Cuckold Boyfriend Stories

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Nature Takes Over

by MistyMorgan on Sep 16, 2017
Exhibitionist & Voyeur

My cuckold boyfriend, James, and I were walking in the woods in the mountains where we were camping. We came upon a couple of hunters who had been in the woods for a couple of weeks. They had been alone all that time and had no pussy for that entire period. They looked at James and said, "Hey there man, you have just want we need, a woman that looks hot an...

My Mistress and Her Cuckold Boyfriend

by Jondom on Feb 6, 2018
Loving Wives

Big shout out to Blackstallion21 for helping edit and proofread my rookie mistakes. ***** I have been in hell lately. I'm in a sexless marriage. My name is Paul. I HAD a little plaything that I used to fool around with to take the edge off, named Sharon. But, my wife found out about her through my own carelessness; so, now I'm constantly being monitored an...

Scent Of A Cuckold Halloween Party

by cuckytoher on Sep 14, 2017
Fetish

Nikki sent me an email at work this morning that simply read: Good morning my little boy wife "Halloween party tonight at Castaways. Patrick has his two college roommates coming up for the weekend. I'll pick up our costumes and see you at home around 7pm. Hope you have a great day! Your Queen! Great, I thought to myself as I closed out the email. Nikki...

A Christmas to Remember

by MistyMorgan on Aug 18, 2017
Fetish

It was one week before Christmas and I had invited some of my girlfriends over for drinks while my cuckold boyfriend, James, was out doing my last minute shopping. I so abhor crowds, and shopping in general, that I always have him do it for me. But I had taken one giant leap and did venture out to buy his Christmas present one that I too could enjoy. I bou...

Patti Cake Ch. 04

by betamale08 on Jul 15, 2019
Transgender & Crossdressers

15 years later All of that happened a very long time ago and most of it is quite foggy at best, those were heady times, yet a good deal of the memories and images of those times are now just fractured slivers of a broken mirror, created by a life time of other distractions... There is a lot to reflect on -but the pieces can never go back the same way... Lik...

Sissy Stretching for Princess T

by Subboi23 on Apr 15, 2020
Fetish

I balance my phone up against my dresser, take a deep breath and wait patiently for further instructions. I had already received orders to be dressed in my pink negligee with no panties (or underwear of any kind) on and my butt plug inserted by 7 pm. I was in position 10 minutes early and was attempting to clear my mind and focus solely on obeying whatever o...

Yvonne's Awakening

by pandy2011 on Sep 12, 2017
Interracial Love

Yvonne was a happy attractive 29 year old woman. She had been with Phil for over a year now and their relationship was great. Sex wise things had always gone well apart from Yvonne's lack of confidence in herself, appearance and ability to be sexy. Now Yvonne was by no means a skinny mini, she was a curvy sexy size 16 with 38c breasts that were as firm and p...

Sherry's Weekend of Non-Stop Fun

by Amsta on Sep 19, 2017
Loving Wives

This is my first story on here. Though the events are real, I've put a lot of effort into crafting it into an enjoyable read, and I think it's worth your time. I'd appreciate if you kept your comments kind and constructive so I can improve future stories. This is a "hotwife" story -- though my girlfriend and I aren't actually married yet -- about a girlfri...

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...

Beth's Family Ch. 01

by Jack1107 on Nov 19, 2018
Mature

Jack and Beth had just had a fantastic session. They had been fucking for over two and a half hours, and Beth had had multiple orgasms. She looked beautiful as they finished their wine. They had met eighteen months earlier on a dating site. Jack would be fifty later this year. Beth was seventy-four but looked in her early sixties. Initially, they had flirted...