Older Man Stories

255,186 results
Orientation
Length
Source
Infinite Scroll

An Ordinary Man's Life Ch. 44

by FrankjrBauer on Sep 19, 2017
Romance

This chapter was kindly edited. Great job. Thank you Mike. ***** Dear readers, This is kind of a bridge chapter to settle Amanda's affairs. However there is still some sex in it. Enjoy it! ***** Amanda woke up Friday morning with the wonderful feeling of Todd's chiseled body spooning behind her. She could feel his shallow, warm breath on her neck as his...

No Longer a Fantasy

by telebri on Sep 17, 2017
Loving Wives

Jeff and I had been chatting online for quite a long time, relating our different experiences and desires. I had mentioned him to my wife a while ago, but she didn't seem to have much of an interest in the subject, since he and I mostly talked about sharing her and what he would do with her if they were actually together. Finally one night, as she and I wer...

Sleepwalking in San Diego

by torp on Sep 17, 2017
Non-Erotic

San Diego is a wonderful place, even in the winter. Thanksgiving and Christmas have a different kind of feel when you are surrounded by palm trees, beaches and beautiful women. The lack of snow, and cold weather is fine with me, after all, I live on a boat and have good reason to avoid miserable winters. The first time I was there was in the winter of 1975....

Caught In The Web

by Bleeding_Poet on Sep 2, 2017
Romance

It was another boring day. Having just got back from job I only wanted to take a shower and cook a little something to eat later. I loved being alone sometimes and it was a perfect chance since my boyfriend was in a trip and I had a whole week to spend in solitude. Some say they hate loneliness but being always with someone can make one crazy. We all need so...

Return to "Weekend School" Ch. 14

by cynthiablaine7 on Oct 26, 2020
Transgender & Crossdressers

[This story involves bodily functions and sometimes severe disciplining, including caning and spanking, as well as crossdressing. If reading about those offends you, read no further. These stories may be read separately but do gain from being read in sequence.] Laura Franklin wasn't sure what kind of response she would receive when she sent out notices by m...

The Solitary Arrow Ch. 07

by mack_the_knife on Sep 13, 2017
Sci-Fi & Fantasy

Harlen lead Hyandai out the door of his home and back into the road. She smiled, and was still curious as to what he was doing. They walked clear across town and even a short distance past the wall on the far side. Most of the people they passed greeted them, though some simply stared at the sight of Hyandai. A pair of men stopped Harlen, and the three hunt...

Long Way Home

by moodyman on Sep 13, 2017
Group Sex

The flight had been a long one and he was exhausted. The trip had gone well, better than he had hoped, but a trip was never like being at home. He yearned for the feel of his own shower, his own bed, and his own surroundings. The plane began its descent and he felt the familiar tightening in his stomach as the pilot banked first left, then right, and finally...

An Older Woman and Then

by qualitywheat on Sep 14, 2017
Group Sex

Dear reader, this story got away from me a little, but I enjoyed writing it, it's about a mature woman submitting to a young guy, about him getting his step mother, his step mother getting the other woman and her husband too, it gets a bit frantic, but there you go lol. ***** When I was sixteen, my mother and father split, they had been drifting apart fo...

My Lovely Jennifer Ch. 02

by K.K. on Sep 13, 2017
Loving Wives

THE INTERNET One evening while Jennifer was fixing dinner and I was working at my computer I went on the Internet to do a search for 'Pantine' products but thanks to a typo I ended up with search results for 'Panties.' I saw my mistake and was about to correct it when one of the search results caught my eye. It said 'Upskirt photos of unsuspecting women.'...

Hot Coffee and Perfect Pink Pt. 01

by Cocktopia on Sep 13, 2017
Interracial Love

I'd gone into hospital for a minor operation, over and done in a day. Then due to the specialist not being available it was decided to keep me in two more days until she was on duty rather than send me home and bring me back. Most of the nurses were unremarkable, professional but nothing to look at. Then on the second morning in came a student nurse, who co...