Literotica Best Sex Ever With Older Man Stories

371,020 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Daddy's Best Advice

by leBonhomme on Sep 14, 2017
Erotic Couplings

I didn't want to go down on him. We had met in Switzerland, where I was taking a summer course after high school in Germany to improve my French. Did we sleep with each other the second or third time we were together? Sooner than I would want to admit, but I had liked older boys since I started high school, when the boys my age were weren't as far along as...

Mature Women

by Wes99 on Sep 13, 2017
Humor & Satire

I know that I'm not a young man anymore but I don't consider myself as old. I prefer to think of myself as experienced. Those experiences have given me many things to reflect on and there is one subject in particular that always has the effect of making my dick harder than two-week-old road-kill. It's the subject of the sexuality of women…no, not just any wo...

Old Ladies, Thongs, & Blizzards

by TheTalkMan on Sep 16, 2017
Interracial Love

This story is posted on the Literotica website. Do not repost anywhere else without the author's consent. For fans of my stories, they know what kinds of things to expect. This story deals with similar themes as the stories by wannabeboytoy, seducedHylas, and Dark Betrayal, namely cheating, betrayal, and heartbreak. If stuff like that isn't your cup of tea,...

He Stared at all that I Showed Ch. 03

by ILookLikeJailBait on Sep 13, 2017
Exhibitionist & Voyeur

A match made in Heaven, Kimberly, a 23-year-old exhibitionist, meets Ronald a 72-year-old voyeur. Revised, Rewritten, and Continued from Chapter 02: After meeting me, as if he had a makeover, instead of walking around unshaven outside in his pajamas, slippers, and robe, he was now fully dressed for success and dressed for sex. No doubt, with him now taking...

"I Can't Stop Loving You," Ch. 05

by SusanJillParker on Sep 16, 2017
Mature

Please vote. Please give me the support of your vote. I dedicate this story to Walter. * 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 04: Being careful not to make him feel small and ruin her chance with him, she continued with her e...

Susan's Saturday Night Sex Ch. 03

by SusanJillParker on Sep 26, 2017
Erotic Couplings

There are no characters under the age of 18 in this story. All characters portrayed are over the age of 21. * No excuses and with her actions and inappropriate, sexual behavior already justified, what's good enough for older men to do with younger women is good enough for Susan to do with younger men. Paid to listen to the personal problems of mentally a...

The Second Sexual Revolution

by wrdonway on Sep 16, 2017
Reviews & Essays

Many things about sex have intrigued and excited me, but, until recently one of them has not been the topic 'sex and aging.' That may be changing; I am writing this article on my seventieth birthday. It is not a topic easy to avoid. Sex and aging appears in one formulation or another, month after month, on the covers of magazines about men's health, women's...

Vegas Vacation

by MsErotica1950 on Sep 15, 2017
Group Sex

Lance and Laura had lived next door to Bill for over six years. They were a real nice couple and Bill and his wife had them over to dinner many times. Bill and his wife Karen had been married for 30 years. They were both 18 when they married right out of high school. Neither one was a virgin when they married. Bill lost his virginity to a baby sitter for hi...

The Morning After Pt. 04

by janedoe555 on Jun 15, 2020
Mature

I laid naked on my bed and resting in the afternoon sunlight. The sun was starting to set and I was alone for the first time in the last 24 hours. My head was a tad fuzzy while entire body felt warm and alive yet so very tired. I also felt beautiful. And sexy. In fact, I felt like a bona-fide sex goddess. I couldn't help but caress myself in vanity; twirling...

How to Have Great Sex Over 50

by BatsandGlamour on Sep 14, 2017
How To

5 myths about great sex for men over 50 P.S.-show this to your husband or lover We're all (hopefully) going to get there. No need to worry. You can keep your sex life crazy. I remember when I was approaching thirty. It seemed like a huge number to me. When I was 19, thirty was my definition of old. So as it approached I was understandably apprehensive. An...