School Cuckold Stories

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Orientation
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My Best Friend Pt. 01

by Nakedturtles on Sep 12, 2017
First Time

Nick and I had been friends practically since we were in the womb. Are mothers were best friends and I guess it just rubbed off on us. We were born 1 month apart. We told each other everything. I'm an only child so he felt almost like a brother to me. When we were in grade school everyone would sing "Alex and Nick sitting in a tree, K-I-S-S..." When we we...

Valley Wives Ch. 01

by mistress_diana on Sep 16, 2017
Novels and Novellas

The sun rises over the western mountains and bathes the cities and towns nestled in Silicon Valley with a pinkish light. It promises to be another hot day but every house is armed with central air and swimming pools. It's the mid-90's and everyone is rich as the dot com boom begins to swell and money flows freely from venture capital firms all over the Valle...

Summer School Story

by bronston22 on Sep 13, 2017
Mature

As always my stories are true. This occurred during the summer of my junior year in college while attending summer school. This details one of the best sex stories ever told to me and led to a remarkable two weeks. When I arrived for the first day of my Bioethics class I did what I always did and checked out the girls who I would be spending the next few we...

High School Crush

by GloriaWill on Aug 18, 2017
First Time

This happened when I was just out of college and working for an advertising agency in Manhattan. It began as a ground floor level job, but I am very convincing when making presentations to clients, so I was rising fast. I was also working on my masters in marketing which the company liked to see. It was February and I was working on a presentation and could...

Abby's Adventure

by SweetCherry on Sep 16, 2017
Anal

She sat sullenly outside his office, kicking at the leg of the chair with the heel of her black loafer. She knew this was it. She was going to get expelled for sure, and there wasn't a damn thing she could do about it. She silently cursed her rotten luck. Just then the door opened. "He'll see you now," the voice said She looked up and saw the short, middle...

The Clergyman's Wife

by richardpuffer on Sep 16, 2017
Romance

Strong sun, that bleach The curtains of my room, can you not render Colourless this dress I wear?-- This violent plaid Of purple angers and red shames; the yellow stripe Of thin but valid treacheries; the flashy green of kind deeds done Through indolence high judgments given here in haste; The recurring checker of the serious breach of taste? No more...

Freedom

by Subjugate_Me on Sep 14, 2017
Loving Wives

You once told me that we were like two sides of the same coin; you wandering the earth searching for a permanent home and soul-mate whilst I longed to escape the confines of my perfect domesticity. You told me your greatest fear was to grow old and die alone with neither a loved one to hold your hand nor a child to validate your existence. Mine was to die...

Kate's Bravery

by Erotic Reverie on Sep 13, 2017
Mature

I had met her in my favorite local pub, she being behind it and serving me my favorite libation. She was just back from graduate school for the summer. Kate poured a strong drink and melted me with her beautiful eyes and outgoing personality. It seemed that when things got slow, she would gravitate to me for conversation. Why I did not know, but I graciously...

What Defines a Lady?

by Brookell on Sep 16, 2017
Reviews & Essays

"I am no lady!" was what she said to me in an e-mail. It got me thinking if I was a lady myself? Then I got some really 'wonderful' feedback, anonymous of course. A reader called me a ". . . fucked up degenerate slut . . .", so what was I? Up to this moment I thought I was a lady. But I guess we need to define 'Lady' and see how I rate. I think any convers...

After School With Miss Singh

by Agony on Sep 17, 2017
Mature

Miss Singh was awful quiet that Friday afternoon. She sat behind her desk, looked down at the papers she was supposed to be grading, but her hands were not moving. She looked to be a far away planet and rules of this world no longer were intended for her. Outside the afternoon was bright and sunny. This was the hottest summer in years. The beaches were pack...