Streetwalker Stories

672 results
Orientation
Length
Category
Source
Infinite Scroll

Streetwalker

by slyc_willie on Sep 13, 2017
Erotic Couplings

(This is an official entry into the 2008 Halloween story contest. I hope you enjoy this little tale. Don't forget to vote, and please, read all the other contest entries.) ***** Stacy eased herself onto the bus stop bench, nervously glancing up and down the darkened street. This Halloween night was cool, wet, sticky; rains had recently fallen, making the s...

My Wife as a Streetwalker

by ttor 50 on Sep 17, 2017
Loving Wives

I came home from work excited about our night out. We were going to celebrate our twenty-fifth wedding anniversary. My wife met me at the door in a short red dress that was very low cut in front and plunged in the back nearly to her but crack. She told me we were going to live out my fantasy of her being a streetwalker as anniversary present. I immediately...

Tips for the New Streetwalker

by Martika_Duponte on Sep 1, 2017
How To

Hi, allow me to introduce myself. My name's Martika. I'm 30 and I'm a 3rd generation prostitute and I've been so for the last 16 years. I've always worked the streets, never even bothering to think about any other form of prostitution. Streetwalking is the one for me! So I know my shit, right? Right! So let's get on with it! Attitude ; attitude is ever...

Courtney Love Streetwalker

by DickThePimp on Jul 25, 2018
Celebrities & Fan Fiction

THIS IS A PARODY... IT IS NOT REAL This is my new series about famous women giving in to their deepest, darkest sexual urges and becoming prostitutes... First up is Courtney Love... Enjoy *** Courtney Love had decided she wanted to become a streetwalker, because her acting and music career had hit a snag and mostly because she craved dirty, cheap sex. She...

Chelsea Handler Streetwalker

by DickThePimp on Aug 21, 2018
Celebrities & Fan Fiction

This is a parody... It is not real Chelsea Handler had been a slut for awhile. She has blown producers and comics, anyone that could help her career. She has always enjoyed using her body for her career, so it always made her cum real hard. She has a great body she's tall, has nice legs, a nice ass and great tits. She loves showing her tits. She's always po...

New York Taxi Driving Tales Ch. 02

by gunhilltrain on Apr 9, 2019
Reviews & Essays

Streetwalkers were readily visible in New York during the 1970s; that was accurately depicted in Taxi Driver. I often saw them when I was driving a cab myself in 1978-79. The Internet and police pressure seems to have moved the business on-line in recent decades, just like porn theaters and peep shows have been mostly been replaced by their digital equival...

Stephanie McMahon The Streetwalker

by DickThePimp on Jun 4, 2019
Celebrities & Fan Fiction

SEX FICTION... NOT REAL I was sitting in the WWE Headquarters office of the one and only Stephanie McMahon. She and I know each other very well. We used to go out. We've shared some fun memories over the years. Stephanie walked in and greeted me, hugging me, kissing me on the cheek. "James... long time no see. How have you been dear?" "Great. You're looki...

More Tips for the New Streetwalker

by Martika_Duponte on Sep 1, 2017
How To

Hi, allow me to introduce myself. My name's Martika. I'm 30 and I'm a 3rd generation prostitute and I've been so for the last 16 years. I've always worked the streets, never even bothering to think about any other form of prostitution. Streetwalking is the one for me! So...on with the programme! Panties! There's no need for them! Whores need clean air arou...

My Wife Becomes Whore to a Gang Ch. 02

by Veri on Sep 26, 2017
Loving Wives

(as my wife settles into her new dual role as lawyer and streetwalker to a gang things take a surprising turn at the end as a gang member takes her as his own for the weekend. I have taken some of the criticisms about part one and worked on a much more final ending for part two, although there is more to come. Is all of this true? Of course not. Is it all fi...

My Wife as a Bar Slut

by ttor 50 on Sep 13, 2017
Loving Wives

It took six weeks for my wife’s body six weeks to recover from her adventure as a streetwalker. She had to wear a very tight bra for the first month in order for her large breast to return close to their previous shape. They once again had the shape of nice size melons. All of her bruises had disappeared and her pussy and ass had tightened back up. She co...