Streetwalker Stories

352 results
Orientation
Length
Source
Infinite Scroll

Molly the Hooker

by fiscalcelery1 on Jun 19, 2019
Erotic Couplings

10,000 Euros. The sum seemed extraordinary, but that's what Molly needed to get back home. Molly Xiu was an attractive, bright, co-ed attending Houston University. Barely 19, she had a petite, yet sexy figure. She was 5'0 flat, and had a modest chest, as most Asian women did, but a plump, ripe ass that was to die for, toned by many years playing Frisbee. S...

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seems to have moved the business on-line in recent decades, just like porn theaters and peep shows have been mostly been replaced by their digital equival...

The Harem Ch. 01

by gwen_roxie on Sep 13, 2017
Novels and Novellas

Chapter 1: The Arrival The first thing Judy noticed as she regained consciousness was that she was warm. The last thing she'd remembered was lying down in a pile of garbage in some cold back alley. Sure, she could've huddled around a garbage can fire with the rest of the homeless and runaways, but she didn't trust anyone and preferred to stay alone in the s...

The Meeting

by InYo on Sep 13, 2017
Erotic Couplings

You're nervous as you approach the hotel door, knowing that you're finally going to meet me after all this time. You and I have talked extensively, so you dress how you know will drive me wild. Your wearing a short black dress that flares from the waist, but is tight otherwise, with thin straps, a scoop neck and a low back. Your also wearing black silk thong...

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...

Show & Tell Ch. 15

by murphtsurf on Sep 14, 2017
Erotic Couplings

The two weeks in Florida were great, very relaxing and just what I needed. I only hoped that Elle would feel the same, especially when I had to spend most of another week in North Carolina on business, before I came back..., alone! I'd also read the pamphlet that Kat had given me, found it very interesting and I'd done some research. If it turned out to be...

My Boss And Me: Quickie In A Corner Ch. 02

by AngelicaPink on Sep 16, 2017
Interracial Love

2: At my place "Damn! I really need to go do laundry." I said to myself looking at my almost empty lingerie drawer, trying not to freeze to death given that I was just wrapped in my bath towel. It was Sunday and I planned to stay home anyway, but I needed underwear. With nothing more to put one except one of my insanely expensive bra and panties set, I deci...

My Pet Meg Ch. 01

by MegsMaster on Sep 14, 2017
BDSM

Meg got in the shower at a quarter to 8, as she'd been instructed, and couldn't help touching her pussy furtively as she stood under the hot water and thought about what was going to happen. Even though he'd told her she wasn't allowed to, and she knew he'd punish her for it later, she couldn't help sliding a hand between her legs and massaging her clit, and...

The Right Girl for the Job

by Stephen_Heathcote on Oct 13, 2017
Transsexuals & Crossdressers

"If you aren't here for sex, then why are you here?" Lacey asked. It was a reasonable question, given that we were sitting in the bar area of a brothel. "I have some very specific fantasies, things that I would never ask a civilian to do," I said. "Why not?" "Too embarrassing. I don't even know if I can tell you," I said. "There's nothing you can tell me...

Role Playing with Michelle Ch. 04

by gunhilltrain on Oct 15, 2018
Erotic Couplings

The stories in this series were written at least a year ago before I knew about Literotica. The previous one (chapter 3) is posted here. If the object of the New York authorities were to increase prostitution and depravity, they could not better accomplish it than by their present policy towards the unfortunate class that everybody endeavors to ignore, but...