Older Guy Stories

179,968 results
Orientation
Length
Source
Infinite Scroll

Part 02: Lonely Heart Seeks New Man

by irishmile2001 on Sep 28, 2020
BDSM

I told myself "This ends tonight" I've waited 3 weeks for a response to my text message. I've stayed off the Internet, out of chat rooms, off porn sites. I checked my phone every time it chirped or vibrated, hoping it would be a response to my text: "Thank you for a wonderful afternoon. I look forward to seeing you soon." I was disappointed every time I che...

Ventura's Highway

by komrad1156 on Sep 14, 2017
Mature

"I'm sure you've heard the rumors, and I can tell you they are all true. I am not an easy person to work for, Ms. Stevens. I expect you to be available at all times day and night. My needs take priority over your own as well as anyone else's. Will that be a problem for you?" "No, Ms. Collins. I understand completely." "I have a half-dozen more qualified pe...

Girlfriend's Sister Measures Me Up

by MissionaryStyle on Aug 21, 2018
Loving Wives

So, my girlfriend and I moved in together recently. We've gotten a little more serious but no mention of marriage yet. Our apartment is not too small really, as it has a guest bedroom we use as office, but each room is tiny, so the bedrooms, kitchen and living room are really close. After a couple of months, my sister in law came to the apartment and stayed...

How I Got Started

by tirreno12 on Sep 12, 2017
Loving Wives

I am the wife in a solid couple. At 37yo I look like a classic "girl next door" with a very wholesome personality to accompany my look, and I am the mother of three. My husband Andrew is 43 years old. The adventure began for us (very small) a few months after we got married when I was 23. I had no idea I would like this and had no idea how far it cou...

What A Wife

by wifewatcher6969 on Sep 17, 2017
Loving Wives

She was a 22 year old petite brown haired 5 foot girl at the time with 34 B breasts that were very nice and perky with sensually arousable nipples that begged to be licked. Her best feature was and still is her ass. Firm, deep and built to take a pounding which it often did. Her ass turned the heads of young guys and older men alike. She had always been tol...

Blow Job Lessons Ch. 01

by primetime73 on Sep 12, 2017
Exhibitionist & Voyeur

Ashley was 14 when her parents got divorced. Her mom bought a new house in the suburbs filled with starter homes and young families. Ashley was now an 18 year old senior in high school and was graduating in a couple weeks. Her mom, although a very attractive 38 year old, had never remarried. She had no shortage of male friends and Ashley occasionally heard t...

Glen's Pride

by FD45 on Sep 17, 2017
Loving Wives

This story doesn't have any sex in it. It is more a story about cheating and it's consequences and it's implications. Again, I did my own spell checking and editing (because I'm impatient), so lay the blame on me. This story is dedicated to Little Debbie. It was with that damned knot in my chest that I drove into the Glen's Pride Apartment Complex that e...

Exposing My Body Online Ch. 03

by davidwriter on Sep 15, 2017
Exhibitionist & Voyeur

I greeted the new day feeling a sense of invigouration as the dream replayed through my mind. I thought about what lay ahead for the new day. I was feeling adventurous. I decided to try an experiment. For some reason those construction worker guys bothered me. What bothered me was that they weren't bothered to look at me, to wolf whistle or stare – I mean, w...

Neighbors During the Virus Scare Ch. 02

by jonnydough on May 11, 2020
Romance

Neighbors Chapter 2 Monday morning was hectic, they were now pushing social distancing. I had to show my teachers I.D. when I went shopping to get in early, not sure exactly what to buy I bought random assortment of canned and dry goods. There was a big sale on T.V. Dinners, so I stocked up on them. I thought about grabbing rice and beans but smiled to myse...

The Doctor's Appointment

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

My wife Jo had been suffering with a bad back for weeks. She works as a doctor and many of the procedures she has to carry out on patients require her to stand up for hours at a time. A couple of moths ago she fell off a horse on an activity holiday we were on. And she's never fully recovered. Urged on by my insistence to get her back checked out properly...