Gilf Anal Stories

161 results
Orientation
Length
Category
Source
Infinite Scroll

GILF Anna's Oral Servant Ch. 03

by milfleglover on Sep 25, 2017
Mature

AUTHOR'S NOTE: The following is a story about an older woman having sex with a young man, and contains some domination and "forced" cum eating, so if this doesn't appeal to you, please don't read it. If it does, please enjoy and vote accordingly. Thank you! ***** Anna was feeling mischievous. The lovely 60-something grandmother had been following her good...

The GILF Gets It in the End

by TheBusinessMan on Apr 23, 2019
Erotic Couplings

This is an adult sex story. All the characters are of the age of consent or far over it! Any children named or mentioned are not involved in anything sexual. This is story number fifty seven (57). The previous story is titled "I Rub My New Banker the Right Way" which is story fifty six (56). This is the continuing story of how I spent my summer vacation...

A Gilf's Cum Slave Ch. 03

by milfleglover on Sep 19, 2017
Mature

(Ongoing series of stories about sexy older women who love using young studs as their cum-fed sex slaves!) * Annabelle and Meredith just came back from their daily morning walk, a ritual the two best friends engaged on daily to keep their hot, GILF bodies in prime muscular shape. Annabelle was 62, a gorgeous silver-haired blonde with lithe, lean legs and...

My Absolutely True GILF Encounter

by milfleglover on Sep 14, 2017
Mature

This story is absolutely true. I know many post stories here reputed to be true, but they're usually so embellished it's hard to believe them. But they're fun to read nonetheless. And this story, I swear, is absolutely true, completely unembellished, just the facts, pure, simple and sexy. Truth is, I love older women, their look, their texture, their sexua...

O.I.N.D. GILF

by StangStar06 on Sep 19, 2017
Loving Wives

As the sun went down in the distance, a tear rolled down my cheek. I smiled, thinking about how great it was the first time I watched the sunset from this viewpoint. No matter how many times you've seen it, there's just something special about watching the sun going down from the rear deck of a cruise ship. Kathryn had loved it. I guess it was only fitting t...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

Aiden's Bleached Bitches

by BWC Bull Aiden on Mar 8, 2023
Fetish

Aiden's Bleached Bitches turn every woman into your slave Synopsis You've just turned 18 and chose this opportunity to move to Japan to turn as many bitches there into your personal bitches Chapter 1: Introduction you've just turned 18 and chosen to move to Japan as you fell in love with the beautiful scenery and most......

Mrs. B.'s Summer Boy Toy

by milfleglover on Sep 14, 2017
Mature

Jeannie Byron is 65, in tremendous shape for her age, a graying-haired GILF of exquisite proportions, standing about 5-6, weighing a very athletic 140 pounds. A lifelong tennis player and teacher, the stunning elderly woman teaches young people at a tennis camp in summer in the seaside community where she lives. She loves working with young people for a var...

A Saturday to remember

by jk89 on Feb 16, 2019
Erotic Couplings

A Saturday to remember You get to live as a 28 year old in the prime of his life. You have a wonderful, sexy girlfriend but also other women throwing themselves at you. How will you choose to live your day? Synopsis You get to live as a 28 year old in the prime of his life. You have a wonderful, sexy girlfriend but als......

Male Escort

by Paul77 on Aug 8, 2023
Erotic Couplings

Male Escort So much fun at last. Synopsis Rich man starts escort service because he missed out on fun during University and also in his early twenties when he was starting up his own business. Chapter 1: Introduction Bored and horny. That sums up Paul’s last year since he sold his company. He certainly traveled a lot l......