Shemale Suprise Stories

1,639 results
Orientation
Length
Source
Infinite Scroll

Monster Fever

by Armphid on Sep 25, 2017
NonHuman

A cool wind blew over the parking lot high atop the sharply sloped hill; curling around the repeating pattern buildings that made up the suites of off campus student housing and bearing with it the crisp scent that promised a fine October evening. The buildings were sharp and clean looking and for the most part, uniform and static. But here and there, hung...

Mistress Agnes Ch. 22: Conclusion

by LopendVuur on Jan 5, 2018
Novels and Novellas

Half an hour later they were on their way, Mr Winfield and his hounds in his buggy, his sons and young helpers on horseback. Dennis was on the box with John, who was starting to get really fidgety, not surprisingly since John had no means to defend himself at all. His own mood surprised him more, ever since seeing the beaten-down shape of the mother at the t...

AnimeCon Harem Pt. 08

by FortySixtyFour on Sep 14, 2020
Novels and Novellas

"I've... never showered with another girl before," Megan said uneasily. "Scrub scrub scrub!" Rebecca instructed cheerfully, taking the girl by the shoulder and turning her to face the other direction again. She needed to finish working this sopping mass of suds into Megan's hair. "Okay, yeah," Megan agreed, self-consciously squashing her breasts against he...

The Teamviewer Mature Files

by jothesmo on Apr 23, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. * The computer screen shone light upon my plain-white panties and bra, making them glow obscenely atop my peachy white skin. Since the divorce, I'd become brave in private and crossdressed on occasion. That sometimes ended up all day. The webcam was on, but I wasn't in any kind o...

Awakening: 7 Slutty Blackmail Tasks

by silkstockingslover on Mar 20, 2018
Illustrated

Summary: MILF's sexual awakening by being forced to do 7 slutty tasks. Note 1: This is an April Fool's Day 2018 Contest Story so please vote. Note 2: Thanks to DARKBREEZLY for collaborating with me and creating all the illustrations that bring this story to life. Note 3: Thanks to: Tex Beethoven, thor_p, Robert, and Wayne for editing. Note 4: A warning:...

Life is a Runway

by Fred190666 on Nov 26, 2017
Transsexuals & Crossdressers

Notes from the author: Hi again everyone. To my own surprise, I managed to squeeze a little extra idea from my youthful memories for a story. It's a Lady and the Tramp type of romance with a glider championship in the background. Fair warning to all: this story has A LOT of background material... I hope it's not too much and that you will all still enjoy you...

The Rise and Fall of The Queen of Hearts

by Stormbringer on Sep 19, 2017
Interracial Love

A Golden Shower Universe story Copyright 2013 by Stormbringer * Olivia Queen Hart turned her BMW on to her driveway and honked the horn twice. It was a little ritual she did to inform her husband that she'd made a sale. Sure enough, he came out of their lovely three story house with a broad grin on his face, their five year old daughter in his arms. "Cong...

Starlight Gleaming Ch. 18

by TJSkywind on May 7, 2019
Sci-Fi & Fantasy

Summary: Newly promoted Field Commander Ranji Kandikan has returned to High Guard War Base. With the help of the Empress' Personal Household Guard and the 67th Armored Division, as well as Janetta, Doyya, and Sowitwee, those loyal to Commander Voyacherno are defeated and Voyacherno himself is taken away under arrest. Tonca was beaten in personal combat and...

Questionable Heroes

by Porridgemcgee on Sep 16, 2017
Novels and Novellas

Oscar is a down on his luck thief who starts dreaming the future. Robyn is a high school science teacher searching for answers after her mother is murdered. Romeo is a dangerous assassin plotting to infiltrate a secretive Columbian drug cartel. Johnny is an ambitious and manipulative nightclub owner looking to move up in the world. Zulse is a geeky unive...