Older Guy Stories

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A Day at the Beach

by sds195 on Sep 14, 2017
Erotic Couplings

Kayla left the wine shop with a bottle of merlot, and headed on her way. She walked two blocks, and took a right turn. Am I crazy for doing this, she thought to herself as she waited for a traffic light to change. When the light changed, Kayla took a deep breath and began walking. Crazy or not, she was going to do it. And, she admitted she liked the...

An Apartment with Benefits Ch. 05

by WillingWolf on Nov 20, 2018
Exhibitionist & Voyeur

Chapter 5 Friends or Rivals? We found the shop, Lace n' Easy, and yes, it was certainly a lot posher. I was intrigued however that it still appealed to exhibitionists in that the customers were encouraged to come out of the little changing rooms to look at one of three or four large mirrors in the communal area. I was offered a chair in this large room and...

Lots about Me Ch. 04: Older Dude Spanking

by TessMackenzie on Sep 15, 2017
Erotic Couplings

We met in a bar. Weirdly. Like an actual bar. It's an odd place to meet, this bar specifically, because it's a little old for me, and a little young for you, but we're both at after-work drinks, so for a while on a Friday evening it fits for both of us, I guess. I'm at the bar getting everyone drinks when you say hi next to me, and that you can get that for...

A cross dressing get together

by MrSwift on Feb 10, 2020
Transgender & Crossdressers

Just a couple of points to start with. I called it a get together because the alternatives didn't seem right. A cross dressing orgy seemed fun but too excessive. A cross dressing party was also wrong, carrying for me a sense of enforced gaiety and fun, which again was inappropriate. I settled for a get together. That would allow people to behave as they wa...

Good Girl No More

by BiancaMmmm on Sep 17, 2017
Group Sex

I'd had a couple of busy weeks at work and had just returned from a weekend getaway with my family. I'd looked with a bit of envy at my brother and his little family and got annoyed with my parents who'd made none too subtle comments on my single status at 34. To me, the more embarrassing fact was that I'd not even been out on a date for years. How sad was...

Backfired

by marriedpervs on Sep 13, 2017
Loving Wives

I loved to tease. I loved to tease. But, this time it backfired on me. Here I was, in a back room billiard parlour being ravaged by god knows how many blokes against my will. Some would say it was my own fault. I was missing my hubby. He'd been on a work trip and wasn't due back for another week. The kids were having sleepovers, and I was home alone. I ran...

How did I Become a Cuckold? Pt. 01

by ritestuff on Apr 24, 2018
Loving Wives

I am a cuckold and my wife and I are glad of it. Knowing that things that happen to us when we are younger can have an influence in forming us what we are later in life, I decided to look back to my younger years to see if there were experiences that help me become a cuckold and I believe there were. The first one I can recall was when I had just turned 18,...

Naughty at School Ch. 02

by ECHoney on Sep 12, 2017
Group Sex

Another naughty school day. No one in this story is under 18. This weekend I was going through some boxes of cloths I had to see what was in them and to donate what I didn't want anymore. Well in one of the boxes was my old Catholic High School uniform I used to wear. I decided to see if it still fit now that I was older and in college. I first tried the bl...

Blow Job Lessons Ch. 02

by primetime73 on Sep 19, 2017
Group Sex

Ashley showered herself off when she got home from Rick's place. As she soaped off her chest she couldn't help but think of the hot jets of cum that had covered her just moments before. She was getting horny again thinking about the surging cock she had just held in her hands. It was as if she could feel the cum moving through his cock while she held it arou...

Insatiable

by Girl Friend on Sep 23, 2019
Group Sex

Lucy was down on her hands and knees getting royally fucked doggy style by her boyfriend, Steve. Doggy style was Lucy's favorite position and she let Steve know it too. "Harder... faster... deeper... I'm about to cum!" she exclaimed. Steve plunged deeper, harder and faster into her slippery tight 27 year old pussy, as he watched her womanly juices squirtin...