Dating Stories

33,873 results
Orientation
Length
Source
Infinite Scroll

Andrew's Answer

by Icetiger1227 on Sep 17, 2017
BDSM

It was a new adventure for him, being in his mid fifties and getting transferred halfway around the world. Michael was a grocery manager who had taken a dozen stores from near closure to thriving businesses. The European company had bought out the North American company that he worked for and transferred his life into a whole new world. No, more snow, six mo...

Late Night Swipe - Chloe's Saga Ch. 01

by Lovelly on Mar 17, 2020
Toys & Masturbation

It was a lonely day. A lonely week more like. I was so horny. Every time I sat on my bed, my mind thought of porn and my fingers scrolled through dating apps. Bzzz you got a new match "I hope she is cute." was my first thought. I clicked the icon in the top right. As the page shifted, I saw big, brown eyes and a chubby, round face. The name of the girl w...

Dating Service Dilemma

by Phoenix Arrow on Sep 26, 2017
Fetish

Please, if you are under the age of 18, don't read this material. Just wait a few years and you'll be all good and legal for this kind of stuff. Now for the rest of you, Enjoy! Phoenix Arrow - In the world of Fantasy, we make our Reality! ***************************** Hello, my name is Jessica and would consider myself to be a successful woman. I am vic...

Just Friends

by JoeDreamer on Sep 18, 2017
Romance

"Greg, get the fuck out of here!" I laughed. "There's no way." "Come on man, it will work!" he insisted. "You know, the sad part is that you actually believe that," I said, shaking my head, but still laughing. "You must to keep bringing it up." "What have we got to lose?" he asked. "Hmm, lets see," I answered. "My dignity? Self respect?" "Jerry, all I'm...

Is She Happier Without Me?

by Exakta66 on Sep 14, 2017
Romance

If you recall from my various tales of romance won and lost, I became a newly divorced man at the age of 45. It was quite liberating after nearly twenty years in what turned out to be a relatively boring marriage. My newfound freedom no doubt went to my head a bit and I soon found myself with a 23-year-old girlfriend and a red sports car. I hate to use the p...

Sick of Dating

by boiseguy1212 on Oct 31, 2018
Loving Wives

I had been divorced a long time, now in my early 40's and an empty nester. The thoughts of dating did not sound fun at all. I tried a couple internet dating sites with very little success. I had a house, car, boat, and a decent job. I would think dating would be pretty easy at this point; I was wrong. It seemed like a lot of the girls I would meet still had...

A Birthday Surprise

by ENFRoberts on Sep 26, 2017
Miscellaneous

It was Billy’s birthday! So Melissa wanted to give him a nice little surprise. She had been dating Billy for close to a year now, and had been living with him for just about six months. He was ten years older than her, with her being 23, and him being 33 years old. He was the oldest she’s dated, which was a nice change for her. She was used to dating people...

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On Your Knees Ch. 01

by JinkiesFarie on Sep 15, 2017
BDSM

He paused from moving his food from one side of the plate to the other. "So, what do you do for a living?" She smiled. It was one of the oldest questions in the dating game. "Books." "Excuse me?" he asked, raising a puzzled eyebrow. "I own a bookstore. What line of work are you in?" "Well actually, I'm a high school P.E. teacher." What a boring, underpa...

The Perfect Match

by JayMan1771 on Oct 4, 2020
Humor & Satire

You’ve got a match! Her name: Daniel 27 miles away Age: 23 Interests: Foodie, Green Thumb, Netflix, Art Bio: I just need someone to help me embrace my inner art whore mentality She’s got five pictures on her dating profile page. Two are locked. One picture shows her with a triple stack burger in her open wide mouth. Eyes slightly closed, focused on the burg...

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Anticipation Ch. 01

by 5thRing on Sep 16, 2017
First Time

I was a 27 year old virgin, and pretty much a loner. I had no problem with that, though, because I placed greater importance upon compatibility than I did sex. I never needed help having an orgasm, and I felt "conquests" were disrespectful. I wanted someone who was actually right for me, as opposed to just sufficiently wanting to be with me. Also, I wante...