Grandma Spanking Stories

26,794 results
Orientation
Length
Source
Infinite Scroll

Papa Knows Best

by justincbenedict on Jun 26, 2018
BDSM

Everyone in this story is over 18. ***** Walking up the path to the house, Tippi knew she looked good in her new riding boots. Would Papa understand? Would he respect her finally as a career woman? Tippi had her own staff and was quite the corporate maven in New York. However, Tippi's family had always ridiculed her, the quick temper and childish pompo...

Buster's Story

by Jaisen on Sep 19, 2017
NonHuman

As promised, here is the first installment of Buster's Story. It is nearly 100 years in the past. This is as much a voyage for me as it is for you. I hope you enjoy the story. It is a little slower paced. Let me know what you think. He ran through the woods, not caring that he scared deer or elk out of their daytime hides. He ran for the pure enjoyment o...

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....

Tomboy Ch. 04

by Slickman on Sep 11, 2017
First Time

Be sure to read "Tomboy Chapters 1, 2 and 3" before starting this story. Do Tom and Jo get back together or does May move in? Everyone in the story is at least 18 years of age. Copies of this story may not be made for distribution, be publishing or copied to another webpage without explicit permission from the author. * Tom sat on a corner bench on a dark...

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...

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...

Memoirs of a Variety Artiste Pt. 01

by giandomenico on May 28, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** My birth name was Daniel Terris. I have a cousin of exactly the same age called Jimmy Terris. Our fathers, after whom we were named, were brothers. They married two sisters, the Joyce sisters. Both families were, near enough, Variety royalty. My grandparents and great-grandparents...

A Black Lebanese Superstar

by Samuelx on Sep 14, 2017
Interracial Love

What am I going to do with myself? That's what I wondered as I sat inside the food court of the Saint Laurent Mall in the City of Ottawa, Ontario. Of all the sexy ladies of all hues walking by, why is it that only SHE arouses me? I don't frigging know. All I know is that what I'm feeling isn't normal. And I consider myself a pretty normal guy. My name is Art...

Three Ages of Woman Ch. 03

by istanbulnoir on Sep 13, 2017
Erotic Couplings

AN EROTIC PICARESQUE A couple of days later I was with Mum and we were getting down to it and her delicious dirty mouth was getting to work on my cock, when she suddenly stopped gobbling me off and got hold of my balls and pulled them and dug her nails in. Yeeouch...she was not just playing around...it fucking hurt! 'What are you doing that for?' I screame...