Older Man Stories

260,825 results
Orientation
Length
Source
Infinite Scroll

That Fateful Weekend Ch. 12

by RecHiker on Sep 13, 2017
Exhibitionist & Voyeur

I want to thank all those who have sent me email messages encouraging me to tell more of this story. If I haven't returned an email to you yet, I will soon. Again, thank you for all your kind comments. ~ ~ ~ ~ ~ ~ Please read the previous chapters to this story so you will know what everyone has been up to. This story is very long and has many true facts...

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"I Can't Stop Loving You," Ch. 02

by SusanJillParker on Sep 16, 2017
Mature

Please vote. Please give me the support of your vote. * "I Can't Stop Loving You," Ch. 02 A devoted husband, 68-year-old Walter, an older man, found love again with 39-year-old Susan, a much younger woman after his beloved Mary died. Continued from Chapter 01: Seemingly, not interested in meeting someone new, he didn't see her sometimes looking over at...

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Woman in White and Daddy Glenn Ch. 01

by SusanJillParker on Sep 26, 2017
Mature

Is a much younger women with an older man, every man's sexual fantasy? Just as women dream of striking it rich by marrying a wealthy, older man, older men dream of having sex with beautiful, sexy women half their age. Cougars versus sugar daddies, does age really matter? Once the hot sex is over or the money exchanges hands, even those in this sort of relat...

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Formal Dinner Delights

by kandie on Sep 1, 2017
Group Sex

As they take their seats at the candlelit table, he can see that she is dressed for the occasion. Her simple black skirt is short enough to show her black nylon stocking tops. Her low cut blouse lets him see her very lovely breasts almost to the nipples. The waiter arrives to take their order. She looked at him and was surprised, here was this tall muscular...

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And Then There Were...

by ozzietwo on Aug 19, 2017
Exhibitionist & Voyeur

I don't know which of us saw her first. But we both saw her, and nudged each other. She was wearing a dress that was not too short but quite (demurely, if that can be said) revealing, with a body built for it! She walked in to the restaurant, paused, and looked around. She saw a man sitting across the way, close to us. He caught her eye, smiled, licked his...

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Chameleons Ch. 02

by bodiceripperz on Sep 14, 2017
Erotic Couplings

Lavender Tate fiddled with the tassel of the pastie attached to her left breast as she waited her turn to step on the stage. Tonight, she was in the Yellow room at Prism, and the cheery dance pop music that surrounded her shook the floor thanks to a persistent bass line. She watched the woman before her, a larger woman who was nonetheless incredibly attrac...

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Lisa's Guilty Secret

by adamzapple on Sep 12, 2017
Toys & Masturbation

(All characters are over 18.) "Oh my God," Lisa Ward breathed aloud in disbelief. "That is sooo not right...." She was sitting at the computer in the spare bedroom at home watching something she'd never seen before. Something she'd never have believed she'd ever see, or for that matter, ever thought about seeing. On the monitor, although the image was rath...

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The Ballad of Barry

by AngelaK on Sep 16, 2017
Transsexuals & Crossdressers

Part 1 - The young man Barry was in his early fifties. He stood about 6ft-1, and weighed nearly 300 pounds. He had brown hair going to gray, and green eyes. In his youth, he'd been considered handsome. Barry was also very lonely. He was struggling to cope after the loss of his wife nearly five years ago. His wife of 25 years was a companion he sorely misse...

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A Man and His Telescope Ch. 02

by faerydust on Sep 14, 2017
Exhibitionist & Voyeur

My name is Jim. The telescope is mine. I got it for a birthday present from my dad a couple of years ago. If he only knew what I was doing with it today. I picked it up off the floor and set it up by the window. Feeling a little deflated, knowing by now the entertainment must be over. I made my self a drink and sat and thought about Shannon. Why I could not...

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Anal Epic Ch. 04

by Benny024 on Sep 19, 2017
Incest/Taboo

"Warning, this title contains the following: explicit sex, graphic language, and some violent situations. In addition, all characters in any sexually explicit conduct are over the age of eighteen (18) years at the time this story was written." About a week later, on a rather warm mid-December day, Stepmom asked me to go for a walk with her. Although her inv...

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