Chaperone Stories

1,440 results
Orientation
Length
Source
Infinite Scroll

The Emascualtion of Henry Smith

by ShelbyDawn57 on Mar 3, 2020
Transgender & Crossdressers

1. "Yeah, divorces are expensive because they're worth it." I joked to Tony, the bartender as he handed me my drink and pretended to ignore me as he turned back to the Cowboys/Giants game on the TV over the bar. I'm pretty sure that if I had been drinking something less expensive than the 18-year-old Macallan in my glass, the bartender might have been even...

Fifty-One

by chasten on Jul 6, 2020
Romance

This is written as part of norafares and Bebop3's "50 Ways to Leave Your Lover" event. To be up-front, it's not a quick story and the young woman who is the protagonist is pretty damaged. So, if you're looking for a quick hit of romance or sex, this might be one to skip over. For those for whom the nonexistence of cellphones, let alone the internet, is som...

The Shooting at Our Merciful Lord

by Malraux on Sep 18, 2017
Loving Wives

My thanks to blackrandl1958. ***** Chapter 1: Complacence and Discontent Every life has physical or emotional tragedy that must be endured. Suffering is part of our condition. A birth defect, an accidental crippling, an early demise: all lives include tragedies, eventually. The great tragedy of my personal life came to light because of another tragedy, a...

Jack's Snow Day

by BurntRedstone on Sep 18, 2017
NonHuman

Author's Notes: 'Jack's Snow Day' is the fifth story in the saga of Jack Danner. Minimal effort is made in this tale to explain the backstory so it is highly recommended you read the previous stories in the following order: Jack's New JobJack's New PositionJack's Daily GrindJack's Wage Slavery Parts 1 & 2 All characters engaging in sexual relationship...

To Tempt the Devil Pt. 01

by ms_girl23 on Sep 12, 2017
Romance

Prologue: The Island, 1813 The woman stood on the shores of her homeland, gazing out to sea. In the distance, the ship was but a speck, no longer visible. The children had left, at last, as shehad always known they would have to.Their father had come to take them away. After seven years, he had finally come. It was too soon. She had been setting her plan...

Escape From the Harem

by Emma1994UK on Sep 15, 2017
Novels and Novellas

Chapter 1. The most opulent chambers in Topkapi palace belonged to the Sultan. The great hall was decorated with finery from all over the empire. The floor and walls were covered with blue, green and white tiles with abstract patterns on them. These were local from artisans in Constantinople. The floor was covered with deep blue rugs with flower patterns. T...

Some Truth

by kemander on Sep 15, 2017
Loving Wives

Chapter 1 Starting out This is a sad, but true story. Let me begin by saying that my Father always told me as a kid, "Keith, any man that uses bad words in his language only shows himself to be a person who isn't intelligent enough to use the greater amount of words that he could have, to express himself politely and properly." Well, an awful lot of what h...

Silvertree Chronicles Bk. 01 Ch. 35

by EmotionalStorm on Jun 8, 2020
Sci-Fi & Fantasy

Silvertree Chronicles Book One, The World Awaits, Chapter 35, (Enhanced Edition) Synopsis: The life of Eldar Silvertree from graduation at the prestigious Elven Academy and desire to leave it behind. Only to return full circle to shake Elven Society to the core. ***Inspired by multiple fantasy environments. Not endorsed by any of them. © EmotionalStorm Apr...

Memoirs of a Swinger Ep. 26

by M4bloke on Jun 8, 2020
Erotic Couplings

This is the twenty-sixth episode of my unreliable memoirs. Each episode is self-contained, so you can read them without having read the previous ones (although sometimes it helps with the context and names a bit). With the Covid crisis in the UK I've had more time on my hands and so this episode is longer than the previous ones. Twice as long in fact. The y...

An Angel's Fix Pt. 09

by photodad on Sep 25, 2017
Novels and Novellas

* * * The trip overseas failed to progress beyond talk and dreams. The drummer for Tales of The Blind developed bronchitis, causing the cancellation of the summer tour. Other conflicts nixed taking the trip as a vacation. Joe was called away to Denver to help button up Carter's encryption technology, and Ashley went with him. She still insisted she wouldn't...