Ultimate Sissy Weekend Stories

84,140 results
Orientation
Length
Source
Infinite Scroll

The Engines of Desire

by Andreand on Aug 19, 2017
Exhibitionist & Voyeur

In the progression of our lives we tend to think the wildest of times, and most sexually adventurous, are those years that come before twenty-five, but as I write this I realize that the most exciting chapters in my sexual exploration are just beginning. In the paragraphs that follow I will try to share the experiences and feelings of a woman who thought her...

The Afterparty

by FictionWriterPete on Sep 17, 2017
BDSM

She was awakened as she had been so very many times before... By the exquisite feeling of a talented tongue lapping relentlessly between her legs. She had almost come to expect the morning ritual that she loved so dearly. Her husband Peter always managed to wake in the morning just a few minutes before she and very early in their relationship had taken to w...

Chloe's Story Ch. 01

by MandyM1 on Sep 16, 2017
Novels and Novellas

The Dilemma As the tattooist's needle pierced my delicate skin and the painful process of inscribing the company logo above my bare pussy proceeded, I began to think again of all the chaos I'd recently caused. Derrick's bankruptcy and impending incarceration, the rapes of Carla and Amber, and the anguish that awaits my husband. I knew too what awaits me, th...

The Date

by Cagivagurl on Apr 17, 2019
Loving Wives

My name is Oliver, Oliver Jackson and I am married to Victoria. We have been married for fourteen years. We were married when we were both in our early twenties; we have two children, Keith and Russell who are now into their teenage years. I work for an accountants firm and my wife Vicky works for a local automotive parts distributor as an account manager....

Meetup IRL Pt. 02

by JamieMcKafee on Mar 2, 2020
Transgender & Crossdressers

** Hi all, the story continues! I hope you all enjoy the second chapter. I'm having a really good time writing this, and there's another chapter planned after this to round off the series. Just a small reminder that as an aussie, I generally write in British English. Thus, the spelling of certain words may be slightly different for any US reader. I hope it...

Cheating and Rivals Pt. 44-47

by xleglover on Sep 13, 2017
Loving Wives

Cheating and Rivals Part 44 Jen knew Frank was close. "Remember," she said, looking into his eyes and stroking his face. Frank nodded. His muscular body was covered in sweat. They'd been fucking for almost 15 minutes (like most men, he always lasted longer the second time). His face was a mask of concentration as his body climbed closer and closer to the p...

True Lies - Redux Ch. 12

by justbobkc on Sep 19, 2017
Loving Wives

Jim - I left Nat to his fate - to the tender mercies of Adel, Bill, and Pete - and the ex-military owner-operator of that particular recompression chamber. A very good friend of Pete's who had lost his lower leg in Kandahar province but still did commercial diving work with a specially designed prosthetic for that leg and foot/"fin". As I left I couldn't...

Cost of Loyalty

by PennLady on Sep 16, 2017
Sci-Fi & Fantasy

© 2009 All rights reserved Author's note: This was a story I wrote ages ago and recently found again. I thought, what the heck. :) Votes and feedback welcome. * Damian relaxed slightly but couldn't shake the feeling of trepidation as he and his angel flew down the empty highway. Thoughts of his angel elicited a genuine smile. She wasn't an angel, of cours...

Executive Assistant

by Sman on Sep 14, 2017
Erotic Couplings

Sandra been working as a pool secretary at Logan Distributing Incorporated for just over two months when word began leaking out that the secretarial pool was going to be cut to near nothing because of computerization. The late owner, old Mr. Logan, had resisted stubbornly the idea of relying upon machines to do what people could do quite well, thank you. It...

Venus Ascending Pt. 12

by Oupa99 on Sep 14, 2017
Sci-Fi & Fantasy

Chapter 32 They gathered their meager belongings and made their way to the engineering section of Venus. Despite the late hour or maybe it was because of the early hour, 3 AM, the pathways were not deserted and they encountered several people along the way. John didn't expect any trouble and they didn't get any. They went straight to John's office and depo...