Cuckold Date Stories

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Orientation
Length
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Infinite Scroll

Date Night Ch. 02

by KarenWoods on Sep 14, 2017
Fetish

=========================== Author's Note- Hey everyone, I'm actually really pleased with the feed back I got from the first section of the story, and I admit that I was a bit surprised how much of it was positive. I'm taking some of it to heart, particularly those of you who expressed concern about Karen leaving her husband tied up the way she did. I agre...

Mia Gets Her Man

by vickivale on Sep 15, 2017
Interracial Love

Mia was in the office early trying to get ready for the training that was going to take place in the conference room. She ran off copies of the agenda before heading to the employee lounge to start the coffee. The food would arrive about a quarter to nine and she wanted to make sure everything was set up and ready to receive the caterers when they arrive he...

The Prom

by Reshbod on Sep 14, 2017
Mature

Rushing around the house, we were making sure everything was locked and we had all the things we needed for the weekend. We were making one of our occasional visits to Austin from Houston. The trip usually took just under three hours, but it felt as if we were going across the country. Carol and I had been best friends since first grade and until recently we...

Rebecca

by alexcarr on Sep 14, 2017
Romance

I just wanted to be with Rebecca, that is how it was from the very beginning when first I saw her standing at the bus stop, looking so gorgeous and beautiful and, and with the purr-fect figure that makes a guy want to think of Spring and yes, another thing. Never in a month of Sunday's did I ever think I would stand one iota of a chance with her, she was pr...

The Thing with Webcams

by 2CHaNces on Sep 16, 2017
Interracial Love

Just a quickie that I forgot I could post here.Cross posted @ the chamber with cast photos. "Ta-da!" Mena sets the laptop down on the counter top. "So what do you think?" "Yes. Don't even try to talk them down. I'll pay the full price." Mena has closed deals on a dozen homes for him and his colleagues combined. He trusts her and recommends her to prett...

First Date

by LoHa6688 on Sep 15, 2017
Romance

Waiting...I've never been to good at it. I find I get anxious and my mind starts racing. Glancing at my phone, I realize it's been 9 minutes since I last spoke with Phil. That's 9 minutes he could have changed his mind about wanting to meet me for coffee. "I knew it" I think to myself, "I knew it was too good to be true. Stupid online dating; he's not coming...

Business Liaisons Ch. 05

by CyndiPM on Sep 16, 2017
Novels and Novellas

-= Chapter 5 - Undress Rehearsal =- Cyndi had been dying to tell Reg about the blowjob that she'd given Sean and how she was going to arrange for him to join them in a threesome all weekend long. But she had decided to surprise Reg and arrange for him to 'catch' her in bed with Sean one evening next week when he came home from work. She figured Sean would b...

Wild Ride Ch. 03

by Kapricorn71 on Sep 16, 2017
Romance

I saw Camille at a downtown, street festival; and it took some time before I gathered my nerve to talk to her. She had fair skin, and thick black hair. She had on a t-shirt under short overalls, so it was hard to tell what size her chest was. She was with some friends of her, which presented another obstacle. I walked to the festival with some co-workers. Wh...

Teen is Forced to Crossdress

by fun4all6969 on Sep 18, 2017
Transsexuals & Crossdressers

My first time with another man was when I was 18 back in the late 80's. My girlfriend was a virgin and the farthest we went was kissing and rubbing together with our clothes on. I would take my dirty magazines out behind where we lived in the woods and take off all my clothes and masturbate. I was out there every day there was nice weather masturbating and...

'Jenny' & 'Mike': Date Night

by hfernandez1983 on Sep 25, 2017
Transsexuals & Crossdressers

Hi guys, I hope that you enjoy this story that deals with Pegging and Gender Role Reversal. The idea of pegging has always been a hot topic for me. I have tried it in my personal life, though not in the same way as the characters in this story, and have found it to be a highly erotic experience. I have wanted to write this story for a while but have been put...