Cuckold Gone Wrong Stories

215,380 results
Orientation
Length
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Infinite Scroll

Sam's sexual adventures

by ritchie125 on Dec 29, 2015
Exhibitionist & Voyeur

It all started one warm summers day. My life had been pretty ordinary up until that point. I had no idea my life was going to change so dramatically. I live in a quiet neighbourhood in a quiet town. I have a pretty nice house and live with my mother and my older sister, Becky. My dad left years ago so it was just the 3 of us. My mom spent most of her time a...

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No Longer Vanilla

by ravens_pet on Apr 28, 2020
Erotic Couplings

Amy and Greg had a whole weekend ahead of them with no obligations. No one looking for them. No work. No chores. All the kids were gone at the same time for the first time. Greg grilled two New York strip steaks and Amy baked potatoes with sour cream and fresh chives on the side. They ate on the patio under the moon, had a few drinks, and then they spent t...

And Then, There was Just Us

by sweetsatine on Jul 31, 2019
Non-Erotic

Crunch. I looked up from the boxes in the trunk of the car. The sound of footsteps crushing dried leaves came from around the tall, vine-covered wall surrounding the yard. My hand moved to the cold iron barrel of the air rifle by my side and I glanced anxiously at the ten-year-old boy I hardly knew, standing near the door to the house behind me. He looked...

Flexible Solution

by elephantear on May 13, 2020
Anal

Throughout high school, I had never been one to try to talk to guys so much. I was too worried about getting into a good college that I totally disregarded the fact that there were many guys trying to catch my attention. Don't get me wrong, I would not consider myself to be hot, but I know that I am attractive enough to arouse attention. Once I got to colle...

Lost in You Pt. 01

by Ameilaah99 on Jun 3, 2019
BDSM

Sat at the end of the bar, just staring into space, you've been nursing the same drink now for 30 minutes, not that I've been watching you. Oh how I would love to be able to read your mind, to know have you once thought of me, are you thinking of me right now? From my seat in the corner I can see most of the bar without being spotted. I've seen the way ever...

Caretaker Joe

by CarrieQ on Dec 2, 2019
Transgender & Crossdressers

It was my first time living on my own. I was 18, and enrolled at a college to study art and photography, in a town far from home, in fact close to London. I took a room in a hostel, popular with students. It was halfway down an ill-lit corridor, and no one seemed to bother me, which suited me just fine; I liked the solitude. I was confused about my gender i...

I Can’t Believe I Did It

by PattyMarie on Sep 12, 2017
Loving Wives

Disclaimer: This is a fantasy. No one in their right mind should participate in the activities the characters in this story do. If you don't like cuckold stories don't read it. * * * I was awakened by a gentle kiss. Opening my eyes, I looked into his smiling face as he bent over me. "It was great, I hope we can do it again some time. I've got to go."...

Strange Days Ch. 78-82

by redskyes on Sep 19, 2017
Sci-Fi & Fantasy

Sorry for the delay, everyone, but I had to get this right. This is the home-stretch. Only one more segment after this. Hope you enjoy. -redskyes Chapter 78 When I woke up, I was alone. Sarah's robe was still lying on the floor next to mine, where we'd left them, but I could smell her wonderful scent lingering on the sheets and the pillow beside me. Yawni...

Last Chance at Forever Love Ch. 07

by SenuousandSeductivelySexy on Dec 24, 2018
Group Sex

Sophia has a secret to tell her parents and her sister before telling Jimmy. Continued from Chapter 06: As if diving in the deep end of the pool, Sophia dived from where she was standing and impaled her mouth on my cock. 'Good God, she's blowing me, again. I can't believe she's sucking my prick again. This woman is insatiable when it comes to sex,' I tho...

Candy's Fashion House Ch. 13

by Cagivagurl on Jun 24, 2019
Transgender & Crossdressers

Once we got home the girls started to put the pressure on. They wanted to go out on the town and celebrate. I on the other hand wanted to stay home and just luxuriate in what had been a super day for me personally. It wasn't to be though the girls hassled me until I gave in and agreed. I rummaged through my clothes but decided on one of Candy's new designs....