Ladyboy Stories

221 results
Orientation
Length
Source
Infinite Scroll

Crossdressing at the Girls' Academy

by TiefBlau on Sep 19, 2017
Transsexuals & Crossdressers

How do I start the story of my transformation, from a young punk to a cock-hungry whore? I guess it begins with the summer of senior year of high school, a night I still look back to with shame. Those were dark times, when I was mostly a bundle of hormones and vanity. Still, I guess I need to start from the beginning. Looking back on the night, I never shou...

Job in Nana Plaza

by KIMCANCER3040 on Oct 22, 2019
Sci-Fi & Fantasy

1 Watching a livestream of Sukhumvit Road, Na knew she'd feel like a fish out of water... Bangkok... The lights, the traffic, the faces, streets brimming, floods of activity... One single city block had more people in its radius than Na had ever seen in her entire life, coming from a small rice farming village in Nowhere, Nakhon Phanom... Bangkok, Krung...

The Lab Rat Pt. 02

by TheMarlboroMan on Feb 10, 2020
Transgender & Crossdressers

New Beginnings Robin was already up and dressed for the day wearing feminine styled blue jeans with a soft white blouse. You could tell she was braless. When I woke up and was talking on the phone. It was already eight in the morning. I was surprised because I normally did not sleep in that late. I slipped into the same slip that I had worn last night to...

Letter From Hobson Bend

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I've enjoyed the letters I've read, and I wanted to tell you of my unique relationship with my dominant wife, Beatrix, "Trix" for short. I am Doctor Lionel Lithgow, author of 20 books... University professor of physics... And president of the biggest quantum physics research facility in the Western Hemisphere... But at home I'm just a...

Love Burns Pt. 07

by MaxwellSpanx on Mar 6, 2018
Romance

Chapter 42 Don could still taste the beer on his lips as he climbed the stairs inside Jessie's house. Stepping into her bedroom, he smiled as he noticed the walls were adorned with new watercolour paintings. He glanced at Jessie who entered the bedroom behind him. "Been busy, Jess?" "Busy?" "The paintings." "Oh right... They've been a welcome distraction...

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...

Compartments

by mojavejoe420 on Oct 6, 2020
Romance

Ships, particularly warships, have watertight compartments to stop internal flooding from torpedoes, bombs, or other hull damage to the ship. Sailors slam the heavy steel doors (hatches) shut and seal them tight, also known as dogging the hatches. This keeps the ship afloat during times of crisis. Military people, particularly those who have seen combat, a...

Redemption Ch. 04

by LevanaHyll on Sep 14, 2017
Sci-Fi & Fantasy

This is the moment many dreaded. If any of you are homophobic then this is not a story or chapter for you. From the beginning, I always said Lucien and his Raynes were going to form a triad, and there can be no going around it. I also knew from the get go that this story might not be particularly popular, but that's okay. I still have a few diehard fans that...

Five Into Three Does Not Go

by scribbledehobble on Sep 14, 2017
Transsexuals & Crossdressers

Note to reader – This story has both transgendered and lesbian themes. It arose from an extraordinary story I once heard that quite illustrated the difference between smut and erotica. There are two groups of lovers, one group makes love, the other has wild sex. Not for the faint hearted! Note – The story is told from the perspective of five people – Jim...

Sam and Jodie - A Fairy Tale

by 33shadesofmorg on Jan 21, 2020
Transgender & Crossdressers

THE CHRONICLES (AND THE CHARACTERS) OF SAM AND JODIE (A FAIRY TALE) PREFACE THE HORN I am looking for a unicorn. But I cannot find this beautiful and magical creature. Something so rare and special that few believe exist. But I believe. I know she is out there. I also know that when my unicorn and I find each other - boom - explosions of sparkle dust, a...