Cuckold Regret Stories

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We'll Always Have Atlanta

by zeke81 on Sep 14, 2017
Erotic Couplings

I'm a fairly lonely guy and I spend a lot of time on-line. Well one night I ventured into a chat room and began talking with a woman named Tracy. We instantly connected, it was great. We agreed on pretty much everything. For a couple of months we would talk three or four times a week via instant messenger, and we'd send each other emails through out the wee...

Weekend Girlfriend

by patdown on Sep 14, 2017
Erotic Couplings

After graduating from high school I had two missions, find a job and an apartment. They of course were supposed to lead to several other things but first things first. Well I found a job at a factory that made envelopes. I didn't know the first thing about envelopes but the VP thought I was smart enough to learn and they needed help. So I got tossed in to l...

New Boss

by lflutterby2 on Sep 3, 2017
Erotic Couplings

"Hello there." Samantha looked up and smiled. Rising and sticking out her hand she came around the side of her desk to greet the newcomer. "Hi" she said "I'll be your personal assistant for the duration of you visit to our branch office." All the while she was smiling and talking her eyes took in the rugged appearance of her temporary boss. He had a strong...

Nicole

by Lola49 on Sep 16, 2017
Erotic Couplings

I woke up one morning to sounds of sexual activity coming from downstairs. I thought perhaps my friend Nicole was watching pay per view again with home theater cranked up to loud. So I went downstairs to lower the volume. In walking down the stairs I discovered the sounds were not emanating from the family room but instead the bathroom. I crept down the ha...

The Meadow Snare

by wasSheldon on Sep 16, 2017
Transsexuals & Crossdressers

Trapped 1 "W-what do you mean?" I stammered, knowing full well what Jason had meant. "You really think we'd invite you up here to toast to your change?" He scoffed, and my stomach sank as I realised how careless I had been. I really should have known. I looked for an escape, a way out of this secluded forest clearing, a way to safety. But the three heft...

Dianna

by mdipaddler on Sep 14, 2017
Erotic Couplings

Dianna, Lynn, and I were close friends. We were a sort of three Musketeers: we hung out together, we drank, we hiked together, we paddled sea kayaks together. Lynn was my wife; Dianna often joked that she was my second wife. Sure, I would say, all of the headaches and none of the pleasure. Lynn and I were a match made in heaven. Everything in life that was...

Anton's Intermezzo

by lilgrasshoppah on Sep 14, 2017
Erotic Couplings

I remember the pounding beat and flashing lights and bodies writhing in ecstatic unison, clutching a moment. From across the table, I watch her finger tracing the velvet rope of her mouth, bending her kiss. My tongue darts out, knowing her taste... her scent. My cock crushes headlong into the prison wall of my zipper: abraded and chastened, and as repentant...

The Honeymoon

by steamer5139 on Sep 13, 2017
Erotic Couplings

I love this woman. Adore her. From first long held kiss to now much time has passed. Finally, we are joined. She is naked, has shaved her mons pubis and I hope she did it just for me. Her shapely rounded cleft shows no hint of fuzz, nothing to indicate she occasionally dangles a razor there. It has the fresh scent of roses, lemons, talc and deep within the s...

Our Saturday Surprise

by sierra on Sep 12, 2017
Erotic Couplings

UGH! Another Saturday at the office! Not exactly how I wanted to start off my weekend. However, it is December and almost the end of the year. I have year-end reports to get done and I've fallen behind. On Saturday, the office is empty and quiet and gives me the chance to get caught up. So, I throw on some comfortable clothes, get my shoes and stumble out th...

The Pleasure of Claustrophobia

by Temblor_sj on Sep 13, 2017
Erotic Couplings

Conners called that Saturday morning and gave me the news. The Intuit presentation would need some touch-up before the Monday meeting. Since it was my baby, that meant work on Saturday. I didn't mind much; wife was out of town at her Sister's and I don't get paid by the hour. So I donned a pair of nylon running shorts and a tank tee shirt and was off to work...