Cuckold Regret Stories

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No Reply: Answered

by GeorgeAnderson on Jan 31, 2018
Loving Wives

After an original by HardDaysKnight . HardDaysKnight is one of the most prolific and respected authors in the LW genre. "No Reply" is a short tale based on a family tradition: when a male in the family turns 18, he is set up for a weeklong affair with an older wife, during which she teaches him 'the ways to please a woman,' and he plants trees on her and he...

Thoughts on Cuckolding

by Youami on Apr 3, 2018
Reviews & Essays

Until a few years ago, I had only a vague understanding of the term "cuckold" as it related to sexual relations between couples. As ignorant as I was I thought it had something to do with cheating. However, thanks to the overwhelming number of cuckold stories contributed to Literotica, I have been able to build a better appreciation of this term and the many...

A Pound of Flesh Ch. 05-06

by SEVERUSMAX on Sep 14, 2017
Group Sex

Chapter 5 When I awoke the next morning, it was to the sound of rather wild, raunchy sex, of course, but it wasn't what I thought. Nicky and Chelsea were getting it on, but she was hitting him from behind with a strap-on dildo. My fiancee was pegging my boyfriend, while his fiancee watched and pleasured herself in response. He didn't seem to mind it, either...

Cathleen Encouraged Ch. 10

by nocluescooby on Sep 12, 2017
Loving Wives

This is part of an ongoing story that involves hard core interracial cuckoldry as a central theme. If you object to Black into White cuckoldry this story isn't for you, and I don't suggest reading further. * Our house settled into an uneasy peace after Randy moved in. Cathleen was obviously still becoming accustomed to her need for his cock. She had begun...

The Best Laid Plans

by laptopwriter on Sep 19, 2017
Loving Wives

Those of you who know my writing know things are not always as they seem in my stories. As you start this story some of you will be tempted to stop reading, comment "cuck" and give it one star, believing that LTW has gone over to the dark side. I would ask that you please indulge me and continue to the end before commenting or scoring. Thank you. ***** Co...

Marking My Women Ch. 07

by SirenSeeker on Sep 17, 2017
Loving Wives

Plus ça change, plus c'est la même chose -- or as we say in English, the more things change, the more they stay the same. I would have thought that after a year and a half, Steve would have tired of Mary Ann but no such luck. If anything, the pace and depth of their relationship has deepened over time. It certainly has for Mary Ann and to an extent for Steve...

The Nightingale Agency Pt. 06

by AfterDusk on Sep 14, 2017
BDSM

By the time the House closes, she is in a sour mood. William remains at her table the entire night, forcing Eve to wander around the room to avoid him. Not feeling comfortable amongst any of the other dom groups, she chooses to exit early and process through the post-spa. Another helper, Jane, washes her thoroughly and though she is hot with her young, perky...

Laura and Greg Ch. 04

by Kalimaxos on Nov 18, 2019
Loving Wives

This story is the property of the writer Kalimaxos. Welcome to part four of the Laura and Greg epic. Please read the previous chapters of this story. Warning! Alert! This story includes swinging. Consensual extramarital sex by spouses. ***** Laura Life resumed after that crazy weekend. Work, home, kids, bills and bed. Only the last part was no long...

Lovely Auntie Ch. 15

by erosdon on Sep 19, 2017
Loving Wives

Shyam exited his house as Neeta prepared for her bath. He was a little late to his office, so was hurrying. As he drove his car, he noted his phone ringing. When he looked up at the screen, he noticed his sister in law, Sumitra, was the one calling. He picked up and answered, 'hi Didi, how are you?' Sumitra replied, 'I am fine, Shyamji. How are you? And d...

Charlie and Megan Wilson

by BroderickWinston on Sep 17, 2017
BDSM

"Who's that," I said, as we walked down the hall. "Her? You can't afford her," said Marissa. "Besides you've got a date with a switch. So, let's try to focus shall we?" she said. "Yes, yes of course ma'am," I said. For the price of $100 an hour, once a month for the past year, I had had the extreme pleasure of having my hide tanned real good by Marissa. In...