Shemale Surprise Stories

136,276 results
Orientation
Length
Source
Infinite Scroll

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...

Friends and Foes Ch. 01

by ingarlm on Sep 19, 2017
NonHuman

Note: This story contains m/m and m/f relationships and sex scenes from the start. This is the follow-up story to Cats and Dogs, but I hope that you can still get the story if you haven't read that. This is about a team of werewolves, panthers and lions who carry out missions on behalf of the Were 'government'. In the first story they destroyed a research l...

Saint Ives Whelan Chronicles Ch. 19

by mokkelke on Sep 19, 2017
NonHuman

SIW : Christopher Saint Ives – Whelan. Here we are with the update. Many thanks go to JazCullen for being my rock and a super duper proofreader. The same goes for all of you in The Guild, love and crave the accurate feedback that only makes these stories better. Lastly another thank you for Asylumseeker for doing the final edit. Enjoy the read, we're neari...

Scarves

by pennyjustice on Sep 12, 2017
Group Sex

Special thanks to editors DaneW and kasmith05. ***** It was a peculiar dilemma. I wanted so badly to see and move, but all I could do was sit and wait. My hands were bound behind me around the back of a wooden dining chair. The restraints were smooth and sheer: a feminine scarf made to keep hair, not wrists, in place. A thicker black scarf looped around my...

A Couple's Toy Party

by EZ_CUM_EZ_GO on Sep 11, 2017
Toys & Masturbation

A few months ago, a woman I work with told me that she was doing these adult toy parties on the side, and asked me if I'd be interested in hosting one at our place. Now, I'd been to toy parties before, had enjoyed going, and had managed to collect a few interesting things when doing so. The difference in this one was, it was for couples. That I was surprised...

Sisters, Friends, and Lovers Ch. 12

by SteveWallace on Sep 13, 2017
Group Sex

Jane got nervous again on our drive out to the Reddick's home on Saturday evening. Her jitters got all of us a little worried about the evening until Fran became aware of what was going on and called us all on it. "Hey, everyone. I can understand Jane's worries about meeting a new group of people who all want to jump her body ... or she wants to jump theirs,...

A Fat BlackOldWomanLove Story Ch. 04

by BlackOldWomanLove on Sep 15, 2017
Mature

Elevator Dreams I'm flattered by the many nice and inspiring responses of the stories I wrote so far. Many are from men, some of women. I've received one from a woman of my own age. She is, just like me, a fat black old woman. We've started a chat session and she told me about a young white man, who lives in the same apartment building. I encouraged her to...

Kros Voyeh Ch. 08

by Isemay on Jun 5, 2019
Sci-Fi & Fantasy

Notes: 1) If you see this anywhere but Literotica, it isn't supposed to be there! ***** At dinner, Lislora took her seat with the two younger women in coarse grey gowns. Isonei was seated with the sisters so that she could converse more easily with the Sellac, something some of the younger sisters seemed to disapprove of. Lislora was aware that they'd ha...

Packer Does the Office Pt. 02

by Stories_From_the_TV on Feb 7, 2018
Celebrities & Fan Fiction

This is set in the TV show The Office. This story focuses on the character Packer and a lot of the lovely ladies of The Office. This will be quite different to my other stories, it will be a collection of quick tales, all in one story, of Packer seducing various women of The Office. To denote when these stories are taking place I will state which season an...