's always been a dense guy but this...he starts hanging with this loser from high school and I mean a loser. AV club, geek stuff, nothing in Holt's yearbook that said anything but loser, geek and loser...

The Prostate Exam Pt. 06

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

"Just as it should be, now walk to quickly to the Langham hotel. Make sure you keep the bag out in full view, for all to see, it cannot go in your back pack. I want anyone who sees you to know what a slut you are.." "Go straight to the bar and order a triple G&T and 3 shots of good tequila. If the bar man asks you what you're doing you will tell him that yo...

AliExpress and Sissy Downfall Pt. 05

by His_fag_wife on Feb 6, 2018
Transsexuals & Crossdressers

Charlie was deep in it now, being assessed by Miss Bell the beautician before she started work on removing all of Charlies hair below her soon to be plucked eye line. Candice the young pretty petite receptionist was also looking on to deepen Charlies humiliation. "Miss Bell, I'm really tight, but even my little pussy couldn't be satisfied by that little cli...

Mistress Red Fox Becoming a Devotee Pt. 03

by His_fag_wife on Nov 18, 2019
Transgender & Crossdressers

Miss Red was busy moving around the room. I wasn't sure what she was doing, but could hear her moving various bits of equipment. Then she moved the bed away from the wall. I realised that it must be on wheels. As she continued to work in the room, my mind drifted to what she'd just said. Fuck she said she understood subs, so she must be into this whole sce...