Cuckold Best Friend Stories

240,933 results
Orientation
Length
Source
Infinite Scroll

Messed Up Molly

by FamiliarEnough on Sep 19, 2017
Non-Erotic

"Not everyone is going to love everything you do, Molly," I said staring at the heap of rejection letters in a box. "Yeah, well. Thanks. I'm pretty sure the last few weeks of collecting these letters have proven to me that I suck at what I thought was my art. I should have just stuck doing it for me." I watched as Molly dumped the letters into her paper re...

Breathalyser

by Ashson on Sep 14, 2017
Erotic Couplings

Why do police officers stop cars? There's a variety of reasons. Things like speeding, erratic driving, some sort of obvious fault with a vehicle, a driver runs a stop sign. You know the sort of thing. And occasionally, boredom. You'll be cruising around on your bike and for some reason it's a dull day. Not much traffic, especially when you're out in the co...

Enslaving Chloe Ch. 08

by visviva2 on Sep 15, 2017
BDSM

Edited by Rosmarina (whose advice and assistance are much appreciated) Please do not reproduce this story without permission. == Chapter 8 == I wanted to distract my dear friend from her feelings of anger and loss. As I sat on my knees next to Chloe I took off the still half-unbuttoned dress I had been wearing since we left that bastard Bryan at the cafe....

Do You Have Any Regrets?

by unpublaauthor on Sep 12, 2017
BDSM

This is a true story that is slightly embellished. I've changed the names and some of the events to protect the innocent. I tried to portray what happened as close as possible to the actuality. This is not fiction and, thus, the "characters" are very flawed. Please keep that in mind and treat that as such. A polite suggestion: negative flaming "Anonymous" co...

Virgin Summer Ch. 2

by thenick on Aug 31, 2017
First Time

(Please Read the pt. 1 of this story so you will have some understanding of this story) It had been a few days since me and Nicole had our first time, and the world seemed kinder. I was nicer to my brother, my parents, and just everybody in general. I worked harder in my 2nd Semester of college and at work. Nicole on the other hand seemed to be having troub...

The New Doctor

by Scarredheartangel on Jan 7, 2018
Anal

"Did you hear? A new doctor is starting today." "Don't get too excited. It's probably an old man finishing up his career." "You're probably right." Lisa nodded, closing her locker. Lisa was a beautiful young woman of medium height and medium build, with firm b-cup breasts and an ass that was only just a little bit bigger. Her black hair framed an elfin fa...

Magic Dress - Angela Pt. 03

by SlightlyRude on Feb 25, 2019
Transgender & Crossdressers

Iris decided that she wanted to go on holiday with Angela, and we packed suitcases with no male clothing. It was just a few days in Brighton, by the sea, in an interesting hotel, travelling first class by train. I wore the heels for the journey and when out of the room in the evenings, but was in flats during the day. We visited various attractions, includin...

My Daughter's Best Friend

by EllaFord on Nov 27, 2017
Fetish

I swear to you, I never meant to sleep with my daughter's best friend! She was eighteen, for goodness sake, I went to college with her mom! Oh god, if anyone ever finds out, I'm done for... But how could I not? It was the pantyhose... I'd been out of the house running errands. Sarah, my daughter, was away at band camp and I had the place to myself. Her dead...

Dear Dora - Five Letters

by Dear_Dora on Sep 14, 2017
Humor & Satire

Dear Dora, Men are constantly coming on to me, and it is driving me crazy! I know it's hard to judge one's own looks and behavior objectively. I believe I am a reasonably attractive young woman, but no more so than the next girl. I try to dress professionally but modestly, and I try to act politely but without giving off "signals" to the men and boys aroun...

Waking Her

by TooShy on Sep 16, 2017
Group Sex

It was a celebration, really, an impromptu road trip to the Grand Canyon, which none of us had ever seen before. Melissa was my best friend, had been for years. She'd introduced me to Chuck about a year ago, when my marriage was failing and my whole life was going to shit. Nothing happened. She wasn't trying to fix me up with him or anything. He's just a go...