Sissy Prostitute Stories

12,544 results
Orientation
Length
Source
Infinite Scroll

A New Life for Debbie Ch. 06

by dan57 on Sep 14, 2017
Erotic Couplings

Uncle Archie always did what he had decided. He waited eight months, coming regularly to follow the growing bulge of Debbie and her daughters' bellies, fucking them all as often as he could afford. The four girls were now quite used servicing him. Debbie and Janet had the less impressive bellies as they had only one baby on board. The bellies of Samantha and...

A Wife Swapping Holiday Weekend

by SlyDog969 on Sep 13, 2017
Loving Wives

My wife Sonja and I enjoy role playing and exploring new areas of our sexuality. My wife is a hot and sensuous Latin female with long dark hair, large tits, and a very sexy body. We are friends with another couple Katia and Fernando whom we play with on a regular basis. We all decided to go on a joint holiday over a three-day weekend, a wife swapping doubl...

Michelle's Continuing Affair Ch. 03

by robertl on Sep 16, 2017
Loving Wives

At the conclusion of the last story, Tuesday night I had asked Michelle to read the story, including Jacqui and I expressing our love for each other over Memorial Day. She cried, I cried and we weren't able to have sex with each other that night. Before she read the story and went to pieces, she talked briefly about her trip to Reno with Mike, including the...

Reunion

by CharlieB4 on Sep 15, 2017
Loving Wives

Hi everyone, Here is a twisted tale that I hope some of you will enjoy. I've tried to approach a common plot line from a different angle. It was getting a bit long so I decided to split it into bite sized chunks. Now to my problem, I've finished three chapters but I'm stuck on the fourth and final installment. So that's where you come in, I'm going to post...

Devil in the Red Dress Ch. 03

by Hand_On_The_Quill on Sep 16, 2017
Loving Wives

AUTHOUR'S NOTE: As before, apologies for the long delay between chapters – I don't get paid enough to sit about and write all day, sadly. This chapter is much more explicit and hardcore than the previous two, which I recommend you read before getting into this one. Story contains a wife being naughty out of wedlock. If this offends you, you can either (like...

Consequences, Abigail

by Scorpio44 on Sep 13, 2017
Romance

[Consequence: the results of an action, belief or circumstance. Some are intended, and some are unintended. This is a story about both kinds. There is sex in this story. Loving, delightful joining. The story could have been placed in Erotic Couplings, Mature or Romance. I flipped a coin and it came up Romance. Your comments and votes are encouraged. In my ex...

Our Very Own Slave Slut

by AlexandraMendez on Sep 13, 2017
Erotic Couplings

ALEX I've been dating my boyfriend Scott for a year now. We used to work for the same company in the same city, but he got posted in another country (three hours away by flight), where he has been staying for the past 6 months. I didn't even think I would fall for Scott. Certainly, he wasn't my type. I've always fallen for tall, dark haired, athletic guys....

Cheating and Rivals Pt. 11

by xleglover on Sep 13, 2017
Loving Wives

[Continuing Book 1: Cheating] "How was Carrington?" Mike asked excitedly. Jen got home late that afternoon and it was the first time they'd had a chance to talk (they'd just put Anna to bed). Jen gave him an innocent look. "Carrington?" she asked pretending not to understand. "Come on," Mike urged her. He was done with the cheating role playing, he want...

Mellow Yellow Ch. 10

by miskeivitch on Sep 16, 2017
Interracial Love

Chapter 10: Susan’s Ethical Problem I put our baby to bed and sat down at my computer. Melinda was working a shift as an evening nurse so this would be the ideal time to download the day’s e-mail. In the middle of the evening’s spam was an e-mail from Susan Wu, who had been so kind to let us stay with her when we were in Hong Kong. Susan always had interest...

Dark Angel: Nark Ch. 02

by inyotefi on Sep 17, 2017
Celebrities & Fan Fiction

Authors note: I dunno, there's something different about this one. I struggled to find the right balance of story-telling and smut; after all this is still a 'stroke-story' as I amusingly read somewhere once (I think it was in one of Supman's stories). Anyway I'd appreciate you guys hitting me back with a few comments so that I can know I still have a handle...