Pimp Stories

2,909 results
Orientation
Length
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Infinite Scroll

Chantal: The Real Story Ch. 01

by irxgbr on Sep 26, 2017
Loving Wives

If you have read my series 'We own a legal Brothel!' You will know of my fantasy story of how my innocent friend turned into an insatiable prostitute. This is the real? Story of what happened when she read my saga on the web. I hope you will find it far more plausible, perhaps even 'trying this at home.' If you are looking for BDSM which did crop up often in...

Living Life To The Freakiest Ch. 01

by DickThePimp on Jul 14, 2020
Celebrities & Fan Fiction

Living Life To The Freakiest 01 By : DickThePimp PARODY MEETS FANTASY... PERIOD! TRASHY + SLEAZY × WILD, CRAZY AND FUNNY ÷ PERVERTED = A DAMN GOOD TIME IT'S FUCK O' CLOCK, BITCHES! At 7/11 in Hollywood pumping gas... Ahhhhhhh. "GOD! YOUR COCK IS WRECKING MY PUSSY... AND I FUCKING LOVE IT!!!" "Sweet sweet Gianna pussy. Love ya, big sis." "Love you too...

Kathie Lee Gifford Elevator Slut

by DickThePimp on Sep 14, 2020
Celebrities & Fan Fiction

Kathie Lee Gifford Elevator Slut By : DickThePimp Just chillin' in the elevator at 30 Rock. The operator dude isn't paying me any mind so I blaze up. Elevator stops. The doors open and in walks the one and only, Kathie Lee Gifford. Damn... I've had a thing for this bitch forever. She still looks good though... especially for 66. White tank top and bra, whi...

Freaky Friday

by DickThePimp on Jul 25, 2018
Celebrities & Fan Fiction

THIS IS A MOTHERFUCKING PARODY HOMEY... IT IS NOT REAL... BUT ITS FUCKING HOT This is my homage to one of my favorite movies... Friday... This is like the white trash cousin version of it... It's sleazy, kinky, filthy and oh yeah, it's freaky as shit... Blaze a blunt or pop open a case of Bud... Or both... Get ready to get freaky... Enjoy CAST: Dick (Me)...

Meeting the Master Ch. 01

by StrangeLife on Sep 13, 2017
Novels and Novellas

My loving wife dropped what she was doing and sat down at the table across from me with an expression of total incredulity. "WHAT did you just say?" Guess I had her full attention now. Good. I drew a silent breath and repeated my question. "Are you having an affair Ruthie?" A simple six-word sentence but loaded with potentially life altering implication...

Ten Tips for the New Prostitute

by IrresistibleBeauty on Sep 11, 2017
How To

Note: this website does not encourage illegal activity. Prostitution is legal in some jurisdictions. Please check your local laws. * Every so often I get a note from someone, asking me how to get into the "business". It usually comes from a girl, late-teens, and I don't think the message is necessarily sincere, but it comes from a matter of intrigue. Unles...

Property To Be Pimped

by desireethtttv on Sep 11, 2017
Transsexuals & Crossdressers

It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really didn't care for me dressing up, jealous of my clothing expend...

Colors Ch. 03

by Joe Wordsworth on Sep 16, 2017
Non-Erotic

Colors (1981) - Pt. 3 - Jo(h)n Took to the street last night. Covered up and made my way out along the places in between. Didn't feel like being seen. Not a fear night. Pure work. Night was scary enough without me helping it along. Felt like it was gonna rain, never did. Storm working up the courage to storm. Happens now and again. Saw the whore, again. W...

Confession Ch. 01

by JGWanderer on Sep 2, 2017
First Time

I was enjoying, if that's what one can call it, another ritualistic Saturday morning. My coffee cup was filled with Starbucks, a donut rested on a napkin on my kitchen table, Sportscenter played in the background and I was thumbing through the local alternative paper much too early for a late 20's, healthy and virile male that should have be sleeping soundly...

The Lap Dancer Ch. 01

by Travel_by_day on Sep 16, 2017
Transsexuals & Crossdressers

"So, what should I wear to a Pimps and Whores party?" I asked Sarah. Sarah was my roommate Jim's girlfriend, and had just told us Jim and myself about the upcoming party. "It's Pimps and Hos, and you dress up like pimp. Or a ho," Sarah said. The day of the party arrived, and Jim and Sarah went to Sarah's house to get ready. I got dressed up like a pimp wit...