Older Guy Stories

179,968 results
Orientation
Length
Source
Infinite Scroll

Turning Point

by WildaRaven on Sep 17, 2017
Mature

Let me take a moment to thank al those who have written to me, sent pictures and e-mails. I want to thank ladies and the few married couples first. I think it is wonderful that mature couples can read my stories and get a warm glow that last thru out the day. I have made friends with a lady near my age that is also a widow. We have much in common and are g...

Just a Normal Couple

by Feinux on Sep 25, 2018
Transsexuals & Crossdressers

To the untrained eye we look like just another normal couple walking down the street. Beautiful girl with a handsome guy, both smiling and laughing, holding hands with each other. But if you were to look a bit closer you would realise not all is as it seems. You see, my name is Paul and I am the beautiful girl. My girlfriend's name is Sarah and she is the ha...

The Awakening Ch. 01

by InsatiableDesire on Sep 12, 2017
Erotic Couplings

Let me begin by saying, I love sex. I love cumming. I love cocks. And, I love head, both giving and receiving. But, it wasn't always this way for me. In fact, I think it would be fair to say that I was the prim, demure and cold one, much to the chagrin of my long term partner. At the ripe old age of 40, I found myself, and I never intend to lose that perso...

It's All The Ex's Fault Ch. 14

by acup on Sep 14, 2017
Erotic Couplings

AUTHOR'S NOTE: It's all the Ex's fault It was intentionally written without names. LEGALESE: Don't read this if you are underage, if it is illegal in your area, if it is offensive to you, or if you cannot distinguish fiction from reality. This is a work of fiction. All characters are 18 years of age or older. Copyright (c) 2014 by Acup I woke the next...

My First Couple

by sactofunseeker on Aug 31, 2017
Group Sex

I found myself once again reading the "Casual Encounters" section on Craigslist. You know how it goes, I'd been married for 25+ years and while the sex is okay, it is kind of the same most of the time. Some kissing, some touching and rubbing then I go down on her or we 69 until she cums then I climb on in missionary or do her from behind, fun but still kind...

Leveraging Teamwork Synergies

by MSTarot on Sep 2, 2017
Erotic Couplings

Author's note: The story is part of Literotica's unofficial tag team competition. Twenty of Literotica's authors have accepted the challenge of being randomly paired with a partner to co-author a story under the pen name "The_Odd_Couplings." The pairings have remained anonymous and the true authors of this story will be revealed in the comments section one w...

What the Hell Happened?

by Willing2Do on Sep 17, 2017
Loving Wives

"What the hell happened?" are the last words Steve McQueen playing the character of a rather naïve sailor in the movie Sand Pebbles uttered as he lay dying. I have wondered from time to time what the hell happened, but then I know if I only pause long enough to think about it much. I was taken as a bride by a man near twice my age when I was 18 years old. A...

Leaving for Work

by Darkinside on Sep 17, 2017
Loving Wives

AUTHOR'S NOTE: Civil comments welcome. Please move on if stories of extramarital sex are not your thing. * I wiped the steam from the mirror and looked at myself, and rubbed the towel briskly through my hair, taking the bulk of the water out. As I did every day, I succumbed to vanity and looked at my image in the mirror. Decent looking guy, I thought. Tha...

Hot Wife: A True Novel

by Peritomin on Sep 14, 2017
Loving Wives

And the strange story that followed . . . My husband became mostly impotent three years ago after he began taking a medication. I'm now 29. I was just 19 when we married and he was 36. Even before we married, he often related a fantasy of me having sex with another man, a desire I then didn't understand. But by then, 8 years later and taking into account o...

Pleasing Men

by kewtieboy on Aug 31, 2017
Group Sex

What is it about guys? Their cocks rule their heads that's for sure. Take my boyfriend Neil for instance. We've been going out together since school on and off. He's a stunning looking 20 year old guy. I know all the girls at school fancied his blonde hair, his tall frame and his well defined body. He isn't a body building type, in fact quite the opposite. T...