Shemale Fucks My Wife Stories

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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...

She-Male Chronicles Ch. 2

by Anal Slave on Sep 12, 2017
Loving Wives

Shemale Chronicles Pt. 2 Well here I am again bent over the edge of the bed while my wife fucks me with her strap-on dildo. I am grinding my ass down hard on her big toy and she is fucking me with force. My cock is limp and is swinging around like a big clit but I enjoy getting ass fucked and my wife loves to fuck me with her strap-on sometimes she will s...

Learning the Chocolate Life Ch. 02

by boomeronaleash on Sep 17, 2017
BDSM

It had been a week since my glorious encounter with Mistress Angie. I swear I can still feel my balls on fire. I had sent numerous IMs but no reply until Thursday. "Stop pestering me you little fuck. I'll contact you not the other way around. You'll just have to wait until I feel you are worthy of another session. Contact me again and I'll show your prissy,...

A Changed Man Ch. 1

by sub5000 on Sep 12, 2017
Fetish

Part One - Beginnings It had to happen one day I guess. I had such a collection of porn on my hard drive, that it was inevitable that one day my wife would stumble across it. It wouldn't have been so bad if it was average, everyday porn, but my collection consisted of more 'specialist' images. There were pictures of shemales with big hard cocks dressed in s...

The Surprise

by spectreofhell on Mar 6, 2018
Erotic Couplings

It's an amazing thing to discover something new. Especially when you discover something new about yourself. I had this picture of myself, see, and what I saw was a boring, middle-aged guy, slightly chubby, stuck in a dead-end office job living the most ordinary life imaginable. I wanted adventure! I wanted something new! So when Anne suggested that we have a...

Swinger's Paradise

by DickThePimp on Mar 26, 2019
Celebrities & Fan Fiction

Pure Depraved Hedonistic Sex Parody Hedonism is not for everyone. Open sexual boundaries lead to pure sexual bliss. This is a look into the world of sexual exploration with no rules. I'm a hedonist. I'm all about seeking out my pleasure, at all times. Join me and my perverted crew as we explore an open sexual world. Welcome to... Swinger's Paradise... "Bab...

Sprung Ch. 12

by jmmj5 on Feb 11, 2019
Loving Wives

For those of you that provided feedback, even negative, on the previous two Sprung endings. Thank you. I do appreciate that. Since this one is longer than either of the other two, I'm going to give a very short preview, so no one wastes their time on something they won't enjoy. Having said that, this is NOT a RaaC. While Sarah does have her affair and is pu...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...

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...