Dilf Stories

35 results
Orientation
Length
Source
Infinite Scroll

The Colonel Ch. 02

by persianbeauty19 on Feb 6, 2018
BDSM

Part Deux (2): His ownership and training sessions for her begin. But will she pass the test? **Full Disclosure: Everyone in this story is over the age of 18** **This is the continuation of Part 1 in this series! I hope you all enjoy it, as much as I did writing this bad boy! ***** It had seemed like an eternity since I last orgasmed after Master gave m...

Poolside Fun

by SDLRob on Sep 13, 2017
Celebrities & Fan Fiction

With her hat pulled low and her sunglasses on, Alexis Castle could watch her father approach without him realizing she was awake under the parasol beside their Hamptons pool. She knew by the way he smirked at her that he was planning to wake her in a delicious way. 'Pumpkin?' Alexis used the skills she'd picked off her grandmother to fake a sleepy mumble, h...

The Stunt Double Pt. 02

by DaphneStuert on Oct 13, 2020
Mature

Last time: Tess Caledorff, a grad student studying film in Chicago, has tracked down former stunt man John Reed and volunteered to help him at his small martial arts studio, but is surprised to find that she's attracted to the older man. "How's it going back here?" John said, entering the small back office. Friday nights he usually left her to lock up after...

Mile High Club

by bigrichdaddy on Sep 16, 2017
Romance

"Alrighty folks, you are free to unbuckle and move throughout the cabin. We are on our way," said our pilot, Joel. Thank goodness. Takeoffs were not exactly my thing. As an engineer I am perfectly okay with climbing to the tippy top of a wind turbine, but when it comes to getting on a plane I start to get a little worried. I don't know what it is but takeof...

Bangin' The Babysitter

by TheSandyRavage on Dec 14, 2020
Erotic Couplings

The temperature was humid, the air thick, and the sun bright, which only made Mike's mood worse. He was sweating and cursing under his breath. The babysitter had just canceled on him. He ran his hand through his beard, trying to figure out the right move here. His wife was visiting family and he was stuck with their 5-year-old, but he'd had plans to stop by...

Three Days and Three Ways

by dirtymeanandhard on Sep 19, 2017
Erotic Couplings

I was visiting Eva and I was kind of bummed at first that her friend Jessica showed up as a surprise too. I'd been looking forward to three days of getting my cock sucked, spanking her, fucking her ass, and making her cream the panties I picked out for her. Instead, because I'm her dirty secret, Jessica didn't know I was there and drove in to spend time wit...

Young Girl fucks Elderly Stranger

by kinkycrazeandsexfordays on Apr 25, 2018
BDSM

My new Altima hummed quietly as I idled outside his apartment. I clutched the wheel, wondering if I was crazy, if I should just back out now. I had hooked up with plenty of guys before but I had never used a hook-up app nor had I ever slept with a guy older than 20. As I felt the doubt creep in I pushed it away with a steel resolve, reminding myself the prom...

Elaine Wants It All

by KaraJ101 on Sep 17, 2017
Mature

Elaine shoved open the door and heard a shriek from behind it, followed by a thud. She looked inside the door and saw an older gentleman on the floor. "Oh, God, I'm so sorry," she said. "Are you okay?" "No, I'm not okay. Do I look okay?" He lay there on his side, propped up on one elbow, staring at a bunch of papers strewn around him. Elaine glanced at her...

Senior Year Fun Ch. 03

by sunnyandsexy on Sep 5, 2018
BDSM

Monday goes by quickly. I go to the gym, relax by the pool with a book, and have dinner with Jess. Ryan is busy with his internship, so I don't get to see him. Tuesday is another day in the routine of gym and reading. I get a text from Lucas. Lucas: I'll pick you up at 6:30. Is that okay? Ali: Yes sir. Lucas: Just a quick dinner tonight babe. I need to f...

That 90's Gap In-Between Ch. 02

by KinkNaWink on Sep 16, 2017
Interracial Love

The entire room stilled, fell quiet and the heads of the room jolted around at the projected profanity that came from Harlee's direction. 'Great.' She thought to herself in a slight state of panic. Bree, the overly observant best friend, saw the complete look of worry upon her face and quickly and quite smoothly covered for her best friend. "How dare they...