Chaperone Stories

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My Saudi Goddess Likes Black Men

by Samuelx on Sep 16, 2017
Interracial Love

The first time Mouna Souleymane set foot in the City of Ottawa, Ontario, the young Saudi Arabian woman hated it. Boring, she thought. Born in the City of Riyadh, Kingdom of Saudi Arabia, to a Saudi Arabian father and a half-Lebanese, half-Eritrean mother, she grew up the very definition of wealthy and powerful. Her father, Qasim Souleymane owned Souleymane &...

Anime

by Ashson on Sep 14, 2017
Erotic Couplings

Let me give you a little background on myself. I'm in my early twenties, work two jobs and have a couple of hobbies. One of my hobbies fits in very nicely with both my jobs. I'm a computer programmer, and a damn good one, even if I do say so myself. (And I do. Self-promotion helps bring in the bickies.) That's my main, full-time job. My second job is that o...

Meghan Ch. 05

by nan12345 on Sep 14, 2017
Exhibitionist & Voyeur

Meghan The ultimate objective is to use him. Specifically, to use him to seduce young women and hopefully corrupt them so that they, in turn, can do the same to young men and so on. This is my admittedly unbalanced way of commemorating dear 'Daddy' who started me on the path of deviancy. Of course, 'deviancy' is subjective, but I don't think his practice of...

Field Trip Chaperone

by Irish Moss on Apr 11, 2018
Erotic Couplings

I was sitting in the hotel bar, enjoying a local craft beer, when she walked in and ordered whiskey on the rocks. She was blonde, maybe a little older than me, with big boobs, fair skin and just the right amount of curves. It was her choice of cocktail that drew my attention, however. When she caught me staring, she raised her glass toward me. "To day drink...

An Issue With a Metal Detector

by Paul_Jones on Sep 17, 2017
BDSM

Ronnie hadn't wanted them to go to the strip club after the office party anyway and as soon as she saw the metal detector she knew it was going to be trouble. She began to back away and make her excuses but two of the guys grabbed her and, laughing said, "No chickening out now! Don't be a prude." One of them took her bag and gave it to a doorman and the othe...

Unexpected Discoveries Ch. 03

by The Wanderer on Sep 16, 2017
Non-Erotic

Susan's whole family, were furious with her for cheating on me. I was in a strange, almost cereal situation. Where my folks had sided with Susan. I think it most likely, with me being an only child; they were worried about keeping in contact with they're grand children. But Sue's whole family saw things a completely different way and took my side. Whilst...

The Shot-Putter's Sister

by Longstretch on Aug 18, 2017
First Time

"I'll do the away mixers," I volunteered. The Key Society was a junior-class service group whose role was to provide activity leadership for the student body. Each member had to take on a project, so I volunteered to organize several out-of-Hanover mixers: promote the event, sell the tickets, rent the bus, keep order to and from the women's college, and ma...

The Rich Suitor

by erinsisle on Sep 13, 2017
Erotic Couplings

The Rich Suitor A sexual dalliance in Georgian England turns serious This story is entirely fictional Lord Douglas Shelbourne was admitted to Silchester House but on being ushered into the presence of Lady Francis Nayland found the young widow to be without her usual chaperone. They talked of inconsequential matters whilst a tray of drinks was laid on a...

The Life of Janice Ch. 10

by Kim_Oh_No on Sep 16, 2017
Transsexuals & Crossdressers

I wanted to surprise Cindy. I reserved a table for us at a very nice downtown restaurant for lunch. I spent most of the morning getting ready; selecting each piece of the outfit carefully. Starting with a garter skirt, matching g-string and one of many new bras. I wore bow topped back seamed silk stockings and four inch close toed heels. I wore a black calf...

My Little Secret

by Secret_Smile on Sep 17, 2017
Loving Wives

I’d been reading it, so now I wanted to act out the online fantasies that were driving me to distraction. God, I was so turned on. I could feel the wetness seeping through my panties. Of course, the hubby was crashed out on the couch and I knew better than to try to wake him. Jake could be a bastard when I tried to wake him up from a sound sleep. So, I figur...