Dating Grandma Stories

37,208 results
Orientation
Length
Source
Infinite Scroll

A Semester Abroad

by Bebop3 on Jan 20, 2020
Romance

This story is set in the future of the rest of the Montauk stories and is pretty much complete unto itself. You may find some context if you read "An Unseelie Court" first. It will lend an understanding to a crucial scene towards the end of the story. A quick recap of "An Unseelie Court": Mab, the Mistress of Dreams from myth was abducting children to ser...

Dori Comes to Visit 02

by Ghostwalker on Feb 7, 2018
Erotic Couplings

Dori never did come back. She and Brad were married two days after the passion-filled night she and Peter had spent together. Two months later they announced that she was pregnant. Everyone naturally assumed that the baby was Brad's, only she and Peter had any idea that might not be true. Life gradually returned to normal for Peter though he soon saw a pat...

Grandma

by WordsMatter on Nov 4, 2019
Erotic Couplings

Grandma Vicki loved visiting her grandma. Her grandma had lived a full and adventurous life, even been a whore, selling herself on the street, until she learned to make a lot more money, less dangerously, by being a high class escort. She no longer sold herself routinely, being wealthy now, but, when she remembered some of people she fucked, who made love t...

The Granddaughter

by Tween2Legs on Sep 12, 2017
Erotic Couplings

Wearing only her bra and skimpy panties she watches from her upstairs bedroom window as her grandmother struggles unloading her groceries from the back of her car. Grandma opens the hatch and tries to gather all the plastic bags by looping her fingers through the flimsy handles of the bags. Something slips and two cans roll out of the bags onto the driveway....

Naked Bloom

by Vanessa_Belle on Sep 16, 2017
Interracial Love

On October 18th, some time ago, I was born to Chuck and Kaylee Ryder. They named me Illiana, a variation of the poetic name for the ancient city of Troy. It means Trojan. Clearly they had a favourite brand of rubber, and since I was the supposed "miracle baby" (a.k.a., an accident) who came to be when all they were doing was using said rubbers, they thought...

Holiday Living at the Beach

by sexygodess06 on Sep 16, 2017
Mature

The phone rang as Keith just finished telling me he loved me. It was Susie. "Hi, Nancy," said Susie. "How's it going?" "Fine," I replied smiling at Keith while pointing to a picture of Susie and me in a framed picture. "Are you dating anyone, Nancy? Bill has this great friend I'd like to set you up with," stated Susie. "Oh, that's so nice of you, Susie,...

Buster's Story Ch. 02

by Jaisen on Sep 26, 2017
NonHuman

This chapter took a while. I had to do more research than I normally do in order to get the mindset and flavor right for WWI. It was not a pretty war. Although dear readers you won't receive this for a few days, I finished it on Veterans Day. My partner, a Marine (as there is no such thing as an ex-marine), has been very good in helping me work through some...

Trusting Heart

by midnightj on Sep 17, 2017
BDSM

Watching from over the top of her paper Dina sighs, even as the little one drops to the floor for the millionth time. "Thank the lords for diapers providing padding," she thought. Adina watched as Leslie started to take her first steps, tears threatened to spill as she was so proud of her little one. Though in the back of her mind she wished that her wife c...

Beth & Michael: The Next Step

by LSanders on Sep 25, 2017
Erotic Couplings

1. Beth came down from her shower and found her mom alone in the kitchen cleaning up after dinner. "Mom, I've got some news," Beth said. "Oh? What kind of news, honey?" Karen asked as she continued rinsing off dishes and placing them in the dishwasher. "Good news. The best news!!" Karen stopped what she was doing, turned off the water, and turned to fac...

Redo Ch. 05

by cassandraharper on Sep 16, 2017
Interracial Love

Rogue woke up the next morning with her mouth open and slobber running down her chin. She had stayed up late last night with Lily and couldn't remember when she had gone home. She sat up from her awkward angle on the couch, rubbing her painful neck which she was gingerly twisting about. A flushing toilet could be heard in the distance causing her eyes to wid...