Swallow Shemale Boss Story Stories

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Transformed Into A Shemale

by girlboybootsie on Sep 13, 2017
Fetish

I was 18 when I first had sex with a man. This is the story.... I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have be...

An Orc's Slave Ch. 07

by simmaster on Sep 14, 2017
Sci-Fi & Fantasy

I feel like this story has been too much sex and too little advancement in the story, which is something I've mostly done to make any change come more naturally instead of feeling forced. But even I am getting bored of the characters just fucking around and not doing much, so in this chapter I tried to push the plot forward. Something must have gone wrong th...

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...

Ms. Margo

by lyzunchik on Apr 3, 2019
BDSM

This is a partially true story, with some embellishments and enhancements out of my own fantasy. I'll allow you, dear readers, to wonder what is true, and what is contrived, where truth ends and fantasy begins. Enjoy. ;) Mistress Margo was waiting for me in the reception hall of Saint Petersburg Airport. I had been there a couple of times before, but this t...

Sex Counselor Ch. 1

by Anal Slave on Sep 17, 2017
Fetish

I have been a sex counselor for 10 years and I have seen a lot of kinky and nasty things in that ten years let me tell you about a few sex treatments. First off I want to tell you a little about me I am married to the biggest slut in town there is nothing my wife Candy will not do sexually she will suck a cock or eat a pussy she will fuck a man or a women it...

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:...

Jasmine Fantasies: Nylon Seduction

by silkstockingslover on Mar 31, 2020
Illustrated

All characters are 18 years of age or older. Summary: Jasmine is seduced by secret admirer in nylons. Note 1: This is an April Fools 2020 Contest Story due to not one, but two plot twists. Note 2: Thanks to NYLONSKITTY/NYLONSKITTEN for permission to use her photos. She really is a gorgeous woman and worth checking out. Plus, one old pic of me (I mean real...

The Club Ch. 01

by Rak_Sasha on Jul 17, 2018
Erotic Horror

A set of headlights turn and pull into a nearby vacant lot, stopping near one of the overhead lights to reveal a dark sedan. It's driver's side opens to reveal a man looking to be in his mid thirties wearing a grey suit, taking a long drag from a cigar before tossing it onto the ground. Stepping over it and making his way towards the building in front of him...

My Submission to Laura

by sub_hubby_steve on Sep 26, 2017
Loving Wives

1 The Reveal I arrived home early from work and an envelope addressed to "My Submissive Slut" greeted me at the door mat. I was shocked. Who was it from? Who was it for? I picked it up, it smelt of my wife's favourite perfume. The adrenaline started pumping through my body. Who has Laura been submissive for? More to the point, who has she been a SLUT for!?...

One Week In October

by ProtagorasII on Sep 14, 2017
Novels and Novellas

Part I Bloody Golf (FM+, MM) At thirty four I reckon I have weathered not too badly, at 5ft 6inches my 34-26-35 figure is fairly well proportioned, wavy auburn hair drapes over my shoulders and I am told I am "quite pretty" by those who would offer an opinion. OK I may not make page three anymore but my husband Andy reckons I am his dream girl. Married for...