Femboys Stories

42 results
Orientation
Length
Source
Infinite Scroll

A Match Made in Heaven

by Jade298 on Oct 16, 2018
Transgender & Crossdressers

Hey guys, WARNING this story contains big butt femboys and dickgirls having sex... If you are not into that I would advise that you do not read, if you are enjoy! All characters are over 18. This is my second attempt at writing a story, apologies for any grammatical errors, I edited it myself. There really isn't much story, tried to keep it pure smut. I al...

Cookies & Cream Ch. 37

by RoseNostagia88 on Sep 28, 2020
Novels and Novellas

"Ginger Snap" All was peaceful on a Monday afternoon. Charles saw Hillary that day before one. She had on something casual, an unusual look for her. Her top was a blue striped tee with a gold chain belt. She had hug tight jeans with an anchor at the back pocket. And she had red sneakers. "Well, Hillary, is it casual day at your office?" "If you are referr...

Ugly Duckling to Sissy Princess Ch. 02

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Part 1) My girlfriend, Carol, and I made love to each other about 2 times per week. She was also getting fucked on a regular basis by her jock fuck buddies. I never asked how many guys she was hooking up with on the side, but, I guessed it was at least five, because there were five jocks that she tutored on a daily basis. She put on skimpy c...

Jamie's Descent Pt. 05

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona loosened the ball gag from my mouth and I gulped in lungfuls of air. My jaw hurt like hell and my arse felt like it was on fire and I slumped straight to the floor. Immediately, I felt tears spring from my eyes as I began to realise what had just happened to me. I am not sure I could tell you what I felt at that moment; physical pain for sure, and burn...

The Lost Boy Ch. 07

by DamienDeath20 on Nov 28, 2017
Transsexuals & Crossdressers

A.N. What's this you say?? An update so soon? What is this witchcraft?? Lol hey guys, like I said I was working on stories for a while so there's gonna be a few quick posts on here :) I hope you all are happy! The Following Contains: Dickgirl fucking femboys like they were always meant to, the way nature intended XDD There is also a bit of rough sex, so...

Born to Be Ch. 07

by DamienDeath20 on Jun 8, 2020
Transgender & Crossdressers

A.N. Return to the strap on! If this isn't my favorite chapter so far, it's definitely one of my favorites x))) Buuuut chapter 8 is preeeetty awesome too ;D I know I'm a whore. The Following Contains: Interracial between a tall black lady and a crossdressing femboy. Which in conclusion creates a formula of strap on penis being inserted into femboy bott...

Honour Thy Mother Ch. 08

by JamesRussel on Jul 6, 2020
Transgender & Crossdressers

"Dude, stop daydreaming already," Alex heard Jim over Discord while his screen showed a replay of his character being gunned down without reacting at all. "Get your head out of Nilsen's ass and into the game," Jim added as Alex shifted around on his chair uncomfortably. While coach Nilsen had nothing to do with his lack of focus, Alex was not about to tell...

Four Blessings Pt. 01

by JayButte on Sep 14, 2020
Transgender & Crossdressers

***I wrote this one horny weekend in the middle of quarantine, deprived of companionship, I put my energy into writing. It's my first erotic story and I am sure there are many mistakes and continuity issues, however I honestly wrote it for my own enjoyment. Rather than never letting it see the light of day I thought I would give this a shot and see what you...

Panty Posers Ch. 02

by EROTICbearscribe on Jul 6, 2020
Transgender & Crossdressers

NOTE: This is a work of fiction. The characters appearing in this series are consenting adults over the age of 18. Any reference to past experiences by any character appearing in this story are intended to define that character. * It was almost 3 when I woke up in my roommate's double bed. Sunlight streamed between the broken slats of his plastic blinds...

Misguided Affections

by Gweh on Oct 15, 2017
Transsexuals & Crossdressers

"I really am sorry, Chris, you know I didn't mean it that way." I sat on the edge of our shared bed, stroking the short black hair of the diminutive woman beside me, her petite 4 foot eight body occasionally juddering with small sniffs and sobs, her tiny chest still rising and falling forcefully against my own C-cup breast, my almost full foot taller body...