Mature Boy Stories

121,005 results
Orientation
Length
Source
Infinite Scroll

There Might Be a Connection Here

by Playful Harley on Sep 13, 2017
Mature

Well, if you plan on having sex with a woman, it's always a good idea to meet one first as they say. Being in my early 50's, I still prefer to meet someone in person rather than on the internet just because I still believe in it being more fun if two people have some level of chemistry between them. There's nothing more enjoyable than watching a woman's hip...

Curiosity Satisfied

by Barb36D on Sep 12, 2017
Group Sex

Special dedication to Amy and Lady 'L' "Hi, this is Barb. Is this Amy?" "Yes, this is Amy. Hello!" "Hi...err, God, I can't believe I'm doing this!" "Don't worry Barb. I've never done it either. I mean, I've never actually talked to someone I met on the Internet, never mind a sex website," said the youthful, feminine voice. "It's just, I'm not really sur...

Ouroboros Ch. 01

by spider6niner on Sep 25, 2017
Sci-Fi & Fantasy

I'm just going to say straight out that I do not intend to have any sex until chapter 3. There will be plenty, but I want to build the characters up some before that happens. I hope you enjoy what I will be writing, it is a story that has been in my head for some time, and it is going to be a long one. I beg your indulgence and appreciate any feedback to mak...

Brandi's Slutty Adventures Ch. 01

by brandit1148 on Sep 12, 2017
Novels and Novellas

The elevator doors slid close and I looked up into Tony's piercing blue eyes. Here I was a mature married professional woman, alone in an exciting big city, heading toward a young, handsome stranger's apartment. Soon the elevator doors would open and I would have to make a decision. Do I do the mature responsible thing, respect my martial vows and stay on th...

Cut and BJ

by Xamphos on Sep 14, 2017
Loving Wives

Dear readers I have been away for sometime, but I have continued to read the stories online. Some really good contributions. Congratulations to those who have attracted my vote or comment. Hope you enjoy my latest imaginary friend. This is a work of pure fiction, and is not intended to bear any relation to anyone either alive or dead. If you don't like whore...

What's in the Big Chocolate Box Ch. 02

by sirhugs on Sep 17, 2017
Loving Wives

This story follows "What's in the Big Chocolate Box? ch 1" but can be read on its own. The couple was introduced in "What's in the Big Box?", but that is a freestanding adventure. Rachlou helped with characterization and plot holes, wicked woman edited. All errors or perversions are mine alone. * Luci had worried her confession might upset me, but of cours...

The Trouble With Emily Ch. 01

by Miltone on Sep 26, 2017
Exhibitionist & Voyeur

Author's Note: This is the first part of a four-part story. If you are looking for a quickie "stroke and cum" story you might want to select something else to read. For those who enjoy plot and character development and a long build-up to a rousing conclusion, please feel free to follow along this special tale. Mitchell couldn't remember exactly the first t...

Text Trouble

by geronimo_appleby on Sep 16, 2017
Loving Wives

It was a chance comment that started me thinking, just one of those random statements during a conversation that can trigger a thought process where one thought leads to another, then another and so on. I'd just mentioned to a colleague that my twenty-fifth wedding anniversary was coming up, Silver anniversary as it goes, and in all those years I'd never st...

Tuition Time Ch. 03

by Stephen7Redo on Sep 12, 2017
Mature

A woman and younger man had met earlier in their lives and now meet again a few years later...now as more than teacher and student. Ms. Mathews and young David begin their 'homework'. ***** "Why don't you come back to my place?" How many times had I heard those words from Ms. Mathews in my fantasies? It had been from that first English class, when I was...

A Mountain Man's Love Story

by LaPatitMort on Sep 13, 2017
Romance

My great, great grandfather was a wiry young teenager from Scotland who came to America to escape jail for rebelling against the crown. His brogue was so thick that few people could understand him, so he kept moving west until he found himself living as a mountain man in the Sierra-Nevadas. He was a small man who had to make it on skill and his wits because...