Sex Interview With A Shemale Literotica Stories

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A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

"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...

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...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

The Spider's Brothel

by Miles63 on Sep 13, 2017
Erotic Horror

Author's Note: Well, a chapter of a story I have been working on has been deleted as my external hard drive is bust! So I finished this story for the Halloween contest, a late late entry but enjoy. This has since been re-edited on 10/25/2013 as I feel the bad grammar mistakes have effected the rating of this story which is unfortunate as I'm very proud of t...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Life's Changes Ch. 14

by Scribler on Sep 19, 2017
Fetish

I awoke to a gentile kissing of my neck. It felt so good that it brought a smile to my lips. I was almost positive that it was Bill kissing me, but I couldn't sure. I enjoyed the feeling so much that I made believe I was still asleep so whoever it was would continue. I next felt my sides being touched then a hand on my tummy "I can see you smiling, you snea...

Jimmy Olsen Shemale Bimbo Ch. 01-02

by tawnysuede on Sep 17, 2017
Celebrities & Fan Fiction

Chapter 1 - Junior reporter on the job! Jimmy ran the brush through his shoulder length hair one more time and stepped back to admire himself in the full length mirror. The wig looked good. It was the same wig he wore each time he dressed up. He took the cap off of the lipstick tube and applied a generous coating of the scarlet wax to his lips, and then bl...

A Gift in Disguise Ch. 14

by Talespin on Apr 2, 2018
Novels and Novellas

"Murph really likes you, Tom," Bethany said softly while we walked hand-in-hand to her car. "He seems like a very nice guy," I answered. "And he obviously thinks the world of you, too." "He's a good judge of character," Bethany said as we approached her car. "Humble much?" I chided her laughingly. "I meant yours!" she responded with a good-natured punch...

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:...