Chaperone Stories

1,440 results
Orientation
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Seduction and Pizza

by Jeff1970 on Sep 12, 2017
Exhibitionist & Voyeur

When she answered the door, blonde hair dripping, wrapped in a clean white towel that barely reached her upper thighs, Ewan was momentarily struck speechless. In the five months he had been working part-time as a pizza delivery driver, he had been called to this apartment many times. Each time, he had greedily feasted his eyes on the lady of the house, and o...

Lisa Plays at the Team Party

by rugoode on Sep 13, 2017
Group Sex

Lisa Gager pulled her car into the field next to the Washington house where she saw all the other cars parked. Just what I need, she thought, chaperone a party for the senior members of the high school football team. Even though they graduated, this was the first chance Coach Allen had to throw the party for them. She climbed out of the car and straightene...

Bachelorette Party Chaperone Pt. 01

by KingBandor on Oct 22, 2019
Loving Wives

Chapter 1 I was looking forward to the weekend. I had plans to go to Myrtle Beach for a three-day golf trip with a group of my buddies. I hadn't seen some of them in several years. We used to get together for a guy's weekend annually, but lately, I've been too busy to make them. The only reason I could attend this time was that my wife of twenty years, Magg...

Vivian Laaning Ch. 40

by Bodington on Apr 8, 2019
Novels and Novellas

After the conclusion of Angela's first orgasm achieved during her honeymoon road trip, the three travelers shortly stopped to freshen up and have a bite to eat. There was sparse conversation between the three of them during their lunch. Angela and Ralph were deep in thought recollecting their experienced emotions felt concurrently with their audacious sexual...

The Visual Stimulation Aide

by Francine-frcxa on Sep 12, 2017
Exhibitionist & Voyeur

My name is Estelle. I am a divorcee of a few years, and I just celebrated my fifty-second birthday. I am not a beauty queen, and never was, though I do try to be well groomed and keep my weight under control. Most of the time I am employed as a paralegal, and this is what I usually tell people who ask my occupation. Only if pressed do I usually reveal that I...

Wolf's Pet Ch. 15

by lilgirlsix on Sep 25, 2017
NonHuman

Friday Time dragged without Lee here. Carr looked around and noticed those whose mates had gone to the mountains looked like he felt, like a piece of themselves was missing. The only thing allowing them to keep their sanity was the faint echo they could feel through their bonds. Carr could tell Lee was busy, trying to keep the females and the cubs busy maki...

Black Man's Anal Adventure

by Samuelx on Sep 16, 2017
Anal

In my sincere opinion, everyone likes booty sex. There is something forbidden about it which attracts people like crazy. don't ask me why. The name is Alfredo and this story is about my first introduction to the world of booty sex. I was nineteen at the time, just a young black man doing some experimenting in his college days, and it was a lot of fun. Defini...

Nude Photos

by Ashson on Sep 19, 2017
Erotic Couplings

I do part-time photography. It's basically a hobby but I do get the occasional client who wants me to do some proper photos for them. I'm quite good and I don't charge the earth and the odd paying job effectively pays for my hobby. I have a small studio that I use for indoor work, including a nice green screen at one end. A very useful thing, a green scree...

The Diary of Jewel Delacroix Ch. 20

by BJGoodhead on Jan 21, 2020
Transgender & Crossdressers

The following contains themes of forced feminization, reluctance, non-consent, and other adult topics, so before we begin here are the usual disclaimers. This is porn, you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is...

From Africa Ch. 02

by aislin brody on Sep 16, 2017
Novels and Novellas

Northern Africa, circa 1949 'Olivia! Wake up. And put something on. You shouldn't sleep that way with Olu in the house.' My sister Anna complained, raising the shade roughly as she tried to wake me. 'Why can't you ever knock?' I rubbed my eyes, blinded by the morning sunlight. 'Where's Henriette?' 'Probably with Dad. He's still in bed, as well. Come on, g...