Dating Grandma Stories

37,208 results
Orientation
Length
Source
Infinite Scroll

Masquerade Pt. 01

by livelaughlovedream3 on Sep 19, 2017
Romance

My heels click across the office lobby tiles as I walk briskly to the elevator. "Late again," I think to myself and sigh. I probably couldn't be on time if my life depended on it, but fortunately, my boss doesn't really care. I get to my office, hang up my coat behind the door, plug in my laptop and power it on. Sitting down at my desk, I pull out the keybo...

Discovering Allison Ch. 01

by LovelyLittlePixie on Sep 16, 2017
Sci-Fi & Fantasy

All characters in this story are 18 or older. Comments, questions, rates are all welcome and appreciated. This is my first actual story so I hope ya like it :) xxx LovelyLittlePixie +++ She woke when her brain registered the thump. Running a hand through her sleep tousled hair, she crossed the room to the door. She was a good looking girl- curly brown...

New Neighbor Ch. 03

by caramelz on Sep 16, 2017
Interracial Love

When Colin awoke, morning light was streaming through the bedroom. "What the hell time is it?" he mumbled aloud, rubbing his eyes. "1:20pm!" The other half of the bed beside him was empty. Cecelia was apparently up and about. He knew he couldn't spend the entire day in bed. There were things that still had to be done to the new house. He went into the bathro...

The Mile Ch. 02

by Beaverhausen on Sep 14, 2017
Group Sex

I laughed at the thought of actually waiting and wanting me for years. It didn't occur to me that he wasn't joking. Jake sat up and looked at Alex who had started another cigarette. I also noticed his boxers bulging with massive hard on. I felt as though he might be angry, but obviously he felt otherwise. None of us knew what to say next. Jake pulled himse...

Dating with Mike Ch. 03

by Sin on Sep 17, 2017
Loving Wives

Mike called: "I am at the gate". I opened the gate and he parked his car on the premises. I had trembling knees and flutters in my stomach. I was excited and nervous. My husband Jur wasn't home so Mike had me to himself the whole evening and night. We had been messaging back and forth for weeks as usual. He gave me homework for tonight: I wasn't to wear any...

Dear Diary Ch. 07

by Kelli Bleu on Sep 12, 2017
Erotic Couplings

* July 7 * Wow! what a nice holiday weekend... really a good time. There's a lot to tell, so i'll try to keep it short. I've been hanging out with Marie a lot. We've shopped, gone on double dates, that sort of thing. We've also kissed a few times, nothing sexual or anything. It's really weird, we're closer than i've ever been with anyone, but it's just a f...

Catching Up With An Ex-Girlfriend

by biggun76 on Sep 14, 2017
Erotic Couplings

Each week I try to run two miles at least four times. I use a jogging path in a secluded park a few blocks away from my house. It's a beautiful path that runs through the woods, and this seems to make me more motivated, and makes the running seem less tedious. This week I've been very busy at work, so I've fallen behind. I'd only run once and yesterday was S...

Responding To Her Email

by staghorn on Sep 13, 2017
Erotic Couplings

Would love to be with you..... Say, do you sometimes think of me, have a hard on, and, have to relieve it? What have you dreamed of doing to me lately.......? The above snippet is from an email I received from my French lover tonight. She contacted me via the internet, from a dating site several weeks ago. She is exquisite! 5' 2" tall and only 104 pounds...

Candy & Buddy's Romance Ch. 7

by sweet9tee on Sep 17, 2017
Mature

Candy had just gotten off the phone from Ann. It was Thursday night, and they were planning what they were going to do when Ann got in town the following day. Ann said she was in the mood for dancing. Candy, quickly imagined her self dirty-dancing with Ann's dad, but wondered how they'd pull that off... Candy didn't bother wondering how she was going to arra...

Unexpected Love Ch. 1

by lilroundman on Sep 13, 2017
Romance

18-year-old John Dumas wasn't what you would call a popular guy. He was harassed on a daily basis buy the jocks and popular guys in school. No girls looked his way, and if they did it was to laugh at him and insult him as well. One day John was walking in the parking lot after school and heard a sound at the far end of the lot. John crept closer to the nois...