Terror To Sissy Stories

359,934 results
Orientation
Length
Source
Infinite Scroll

Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...

One Special Night

by SissyTales on Sep 16, 2017
Transsexuals & Crossdressers

Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties until it grew enough to escape out a leg hole. I felt my shaft stretching and fi...

Caught by the Past Ch. 02

by Tomsparty on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 2 - Tight or Loose Previously - After a drink with a new friend he invites you back to his house. Strangely drawn to this handsome guy he persuades you to dress in girls clothes... Now You're wearing a sexy leather mini skirt, fishnets and high heels, your cocks like rock and you're just about to show yourself... At the sight of James, you get a se...

Neighbourhood Terror to Sissy Pt. 12

by Fibaro on Sep 9, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 14 On Monday morning Mark got woken up rather roughly. It was only 7:30 am, but his phone was going off loudly. Confused he picked it up to see who would call at this ungodly hour. Nerves instantly struck him when he saw his girlfriend's caller ID pop up. What ha...

The Huntress is Also a Mistress

by Dazzle1 on Jan 16, 2019
BDSM

"Are you sure this makes sense, Jack?" "What are you worrying about, Tristan?" His large muscular friend asked. "We are in the middle of nowhere," Tristan who was much smaller but still in good shape. "We could have hit 3 houses in town, instead of hoping there is stuff here." "Ya, but this rich bitch should have a lot of stuff here. And no cops." The li...

Neighbourhood Terror to Sissy Pt. 23

by Fibaro on Aug 24, 2020
Transgender & Crossdressers

Chapter 25 While Marcy was doing her best to reapply the many makeup products Stephanie had shown her to use, Stephanie was making quick work out of repairing her own makeup. It was very clear that she was very practiced at it since she only needed a few minutes to reapply the complex look. The rest of it was spent sternly supervising Marcy's job. When she...

Neighbourhood Terror to Sissy Pt. 25

by Fibaro on Oct 5, 2020
Transgender & Crossdressers

Chapter 27 Marcy woke up with a loud groan as her alarm went off loudly and way too early. She really had to drag herself out of bed as she didn't look forward to her day ahead at all, but she couldn't afford to waste much time at all as she still had a busy morning ritual to take care of. It started off bad with the kiss to the dildo, although she had to a...

The Collaring of Chloe Ch. 21

by MemoryofSnow on Feb 10, 2020
Novels and Novellas

The Collaring of Chloe Chapter 21 - Wise Sissies and Quilt Burritos **Characters and text are protected under copyright law "Oh fuck, oh fuck, oh fuck!" Mittens wailed, her voice pitching higher with each repeat, approaching the point of a shrill shriek. Her back was arched so heavily that her torso had lifted up from the sofa, pawed hands clutching the s...

Meeting your Goddess

by theroomman on Mar 7, 2018
BDSM

I showed up to the bar late, I knew keeping you waiting would have you wondering if I'd show up at all. You get so excited when you see me. There's no question I'm the girl you were waiting for, my dominance is overt: dark lipstick, high heels, and a tight revealing black corset style dress. Before you can even say hello, I shush you with a finger on your li...

Ensnared by a Corset

by spinder on Sep 16, 2017
Transsexuals & Crossdressers

Warning: This story is a work of fiction and contains descriptions of explicit sexual acts between women. If this type of content offends you or you are under the age of 18 do not read it. Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at you...