Dating Grandma Stories

37,208 results
Orientation
Length
Source
Infinite Scroll

Maternal Feelings Ch. 01

by kamalw1 on Sep 12, 2017
Mature

I'll never forget the first time I had sex with an older woman. I was 21 at the time and dating this woman named Christine. She was a light-skinned beauty with a great body. She lived with her mother, Maxine. One thing I knew from the first time I saw her was that if Christine took after her mother, she would still look great when she was in her mid-forties....

Family is Not Blood Ch. 07

by wieliczka on Sep 15, 2017
Romance

I would like to enter into a bit of a dialogue with the readers of this story series. This is for those of you who took the time to enter a comment, positive or negative, as well as those of you who only look at (but not write) comments. (me 98% of the time) First off, thank you for sharing what your thoughts. This is a story, like every other story in this...

I Missed You Ch. 03

by thechrysalids on Sep 25, 2017
Interracial Love

Author's Note: I wrote this right after submitting Ch. 2 and I'm really happy with it. In Ch. 4 I'm including the scene that inspired me to write this whole thing. So look out for it! Thank you for the support! ******** "Ok." Rose huffed, after they'd both picked up their drinks at the only Red Rocket Café in the city's core. She sat across from John at th...

Seduced By a Granny

by Wordmate on Sep 14, 2017
Mature

Jake and Pete were childhood friends since grade school and most recently roommates. They were able to afford one apartment downtown for a reasonable price and have lived there for nearly a year. The place had plenty of room and plenty of space; big enough to have a party, and two bedrooms for each man. Pete had arrived back after doing some laundry at his p...

Movie Night Ch. 02

by MrMsScrewloose on Sep 11, 2017
Loving Wives

(MFM, public, based on a real event but embellished) Mr & Ms Screwloose All this happened a looong time ago, in the early 70s, when "free love" reigned and all was forgiven in the morning. There is no actual organ-to-organ sex in this story, just a lot of playing around, so there is no need for safe-sex warnings. But here's one anyway: If you are having s...

Terrance

by TeretheTree on Sep 13, 2017
Interracial Love

Today I met this guy who is young enough to be my son, and guess what, I was so turned on by him, that I had to have him in my bed. I met Terrance and although he is only 20 years old, I was so turned on by him, that I had to have him. Terrance looked into my eyes, and I was so happy because I knew that he was feeling the same thing I was feeling and that w...

Dry Valley Ch. 17

by SEVERUSMAX on Sep 12, 2017
Chain Stories

This is a part of the chain story "Dry Valley", started by RedHairedandFriendly, and written by her, myself, Jushorny, Wyldbreeze, and gotwood49. We hope that you enjoyed this chapter. Tom, Bailey, Mitch, and Jess all agreed to meet that Friday night for the Rodeo, which was opening that weekend. Like any good Texans, they had gone to the Rodeo every chance...

Birth of a Speedster Ch. 01

by Barry_Allen on Sep 13, 2017
First Time

After a year of pining for the beautiful pale, freckled goddess that is Grace she finally agreed to go to homecoming with me. From the first day in French class she caught my eye with her beautiful blue eyes and stunning brown hair. It was not a surprise that she was a frequent in my fantasies and at one point we looked while we were headed to a relationship...

Sexy Hijab Girl And Black Man

by Samuelx on Sep 12, 2017
Interracial Love

My name is Zainab Al-Masur, and I'm a young Arab woman living in the City of Ottawa, Ontario. I stand five-foot-eight, curvy and sexy, with light bronze skin, long Black hair and light brown eyes. Twenty three years old. I was born in the State of Kuwait, but raised in the City of Toronto in the Province of Ontario, Canada. What I'm about to share with you i...

Just Going To Chat

by lookinaround88 on Sep 17, 2017
Loving Wives

This is a true story. ***** My wife has always liked to fantasize in bed. When we first started dating, she was 19 and sexually very inexperienced. But she loved to be talked dirty to, and I noticed that she responded enthusiastically to fantasies about having sex with a few guys and things like that. I had never really thought about group sex before, but...