Regret Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Regret?

by rollerfrog on Sep 16, 2017
Romance

You have the softest skin I have ever felt in my life. To this day, I can close my eyes and remember how my hands felt rough against your skin, like gliding over satin. The memory makes my fingers tingle in anticipation, my breath deepens as the memory takes over my consciousness and I can feel my heart start to ache from the knowledge that it is only a memo...

Regret

by Icouri on Sep 14, 2017
Erotic Couplings

All participants in this imaginary tale are imagined well over the age of consent (18). ***** The last time we talked, I talked you into our old bad habits. Into being bad again for the sake of pleasure. I know were miles away, and I know it's just text, but being bad is addicting. And when you caved I knew we were going to have fun, and text each other to...

Regret

by ElyssaCousland on May 29, 2018
Celebrities & Fan Fiction

He sat on the edge of his bed in nothing but loose cotton trousers, his head in his shaking hands, wondering where in the Void he'd gone wrong. His chest ached, and he felt vaguely nauseated. He couldn't decide whether to scream, or cry – or perhaps grab the infuriating woman in front of him and shake her until she talked to him. The door swung closed behi...

Regret

by Ahazura on Feb 26, 2019
Loving Wives

"We are each our own Devil, and we make this world our hell" - Oscar Wilde What? A welder isn't supposed to know how to read the classics? Okay I don't read the classics. I did read "The Picture of Dorian Gray" in high school and the biography I wrote on Oscar Wilde got me a B. The quote came back to me as I stared into the mirror behind the bar at the Red...

Regret

by Just_Words on Dec 9, 2019
Loving Wives

Be warned. This is a simple little story of sadness and regret. That's all it is and all it was ever intended to be. I just wondered what a BTB story would be like if written from the cheater's point of view and if the cheater had a conscience. I'm afraid that this is what came out. Many will not like it. If you are looking for a rabid BTB or RAAC story, thi...

Regrets

by DFWBeast on Sep 12, 2017
Loving Wives

Author's Note: Melancholy story of looking at the past and wishing things had been different. There's no sex in this story, so if that's what you're looking for I'd skip this one. This one is a little different than most of my other stories since I tried telling the story primarily through dialog. It was an experiment to help me get stronger as a writer. Hop...

Regrets

by alias_words on Sep 14, 2017
Toys & Masturbation

Eyeing the long black bag sitting on the shelf, I pondered the idea again. Slipping my panties off letting them sit on the floor as I continued to study it, knowing what was inside, and longing for the relief it would bring me. I closed my eyes sitting on the edge of the bed thinking of your kiss. Sensations surged through me again, stronger than before. I t...

Regrets

by rwsteward on Sep 15, 2017
Romance

Michael wiped his hands on his jeans. Sucked in a few deep breaths. He waited until his nerves calmed. He pulled the double glass doors open. He entered the high school office; most of the secretaries had gone home. Tomorrow is the last day of school. Michael walked up to the counter, wide and shiny as a new penny, when Mrs. Harbaugh noticed him. "What may...

Regrets

by murphy621 on Sep 14, 2017
Loving Wives

We burst through the door as we entered our home; happy, exuberant and eager to undress and make love. It was after midnight and we were returning from celebrating our 20th anniversary with a small group of family and friends. "Twenty years," I told my wife Lila, "twenty years and not a single regret. I love you more now than ever and I thank you for every...

Regrets... Me?... No, not really... But...

by micjammusic on Jul 30, 2019
Erotic Couplings

At sometime or other, we must have all been presented with an opportunity that was a dead cert, but chose to walk away. For whatever reason. Whether it be the wrong time, the wrong place or even the wrong person. We've all done it. I try not to dwell on such matters, but every now and then a memory will come back and prey on my mind. This has happened to...