Squirting Boypussy Stories

16,370 results
Orientation
Length
Source
Infinite Scroll

Ms. Tanaka Fixes Me Ch. 01

by chenwanli on Apr 27, 2020
BDSM

Chapter 1: Meeting my Future Wife and her Mother I met my wife Hiroki in my mid-20's when I was living in Osaka. I'd been living in Japan for a few years leading the bachelor life and dating some gorgeous women but the majority were stereotypically Japanese: expecting to be subservient and deferential to the man, which I found boring in anything longer than...

A Sissy Saga Ch. 20

by Snurge on Sep 15, 2017
Novels and Novellas

Mrs Boroclough lived alone, but her house was the biggest in Peasmarsh. It had tall windows with ornate guards, and a polished copper plate fixed on the wrought-iron gate engraved with her name - as if everyone for fifty miles around didn't know who she was. It was far too big for a widow-woman who's children had grown-up and departed, but she insisted that...

A Partner's Guidance

by Gweh on Oct 13, 2017
Transsexuals & Crossdressers

A PoV-shifted continuation of 'Misguided Affections', the previous work uploaded on this profile. All important details are covered within, and the first-person perspective resides in a separate character. Familiarity with the story prior not required. ***** "Unnnnnng." I pressed my face against my arms, feeling them mash against the surface of the tab...

Gay Fem Boy Finds His Man

by Clintdear on Sep 14, 2017
Transsexuals & Crossdressers

Chapter One It was lunch time and I was leaving a service call for the day. I was about to lift some test equipment into my car and I noticed one of the inside techs was heading my way. I assumed he was heading to his car, so I ignored him and got back to loading my gear. "May I help you with some of your things?" he said kindly. I glanced up at him. My...

Plantation Lullabies

by AfroerotiK on Sep 13, 2017
BDSM

What would make a person spend $20,000 on a week-long session with a pro-domme? Believe it or not, Mistress Emmanuelle, the Black Dominatrix who arrogantly charged the exorbitant fee, was booked solid for eight months in advance with her popularity growing by word of mouth alone. Charles Trenton was intrigued by the concept when he read about her on his favo...

Neighbors Sissy Son Ch. 06

by newfield1981 on May 2, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Tiffany Charles My name is Charles Bennings but you can call me Tiffany Charles. If you've been following this story from the beginning, then you know I was born a boy but with my feminine body and face, I easily live my life as a girl. You also know that I make a lot of money do...

I'm Finally a Girl for a Man

by Clintdear on Sep 26, 2017
Transsexuals & Crossdressers

I'm really glad I had the good fortune to be working when you came into the library. I was pleasantly surprised that I was sexually attracted to you. You were at least six feet tall and trim, and breathtakingly handsome. I couldn't help but think you were a younger twin of George Clooney, and hot! Up until now I usually didn't think of men as being "hot", bu...

A Second First Time

by Mysterious_D on Sep 12, 2017
Anal

"I'm ready!" I exclaim, strutting out of the bathroom. I'm nearly naked, save for the mystery item I have just adorned. I appear as a silhouette in the doorway, and you admire my slender feminine figure, tracing the shape of my hips with your lustful eyes. Slowly, I turn to the side, showing you the outline of my pert breasts, my flat stomach, and my little...

Dominant Black Tales and Submissive Ch. 01

by AfroerotiK on Sep 13, 2017
BDSM

Did she have a hidden agenda? Was her desire to dominate white men driven by some racial hatred or need to seek revenge for her enslaved ancestors? By all outward appearances, that would appear to be the case. Mistress Desire was far more complex than superficial appearances would allow. Black, strong, confident, and proud, there was no mistaking that the Do...

Giant-Size New Half Ch. 02

by Armphid on Sep 19, 2017
Transsexuals & Crossdressers

"Ugh! Nothing's happening." Wanderlust threw her hands up and walked away from the waist high lip that edged the roof of the brownstone that was serving as she and her partner's perch. The lush-figured teen shook her head, blond ponytail whipping from side to side. "Let's just go down there and-" "Completely tip off Armsman that we're onto him and cause him...