Pixie Sissy Stories

9,942 results
Orientation
Length
Source
Infinite Scroll

Not In A Million Years

by Lee Stam on Sep 17, 2017
Loving Wives

This is one of those fantasies that could never happen, until you least expect it. My wife is the sexiest woman in the world. But even knowing that, she manages to surprise me. It was actually the kind of evening that most guys would dream of anyhow. No kids around and a great dinner with two beautiful women. Lilly and India had become good friends, mostly...

Siss the Bride Ch. 02

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

Anyone who tells you that married life is hard must be part of a straight couple that survives on vanilla sex once every two months or so. I love being married, I get to live out all my wildest fantasies and adventures with the man I love; just over a year ago I married my brother (I could explain why right now but that's a whole other story), but because I...

Her Crewcut and Masculinization

by Trapper_Jock_Mcintyre on Sep 12, 2017
Transsexuals & Crossdressers

It had to stop. She was spending far too much money on her hair with frosting and tints. The bill for her nails was ridiculous. It was as if she picked the most expensive place in town. And lingerie! For what she spent, we could have bought an entire Victoria's Secret. It was always spend spend spend, yet, she never once lifted a pretty finger to even try to...

The Whore Wife, Sissy CD Husband

by MILF4black on Jul 27, 2020
Transgender & Crossdressers

This story is completely fictional. All characters in the story are over eighteen. Prologue: The Whore wife, Sissy CD Husband "That's it, you little sissy whore, suck that cock." Jennifer told her husband as his head bobbed up and down on the strap on dildo Jennifer was wearing. Her husband, Patrick, lifted his head and the seven inch fake penis slid out...

The Virus Lock Down

by puzziboi on Apr 14, 2020
Transgender & Crossdressers

"Okay, Lionel, have your bags packed on Saturday morning," the younger brother reminded his sibling. "I will, Blaine! What time will you be here? I'll be there around ten in the morning." "Do you want me and Freeland to ride together or do one of us need to ride with you?" "You tell me what you want. Just think about it and let me know." "Okay. And you h...

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...

Doll House - The Salon Pt. 02

by Dani_Doll on Sep 19, 2017
Transsexuals & Crossdressers

I stepped out of the tub, feeling curiously invigorated after a thorough washing from Miss Hunter. Exploring my chest and front, I was surprised to see that the cuts she had inflicted were already partially healed up. I couldn't help but notice the silky smoothness of my own skin as I inspected the wounds... I had never felt so soft before! In fact, my skin...

Candi's Conversion Ch. 03

by CandiCumminz on Oct 3, 2018
Transsexuals & Crossdressers

Please read Parts 1 & 2 first. - Candi has had a long night and tomorrow she begins her sissy life properly. First thing? Shopping of course! - I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping. Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...

A Sissy Saga Ch. 17

by Snurge on Sep 15, 2017
Novels and Novellas

Titled people were a weakness with Miriam Hancock. She frequently spoke of them with harsh condescension, but the snob in her heart secretly rated them higher than wealthy businessmen, and so it was with some delight she agreed to the visit of the ennobled Marchioness of Wiggleswick. The delight had doubled when she discovered that in both Debrett's Distingu...

Candi's Conversion Ch. 04

by CandiCumminz on Oct 24, 2018
Transgender & Crossdressers

It was early afternoon when we pulled up at the mall. Mistress Luna had me drape myself sluttily over her car while she took some photos for my Instagram. I was still dressed as a sissy bimbo doll, having been styled by Crystal, a much more experienced sissy in servitude to another dominant, Goddess Furia. Mistress had given me a lollipop to wrap my glos...