Gilf Stories

153 results
Orientation
Length
Source
Infinite Scroll

The Oral Birthday Present

by milfleglover on Sep 13, 2017
Mature

I was sitting around the kitchen counter the other day with Lila, my sexy, GILF girlfriend, and her best friend, Sandy. Both are 61 years old, in terrific shape, both blondes, both with lithe, limber and well preserved bodies, as they both work out religiously. Lila's about 5-8, weighs a willowy 125 pounds, and Sandy's a bit shorter, 5-5 or so, and a more so...

Mrs. O'Malley's Golden Juices Ch. 02

by milfleglover on Sep 25, 2017
Mature

Susan O'Malley, a beautiful, domineering 65-year-old blonde, had just walked home from the beach, after a long afternoon of sun, sand, drinking her usual wine -- and dominating young Brett Hannigan, a gorgeous young stud of 19, whom she'd caught licking the grass on which she'd pissed moments earlier, pounding his hard cock as he did. Earlier, she'd noticed...

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...

CYOTF - Your Story

by khanhninh on Jul 19, 2020
Romance

A swirly cloud of something that looked like fog filled the room, and then it faded into the night. You, John lay sleeping in the bed, covers pulled up to your chin. The clock next to you showed "6:59", then quietly flipped to "7:00" and began to beep. You were asleep, and right in the middle of a very exciting dream, when the loud beepin...

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Kathryn

by qhml1 on Sep 15, 2017
Mature

Here we go again. .................................................. "Kathryn?" I heard her sigh. "Yes Mike, it's me. Kevin is fading, he may not last the day. Will you come?" "I'll call back just as soon as I can confirm my flight. Hold on." Kathryn was his old personal assistant, but was more than that. She was more like the mother he never got to h...

Meeting the GILF

by ero_senin05 on Feb 6, 2018
Mature

The flight was crowded but after waiting for the bulk of passengers to board I found my seat and had hopes that the two seats next to mine would remain empty. The flight staff had given the word that doors would soon be locked and we'd be underway shortly so I was feeling pretty good about it. But at the last moment a small group of people poured in, dashin...

Reife Lust

by Rosenkavalier on Dec 1, 2017
Mature

"Hallo Jules, komm doch herein ...", hauchte Martina mit leicht nervöser Stimme, bevor sie ihm ihre zierlichen Arme zur Begrüßung entgegenstreckte. Jules wunderte sich über Martinas leise und zaghafte Art. Zwar umarmte er seine Schwiegermutter wie immer, doch dieses Mal fühlte es sich anders an. Ihr Körper war warm, glühte fast, während sie sich fö...

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AC: lost in the animus

by Damos on May 17, 2019
Fantasy

“David; nice of you to come!” a voice spoke and looking over there I saw the dark haired woman standing there greeting me, “This is the team, Lucy!” I looked over and seeing the blonde nervous woman she whispered, “Hi!” I looked over to Rebecca who whispered, “She fancied a man who died saving the world!” I nodded before saying, “Desmond!” she nodded before...

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Hot & Horny GILF Ch. 03

by Irish Moss on Jan 29, 2019
Mature

Note: if you haven't already, read Hot & Horny GILF Ch. 01 & 02, which are prequels to this story. *** After that first twenty-four hour period, Becki and I continued to spend a lot of time naked together, though most of it was at either her house or mine. There was the atypical occasion at work where one of us was feeling like being a little naughty or, i...

The Dream Job Pt. 05

by MrWidetool on Apr 1, 2020
Transgender & Crossdressers

It was a considerable drive to get to Jasmine's "little place outside the city" as she had called it. On unfamiliar roads surrounded by lush old growth forest, Paul drove their modest mid-size crossover while Debbie poked at her phone. She was scrolling through image searches of Jasmine's photos online. Mostly social events and red carpet type stuff, but She...