Dating Grandma Stories

37,208 results
Orientation
Length
Source
Infinite Scroll

Pantyhose Seduction Ch. 02

by nylondad on Sep 15, 2017
Group Sex

I had met Rich when we both lived at an apartment complex. At the time he was a cop. He had seen me one night in the laundry room as I had unloaded a lingerie bag of pantyhose. After I party he had invited me to he ended up in my apartment where I modeled for him and dressed up in pantyhose, heels and a skirt. I ended up sucking him off that night. We ended...

Tales of Hedonism: Heather & Chris

by Obobby on Jan 1, 2018
Erotic Couplings

"So let me get this straight, Nick," my wife, Heather began after a long fifteen seconds of silence. "You'd like Christian and I to attend you and Marie's wedding to another couple at that nudie resort in Jamaica ya'll like to go to?" Nick and Marie, sitting across the antique coffee table on the other couch in our small living room, nodded. Marie answered,...

Fearful No More

by HisTigress0203 on Sep 16, 2017
Romance

My fears are many and I battle within constantly. With him, my best friend, my soul mate, I want to banish it. He is so loving, so thoughtful and generous. I know this fear is misplaced. Finally, scared, but ready to fight, my desire to be completely free with him is overwhelming. I have spent years imagining the way we could be if I could let go. This gent...

Doctor's Staff

by standingstones on Sep 13, 2017
Erotic Couplings

I work at a medical practice. We were getting a new doctor this week. He was the main doctor's son. His name was Josh and he was around thirty years old. All the women at the office were getting all worked up. He certainly was a handsome man. He was tall and had dark hair. I caught myself looking at him more than a few times. Doctor Josh was barely here a f...

Squire Hill Ch. 02

by Baphometa on Nov 7, 2017
Romance

Shit. He is really calling NOW? I have to pick up, I thought. "Hello! Mr. Cooper, how are you!" I said excitedly. I'm good at faking it. "Hello, Stacy, just checking in to see how Riley is doing. I know he can be a real handful..." "Oh, he is doing great! I've been using some training techniques on him along with his pinch collar. He's been walking gr-......

The Spirit of Fertility

by SmallTown_Mom on Sep 15, 2017
Sci-Fi & Fantasy

Ally had a wife before this one. She loved her with all her heart. They made all the plans to have a baby. The house, 3 cars, and living in the area with a great school. But she died. Terrible accident. So she paid off everything and sold them. Went back home to the south. She met a nice young woman named Michelle who worked in a local hospital. Ally would g...

Anchoring Out Ch. 02

by Arabsemen on Sep 14, 2017
Group Sex

"Robert, other that the fact that she's a babe, I can see why you married her. This pasta is absolutely fantastic and the antipasto was to die for; I can't wait to see what's for desert." I like to hear about people and throughout dinner I encouraged the young couple – comes out, they were both twenty-eight – talk about themselves. While far from a 'church...

Jill Watches Me Suck Jake

by dCharlesStuart on Sep 13, 2017
Fetish

Over the course of a month I had gone to visit Jake 3 times. He is the guy with the huge cock I wrote about in my last story. Of course although the stories are actually true the names other than my own have been changed to protect the guilty. He had mentioned on these occasions that if I was game for it his wife, Jill, who knew about him getting blown by me...

Test Re-take

by historycup on Sep 1, 2017
Group Sex

I was waiting to hear my test score so I could go home and fuck my girlfriend. But for some reason instead of telling me my score the professor told me to stay after class. So when everyone else left I went up to her desk trying to hide my hard-on that was meant for my girlfriend. And I just so happened to have a fucking hot professor. She was the youngest p...

A Surprise for Mark Ch. 1

by Shaved Teen on Sep 13, 2017
Erotic Couplings

My boyfriend Mark just left my apartment after an afternoon and evening he won't soon forget. Mark just got back from the Basic Training in the Army. He's in the National Guard and had to complete Basic Training in South Carolina. I hadn't seen him for almost two months until this afternoon. Before I tell you about what happened with Mark and I let me tell...