Shemale Sex Porn Story Stories

702 results
Orientation
Length
Category
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Infinite Scroll

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

This Story Sucks Ass

by YANKEE DAN on Sep 15, 2017
Humor & Satire

Part 1, The Intro Some very few of you may know who Matt is. For those of you who do not let me make a short story even shorter. Matt was sucked into a dimensional portal created by the meeting of two very special books, soon after he met up with some shemales who turned him into a girl and banged him. Afterwards, he ran afoul of a tribe of penguins, and fl...

Genie Chronicles - Make a Wish 03

by BebopJet on Sep 19, 2017
Sci-Fi & Fantasy

A big thanks goes to Joe Brolly for the original Genie Chronicles. As many people have done, I'm simply taking his original story format and giving it a twist. Fair warning, lesbian and futa (shemale) sex will feature heavily in this storyline. Thanks to Ultrafem, Stickymon, NinjaKitty, and Anasheya for drawing pictures that inspired these stories. Milla Jov...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...

BBC Lover's Interview on Stage Ch. 03

by ndeavour on Jan 29, 2020
Interracial Love

The past 9 months had been a very wild time for us. "Us" is me, Nancy Wladczyk, and the other part of "us" is my husband Ted. While I figure that anyone reading this on Literotica can find out about me by reading the first two parts of this, and, even though I don't get a damn thing out of it as an amateur author, you SHOULD read them since I don't really...

Secret Makes Him a Cuckold Bitch

by Subkoksukr4u on Jul 29, 2019
Fetish

Getting caught doing something kinky or sexual for some people is a turn on, for others it's humiliating. There's lots of different variations. Like when you get caught doing something with another person or get caught doing something by yourself. Anyway way you slice it, getting caught can be embarrassing to some degree. This story is about someone finding...

Oops, I Did It With Britney Pt. 04

by britneyfan on Sep 14, 2017
Celebrities & Fan Fiction

6. I'm A Slave 4 U We were both still a little sticky from the sweat and cum of our hot, passionate sex together, so Britney led me through to the massive en-suite bathroom that led through from her bedroom. The bathroom was decorated with the same height of expense and taste as the rest of Britney's suite and the huge shower was easily big enough to fit th...

Shemale Stories: A MILF Fucked

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Lonely MILF walks in on teen girl masturbating and.... Note 1: Thanks to Hernandez for doing the photos for this story as well as the plot bunny that led to the final story. Note 2: This is a 2017 April Fool's Day Contest story so please vote. Note 3: Thanks Tex Beethoven, Robert, goamz, With my daughter Simone away at band camp as a counsello...

Shemale Tales: The Christmas Party

by silkstockingslover on Sep 2, 2017
Illustrated

Summary: Young woman discovers the perfect man... a woman with a dick. Note 1: This is a Christmas 2016 Contest Story so please vote. Note 2: Thanks to TexBeethoven, Robert, Dave, and Wayne for editing. Shemale Tales: The Christmas Party I'd been working at the firm for only a couple of weeks and originally wasn't planning on attending the staff Christ...

Sister's Shemale Friend

by silkstockingslover on Sep 12, 2018
Illustrated

Sister's Shemale Friend Summary: Family seduced and dominated by an irresistible shemale. Note 1: This is a Summer 2018 Contest Story so please vote. Note 2: Thanks to DarkBreezly for creating the pictures in this story. Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story. I came home from work a couple hours early, as our manager...