Chaperone Stories

1,440 results
Orientation
Length
Source
Infinite Scroll

The Adventures of Evie Ch. 03

by darclight24 on Sep 14, 2017
Erotic Horror

Chapter 3: Evie and Rebecca. London, England, 1883. The sun dipped towards the horizon and briefly the damp rooftops of London appeared to be glowing gold. The sky seemed to be on fire, burning brilliant red, pink and orange. All across the city people hurried home from work, crowding the streets in a mass of humanity. As the sun dipped below the horizon an...

Meghan Ch. 02

by nan12345 on Sep 12, 2017
Exhibitionist & Voyeur

Jeremy After that night at her condo I had an almost permanent erection. I could not stop thinking about it, what had happened. On the one hand I was mortified but on the other it was the most exciting thing I had ever done in my life. And you know what? The heck with being mortified. I've had a lifetime of being told to be good, to love and honor our Lord...

Chaperone Mom Ch. 03

by PantiesLvr on Sep 12, 2017
Loving Wives

I was in the front passenger seat, angled towards the driver's side where I was stroking Mack's hard, slick cock and my skirt around my waist with my legs parted. Mom said, "Honey, Mack looks ready to pop. Make mom proud and put that thing in your mouth so you can eat up all of that delicious cum." "I don't know if I could do that to Jeff, mom." "Like you...

M and M Coltsfoot - Ch. 01-02

by BobNbobbi on Sep 19, 2017
Novels and Novellas

Author's Notes: M and M Coltsfoot is a work of fiction. The characters and plot represent no known people or actions. The geographical locations in Texas and elsewhere are quite real, however, and described as best as the author can make such description. The same is true of the several universities mentioned in the story. This will be a rather lengthy and m...

An Undeniable Passion Ch. 03

by opels on Sep 15, 2017
Novels and Novellas

The courtship continued throughout the month of January and into February with teas and walks and carriage rides, all properly chaperoned by either Lucy or Violet. Gregory, however, didn't readily approve of Violet acting as chaperone. He knew of her mischievous streak and love of adventure and didn't quite trust her to ensure that nothing improper happened...

Jim's Seduction Ch. 03

by JackMoz on Sep 14, 2017
First Time

My neighbors, the Robertsons, were retired and planning to roam the countryside in an RV when their granddaughter landed in their laps, for all practical purposes abandoned by her mother. The Robertsons responded to this situation by going from retired gypsy mode to full blown doting grandparents mode, and helped their granddaughter in all the activities she...

Penny and Beth Share It All

by Archer2050 on Sep 16, 2017
Group Sex

"Hurry up!" Beth exclaimed, peeking out her bedroom door. "They just opened the front door!" Behind her, Beth's boyfriend, Kevin, was hurriedly jerking himself as Penny sucked and licked his cock head. Penny teased his swinging balls with her fingertips and Kevin suddenly exploded. A fountain of cum splashed across Penny's face, dripping down over her expos...

Every Night is Saturday Night

by TheOceanWantsMe on Sep 1, 2017
Group Sex

Just because I love Toronto, doesn't mean I can dance there. Rose dragged me halfway across the continent to the T-Dot, and I dragged her to a Blue Jays game. In revenge, she insisted that we go to a dance club on Bathurst for Asian night. I don't dance, or rather, I dance, but terribly. It would not be my want to go to a dance club, but Rose insisted I ch...

Forced to His Bed Ch. 08

by ChoctawMan on May 7, 2019
Romance

The next morning at the Anderson's, both Sinclair and John greeted Mr. Anderson, while patiently waiting for Nicole. "Nicole you have guests." Nicole heard her father call up to her from downstairs. She felt giddy inside. She had changed again and again until finally settling on a deep blue velvet riding habit that had matching blue satin trim. It had a jau...

Email Reunion - Two Seconds Leeway

by XXscribbler on Feb 7, 2018
Erotic Couplings

Decision –or-Two Seconds' Leeway It had been a perfectly ordinary school-day: it didn't stay quite that way. Late afternoon: all students had long since departed for home. Hayley, at 57 the school's most senior fourth-grade teacher, was alone in the main office. She stood at the bank of mail cubbies, idly sorting through her day's receipts, dropping most...