Creepy Old Man Stories

276,803 results
Orientation
Length
Source
Infinite Scroll

Copping a Feel

by hickoryfarmer on Sep 17, 2017
Mature

Let me makes something very clear, I am old enough to know better. Me, Wendy, the well endowed unlucky too many times woman who only gets noticed for my boobs, not my brains. It is not like I am a 20 year old kid, some stupid innocent. A whole lot closer to 50 than 40, to be honest. This girl has been around the block no matter how you define that block. Aro...

A3 - Younger Man with Older Woman

by SexyPillowTalker on May 27, 2019
Mature

All characters are over the age of 18. ***** Since Jeff's mother, Rose, allowed her son to have his incestuous, sexual fantasy with her naked body, as promised, Brianna arranged for Rose to experience her sexual fantasy by having sex with Jason, a man half her age. Brianna told her friend, Jennifer, about wanting to give her boyfriend, Jeff, his sexual fa...

Tears in a Dry Land Ch. 01

by Ygraine on Sep 13, 2017
Romance

The girl stood in the shadow of the mud house to watch the rich man's progress through the market place. Her ragged dress could not hide the thickening of her waist. Her head was covered with a heavy veil to keep out dust swirling around on the hot wind from the desert. Sometimes, men -- strangers to this place - thought her condition made her an easy targ...

Julie's Fortuitous Stud

by BradCarson on Sep 17, 2017
Loving Wives

Julie's sex life was non-existent, unless fantasy and masturbation counted. She had married the only man she had ever had sex with. He was sexually dysfunctional, had a problem with premature ejaculation, amongst other things. This caused him to orgasm before he was completely hard, sometimes before he even got it out of his pants. She was left frustrated mo...

The Private Show

by WordWizard55 on Mar 20, 2018
Erotic Couplings

It was both embarrassing and exhilarating at the same time, and she was having a hard time deciding which feeling she was experiencing more of. Watching the girl on the stage as she slowly removed her tiny g-string thong Candace found herself mesmerized as she drank in the naked beauty performing in front of her. Not that the twenty one year old had any int...

A New Path Down an Old Road

by ftw752 on Dec 24, 2019
First Time

This is a piece I wrote many years ago and only uncovered it as I was going through some old files. It's a lot softer and more sentimental than what I tend to write these days. I'd love to know what you think... ********* Andy was young- that is to say, he was naïve. Growing up sheltered in rural Nebraska, he had little exposure to anything more romantical...

Keeping Mum

by SEVERUSMAX on Oct 10, 2017
Group Sex

"Mum wants to fuck you," Brenda informed me over our lunch date, making me nearly spill my soup. "Say that again? I want to make sure that I didn't hear you wrong," I coughed and sputtered a bit, my face a bit red as I reacted to her surprise announcement. "My mother wants to do the nasty, the horizontal mambo, the beast with two backs ... she wants to sha...

Dr Love's Baby Factory

by JustinNickThyme on Sep 14, 2017
Fetish

"Fuck me, fuck me with that huge cock, you old bastard. Take my little girl cunny. Fill me with your seed, plant a baby up in my belly, you perverted old fart. FUCKKKKKK MMMMEEEE!" "Not bad, Kayla, not bad at all. Nice touch with the 'perverted old fart' part. He'll really love that. Dr. Love gets into nasty mouthed little bitches when you talk like that. I...

Reunited Ch. 02

by cinnamon1977 on Sep 15, 2017
Romance

Marco slept, dreaming of the life he will lead now that he had found his Ana. A home, his little girl, and his beloved Ana pregnant with their next child. Finally things were going to be right with them. Marco turned in bed, half-asleep, to hold her in his arms but he couldn't feel her. He opened his eyes to find that Ana was no longer there. **************...

To Drink from the Fountain

by Just_Words on May 15, 2019
Non-Erotic

My name is Henry Watkins. I'm pushing 70 now and I'm looking back at a life that was not what I had hoped for. Over forty years ago I stood at the altar and exchanged vows with my lovely wife, Diane. It was the happiest day of my life. I remember kneeling in the church the day of the wedding and praying for guidance, for wisdom, for patience, and saying pray...