Sissy Machine Stories

38,061 results
Orientation
Length
Source
Infinite Scroll

Futa Cum Laude Bk. 01: Daphne & Umi Ch. 04

by Teagan_Cascade on Apr 20, 2020
Transgender & Crossdressers

3 Mallory turned on the water at the bathroom sink and waited, eventually running her fingers across the sprout. Once the water steamed, she pulled a plain white hand towel from her pocket and soaked it until it grew fat and dripped. She looked up and caught her reflection in the dingy mirror. Mallory hadn't slept well, and it showed in her tired, bloodshot...

American Gigolo in Tokyo Pt. 02

by RealDealNSac on May 12, 2020
Interracial Love

In my last chapter I had come home from Japan, having impregnated thirty Japanese women, not of my own accord. Due to an accident, that now I truly believe now was not accidental at all, had me laid up in bed for almost two months. I had been given drugs that incapacitated me so thirty women could use me and my cock as an insemination machine to get themselv...

Kapoor Sisters - After France Ch. 02

by nextcenturyromeo on Jun 8, 2020
Celebrities & Fan Fiction

That night as Karishma lay in bed in her room, her phone beeped. She picked it up. It was a text from her sister. "Hey, how are you doing, sis?" Kareena had written. "I am great! How are you, Bebo?" Karishma replied. Kareena: On top of the world. How was your day? Karishma: It was fantastic! Kareena: Is Romeo still as much of a bastard as he was i...

Wedding Anniversary Fun

by Nakedcat on Mar 10, 2020
Loving Wives

Sally and Simon had gone away to the beach for their 6th wedding anniversary. They had a great day chilling both on the sand and in the sea. Sally had worn her skimpy bikini which got Simon's attention, not to mention a few other men slowly walking past them. As the day drew towards evening they packed up and headed back to the hotel to freshen up for dinner...

Letter from West Whitacre

by justincbenedict on Dec 2, 2019
BDSM

Dear Shoeblossom One night, some years ago, I came home late from work, and at the time, I had a tenant, Pilcher. Pilcher has always had the hots for me, he was just a friend for the longest time, and then I found out he had two avocations--one was to move out of his parent's basement, and the other was a deep interest in BDSM I had once shared my group...

Lincoln Center Encore

by westerntiger on Oct 6, 2020
Erotic Couplings

(A Dylan James Story) This is the follow up to my story Subway Encounter. This is another story of Dylan James as a young man in New York. Dylan was introduced in the One for the Road series. Hope you read the whole series and enjoy. Thanks for the positive feedback. * He noticed her when she first came into the bar; her olive skin contrasting nicely wit...

After School Aquatics: Next Year

by Leon22 on Sep 18, 2017
Erotic Couplings

This story takes place in the Westville High series created by Zaxxon. He's been most gracious to allow me the use of his characters and I want to thank him again for all of his help and ideas for this story. This story takes place between my previous tale "Back To School: Ski Trip" and Zaxxons "Westville High Sluts Ch.1". I recommend you read the Westville...

The Demure Divorcee

by mellors14 on Feb 11, 2019
Erotic Couplings

The room felt very strange to Katelyn. But everything had felt strange since she'd walked out on her husband. She was in the guest bedroom of her best friend from college, Emily. She had stayed in the hotel as long as she could. But just as the money was about to run out, she'd gotten a call out of the blue from Emily, who'd asked if she needed a place to s...

Vanessa's New Life Ch. 10

by VanessaEvans on Sep 19, 2017
Exhibitionist & Voyeur

This is part 10 of my Journal. I started writing it when I made a bold decision to change my life. I left my dull existence in North Wales and went to work as a Housekeeper for a man in the East Midlands of England. It is a decision that I will never regret. I have never been so happy and never had so much pleasure. Vanessa * Week commencing May 10 Bri...

Ann: The Married Years Ch. 20

by mimaster on Jun 4, 2019
BDSM

© 2019, All rights reserved -- mimaster ~*~*~*~*~*~*~ Ann's hand trembled as she reached for the cassette player, her index finger lingering over the button that would make it play. Nervously pulling it back like she had the previous three times, the pit in her stomach was making it impossible for her to press it. She kept stopping to look around the caver...