Boypussy Stories

107 results
Orientation
Length
Source
Infinite Scroll

Casey's Submissive Journey Pt. 09

by corduroysissy on Jul 17, 2018
Transsexuals & Crossdressers

A day With Dorothy -- Part One - The Players Casey -- Submissive closet sissyfag with a corduroy fetish, owned by Karen. Karen -- Wife/Mistress to Casey and member of the Lady's Club. Julian - Submissive closet sissyfag owned by Dorothy (Dottie) Dottie -- Wife/Mistress to Julian and member of the Lady's Club. Maxie -- President and founder of the Lady...

Biggest Fan Futa Ch. 02

by FemFreak on Apr 23, 2019
Transgender & Crossdressers

Summary: Gwen and Ellie return to help Hera with her big problem again. Gwen once again gets pushed beyond his comfort zone by the woman with a penis, and Ellie enjoys watching, and participating. ~~~~~ Gwen had nearly succeeded in suppressing the event with Hera Auger. After a few days he had gone back to his usual ways of listening to her music and talki...

Zenit

by LewisCrane on Jun 5, 2019
Transgender & Crossdressers

1 The neon glare from St. Petersburg's Nevsky Prospect was the only light that shone in Sergei Arkedyvich's dim, spartan office. The gangster was seated in an armchair by the wide window, burning cigarette dangling from his meaty lips. He considered the liquid line over halfway down the vodka bottle before him, and regarded the paunchy man sitting across fr...

A Lost Lover, Changes for Melissa Pt. 01-02

by MadQuill on Feb 6, 2018
Transsexuals & Crossdressers

Please remember this is a copyrighted work and all legal disclaimers apply. I appreciate the editing assistance of Santacruzman. There is an inspiration for this tale and the character Thom in the film directed by Jean Negulesco: "How to Marry a Millionaire". I love the three women characters, Shatze, Pola and Loco and their manipulations. This tale does NO...

A Mistress to Obey Ch. 03

by gbr2004 on Sep 12, 2017
BDSM

I woke up when she whipped the cover off the cage. I had been able to curl up enough to sleep on my side but when I tried to move I was very stiff. She opened the cage door and I backed out. She told me to go take a nice long shower and that my clothes would be on the bed when I finish. She was wearing a pair of tan slacks and a yellow blouse and looked like...

Robin and Jimmy Olsen - Sissies Ch. 04

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

The Date Continues (finally) ***** Just as Ollie and John began to wonder what was keeping their dates, they spotted the delectable pair of sissies returning from the rest room. When they reached the table, both men stood. Their politeness was rewarded by a brief kisses from the pretty lads. Each girlyboy also managed to run her hands across the crotch of...

The Warlord's Kitten Ch. 02

by Certeis on Mar 21, 2018
Sci-Fi & Fantasy

NOTE: So, since I had a few people commenting that they were confused about the main character - here's a tl;dr Lin'qa was born fully male/masculine, however, she identifies as female. She is basically transgender except she's never been on hormones due to the restrictions of her upbringing. Rakshasa in this setting just happen to be really androgynous and...

Starlit Petal Ch. 01

by Certeis on Mar 21, 2018
Transsexuals & Crossdressers

NOTE: this story is an original setting, but anything you need to know is discussed in the story text. *** 'Swshh' 'swshh' 'swshh' Petal's legs moved back and forth rhythmically, the nylon stockings rubbing against each other at every pass. They were dangling in the air above him as he laid on the padded bench and read a book. Well, pretended to read it, a...

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...

I was Scott Tenna

by tre34harr on Sep 19, 2017
Transsexuals & Crossdressers

If shemales aren't your thing don't read on; if they are please read enjoy and have your eyes opened. ***** "I hold my hand up and tell you truthfully that I used to be a guy; just like you or like any other guy you know or have met in your life time; into the normal thing a typical uni male student of his age would be; girls, drink, football and cars. H...