Tranny Surprise Stories

136,341 results
Orientation
Length
Source
Infinite Scroll

The Neighbor's Naughty Daughter

by lovecraft68 on Sep 25, 2017
Group Sex

Author's note:Welcome to my second summer contest entry, Been awhile since I posted in the group sex category and what better time for a hot threesome, than summer time? Enjoy! Lovecraft68 * I leaned against the bar watching the action out on the dance floor and couldn't help licking my lips. God bless summer! Everywhere my eyes wandered, I spotted exactly...

The Re-Purposing of Alouette LeGran

by DarkLordPriapus on Sep 15, 2017
Fetish

I arrived at the handsome estate on a rather messy and dreary evening in the late of fall. The sky was full of bloated, dark grey clouds that were ready to burst upon the Earth below at any second. Already the slow leak of drizzel had filled the air with the tossing and twirling of small, watery spouts that landed like gossamer upon the limousine windows and...

Making More Dreams Come True

by Writer345 on Apr 4, 2018
Transsexuals & Crossdressers

Just a couple of points, this story is written in British-English so the spelling and grammar may well differ from that of the particular dialect in which you were educated. It is also FICTION: anonymous please take note! The events depicted in this story take place in the months following the end of Making Dreams Come True and so may possibly make more se...

Heartbreak Or Happiness?

by sexygirl76 on Sep 13, 2017
Romance

Chapter 1 Amanda Watson walked down the dark deserted street. She was shivering in the jean jacket, halter-top and mini skirt she was wearing. She knew she should stop somewhere and pull some warmer clothes out of the bag she was carrying but she just kept walking. The heels of her boots clicked on the pavement as the wind went right through her skirt and m...

Bella Ch. 02

by Whitesocks on Sep 14, 2017
Mature

The short fat man swirled the brandy and then raised the glass and inhaled the heady fumes. He smiled when he considered that it cost the equivalent of a day's wages for many of the people living in his country. Life was good. Before he walked towards the balcony doors to open the drapes he turned off the room lights. Even though he was in the penthouse of...

In the Name of Desire

by mystic_rose on Sep 15, 2017
Erotic Couplings

Disclaimer: In The words of Mark Twain "Persons attempting to find a motive in this narrative will be prosecuted. Persons attempting to find a moral in it will be banished. Persons attempting to find a plot in it will be shot." In other words.. It is JUST a STORY. It bears no real life meaning. These ideas are fictional and for the purposes of entertainment....

Three Kisses, One Past

by YDB95 on Sep 13, 2017
Erotic Couplings

I know everyone has their Christmas rituals, reading A Christmas Carol or watching It's a Wonderful Life and so forth. Mine is reading the last few pages of The Great Gatsby, where Nick waxes nostalgic about the "thrilling returning trains of my youth". From the first time I read that, when I was a kid from the slums trying to fit in at my ritzy private scho...

Daddy Longlegs

by masterandmargarita on Dec 24, 2019
Erotic Horror

CHAPTER 1: A Trance Encounter Kate scribbled through her paperwork like she was trying to fail a test. She anxiously tapped her foot on the hardwood floor and flipped through page after page, jotting down all of the required of initials. Claire admired Kate's headshot on her driver's license. Her full name was Katherine Ann Thompson and she was a petite bl...

Swipe Right Ch. 04

by amb_anonymous on Jun 5, 2019
Transgender & Crossdressers

At this point of the story, Sam is completely gone. His transformation to Samantha (in both body and mind) is complete. Samantha is happily married to Sasha, with Megan as their live-in servant. On the night of their first anniversary, Sasha asks for Samantha's blessing to date her sister Justine. Story note: The family does have young children, but I don'...

Take On Me: Let's Do It Again

by cadeauxxx on Mar 27, 2019
Celebrities & Fan Fiction

Author's Note: This story is completely fictional and did not happen. All characters and names are fictional and were made up. I do not make money from these stories. Please do not copy and plagiarize my work. For the readers who have been requesting a sequel to Take On Me, here it is! At long last, I am happy to present this to you. Thank you for all the k...