Dating Grandma Stories

37,208 results
Orientation
Length
Source
Infinite Scroll

It's Not Easy to Be a Love Goddess Ch. 10

by Cheleste on Sep 16, 2017
Novels and Novellas

Reina graduated from college the same spring Paul graduated from high school. I hadn't seen any need for Reina to go to college, since she already had her life's work in front of her; but she really wanted to continue her education. And besides, as she told me, "All those college guys are so hot, Grandma." Well, I couldn't argue with her there, and it made...

Sisters' Misters Ch. 07

by PenPal2001 on Sep 19, 2017
Interracial Love

Chapter 7 Chelsea's Curious Cousin Three weeks after Jennifer's baby shower it was her 18-year-old sister Chelsea's turn. Their mother, Katie, pregnant with a black baby also, was hosting Chelsea's party at the house they shared with husband/father Bill. Unlike Jennifer's baby shower that was held at Jen's apartment, four hours from her childhood home, Ch...

Camp Initiation

by LaTourEiffel on Sep 15, 2017
First Time

Chapter 1 It all started when I turned 15. My mom and dad were getting divorced and my grandmother told my mom that I was going with her to camp for my birthday. I didn' t want to go. I didn't want to do anything, least of all spend time with a bunch of screaming girls. Grandma explained that it wasn't that kind of a camp. It was a private camp, for familie...

Diary Of A Haitian Werewolf

by Samuelx on Sep 14, 2017
NonHuman

When my mother, Beatrice Jeannot-Durand, A.K.A. Granny Bea, sat me down and told me that I was part Wolf, I looked at the tall, slender and dark-skinned old Haitian woman and resisted the urge to laugh in her face. After all, this was the woman who partially raised me, and even though I didn't always care for her cryptic statements or bitter, cynical sense o...

When the Levee Breaks

by StackedAction on Sep 11, 2017
First Time

*This is a retelling of my husband's first experience with two women. He was just out of high school, long before we met. I love this story and have changed the names (of course) and a few details, but this is pretty close to how my husband recounted the events to me. It's his story, in more ways than one. There is quite a bit of non-sexual background to it,...

It's Just Sex! Ch. 02

by velvetpie on Sep 12, 2017
Chain Stories

This wasn't a good idea. Norman tried not to fidget as he studied the advertisement for Wüsthof knives, wishing he had one about now. I shouldn't have let him talk me into this. His already sweaty palms exuded more moisture and the cooking magazine nearly slipped out of his grasp. He was glad he was alone. It would have been embarrassing to have other people...

Sister

by Veronica Sweet on Dec 24, 2019
Group Sex

This happened to me 4 years ago with a girl I had been dating and her younger sister. I was 23 at the time and so was my girlfriend Samantha. Her younger sister Jess was home for the summer from college and what started out as the same type of weekend we'd all shared in the past turned into one of the coolest nights of my life to that point. I guess I should...

The Male Escort Ch. 02

by DG Hear on Sep 16, 2017
Romance

I have been out of college for almost four years now. After graduating at the top of my class and having saved so much money, I opened up my own computer service business. I did some repairs and installations of new units. My main goal was still teaching. I was afraid to apply in case the solicitation charge showed up again. The summer teaching job I lost du...

You Gave Me a Mountain Ch. 02

by DG Hear on Sep 14, 2017
Romance

Thank you for all the feedback. Thanks goes out to my editors, LadyCibelle and Techsan, for their making my story a much better read. There I was sitting in the little cafe listening to 'You Gave Me A Mountain' for the fourth time. The waitress walked up and said, "Josh, don't you think you listened to it enough times?" I looked up and there stood Sherry...

I'll Never Leave Your Side

by Eternal_Midnight on Sep 16, 2017
Romance

Lane was just 29 when he felt like the whole world was against him. It had been six years since he last had a girlfriend. He wanted to be with women before, he just never had the balls to ask them out, and in fact his last girlfriend asked him out. This was beside the point though. Lane was frustrated. His job was becoming hectic and his boss was being a maj...