Boipussy Stories

101 results
Orientation
Length
Source
Infinite Scroll

A Learning Experience Ch. 04

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

--- This is chapter 4, My apologies for the delay in getting this out, I only hope it was worth the wait. And I must also hope my readers understand that I have kept BDSM in the tags for this story because I have always had a serious interest in S&M, and this chapter begins my exploration of that new world. Sorry if this takes away from your enjoyment of th...

Revenge!

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Revenge! Or I Never Wanted This, but... Wow! By Mistress Tawny Suede ***** Chapter 1 Bobby Bradley knelt by the side of the road. He was mildly drunk and high from the first joint he had ever smoked. The cop leaned back against Elizabeth's sports car and took firm hold of Bobby's head. Bobby was afraid his blonde wig would come loose so he let his head...

The Making of a TLB Pt. 01

by TheMarlboroMan on Sep 25, 2019
Transgender & Crossdressers

Making Him A Tender Loving Bitch. Part one This story could be placed in various spots I posted it here because of its overall storyline. Some of the processes and equipment used are not currently available but if there's a market for it, it soon will be. Our human environment affects everything we do from the day we are born to the day we die. Real seducti...

My New Trainer

by NearMiss on Mar 13, 2019
Transgender & Crossdressers

"So, do you need a spot?" she asked. Wisps of red hair, which had fallen from her pony tail, framed her face as she looked down on me. "Ummm sure," I lied. The equipment at the bench press station where I was working out was designed to be used solo. With a quick flick of the wrist I could lock the bar into any safety position, if I had gotten into danger,...

Covid 19 - Pete Turned into Charleigh Pt. 03

by His_fag_wife on Jul 13, 2020
Transgender & Crossdressers

"OK off with the wig now and we'll get rid of body hair first and then we can document the necessary changes." Mistress Red pulled off Charleigh's wig, one of the last vestiges of Charleigh's feminine sissy armor and as Pete looked in the mirror, he wondered if he was doing the right thing. With his bald head, flabby pecs and miniscule caged cock, he certa...

Bunny in the Woods

by Skymaker on Sep 14, 2020
Transgender & Crossdressers

Disclaimer: this story may contain more mentions of the exploration of a little sissy's guts than some of you are comfortable with, but it does not involve any actual scat. Don't be afraid, there's nothing too nasty here -- just consider yourself warned. All characters are over the age of 18, so enjoy yourselves! ********* Light rain pattered on the roof...

The Secret of the Island Pt. 04

by neoview on Oct 30, 2018
Sci-Fi & Fantasy

You thought the story had died but it was just my lazy ass refusing to continue. Also I was busy with my girlfriend so I couldn't really focus. Yes, I have a girlfriend now. Well "she" prefers to be called a girl even if she isn't. Without her I would finish this story much faster, but... she gave me some interesting ideas which were too good to ignore. ***...

Prince Gyllen Ch. 11

by MythMaker on Sep 19, 2017
Sci-Fi & Fantasy

"This heat is ludicrous!" The northern-born Gyllen huffed, having spent the better half of the morning baking away on deck in the sun's relentless rays, with nary a cumulus in the endless azure sky to provide a single shade of relief. His blue jacket had been removed from his person and hung over his arm along while the sleeves of his white shirt were rolled...

Mistress Maggie

by Joscelyn2tg on Sep 15, 2017
Transsexuals & Crossdressers

My Dear Reader, Welcome to a most unorthodox love story. A story containing romance, transgenderism, spirituality and yes, even S&M. But first allow me to ask you a question, and when you reach the end of this story, it will make much more sense to you. If your soul returned in the body of someone else after you died. And you were allowed to whisper one th...

A Learning Experience Ch. 07

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

My father had disowned me in June of 1975, and my psychiatrist had apparently decided I was just too much to deal with, insisting I never appreciated his help during my transition. Because those two people provided so many links in my previous life, I felt I needed to leave them behind and move on with what was left of 'my life' if there was such a thing. I...