Gay Window Stories

5,566 results
Orientation
Length
Source
Infinite Scroll

Rick Needed a Beer, Gets Much More Pt. 05

by Iwanttwo on Jun 26, 2019
Gay Male

I awoke with excitement and anticipation that Tim was coming over in a matter of hours. I jumped out of bed, threw on some shorts, t-shirt and flops and dashed to the store to get all the fixings for burgers. On return I got everything ready and showered and made sure I was clean and fresh for the day ahead. I dressed in my speedo and flops, and intended to...

Hotel Night

by guy_manuel on Aug 18, 2017
Gay Male

It was my first time crossdressing. I have no gender identity issues or anything, I just wanted to try it. But I also wanted to have a little fun since I was sure this would be the only time I'd do something like this and I hadn't gotten laid in a while. It probably wasn't the smartest idea, but if literotica had taught me anything it was that Craigslist was...

The Window Ch. 01

by RCscrudato on Apr 14, 2020
Gay Male

Hi, I'm Joe, forty-three, married, happily, and living in the 'burbs'. I've got an incredible wife, Babs, and a pair of twin boys Rick and Rob. We live a very normal life. Well, not quite. Babs is a sexual tiger. We have sex everywhere. Once the boys came along and got to the age where they would know, we had to stop fucking with them in the room. Babs and I...

Snow-capped Mountain

by WFEATHER on Aug 18, 2017
Gay Male

I looked up from my book and looked to my right to see out the window. I could discern the snow-covered mountains below us -- at last, we were flying over the Rocky Mountains. But I also noticed something else. Next to me was an empty seat, but between the empty seat and the window sat a young man which a noticeable bulge tenting his slacks and a slight sm...

Dusk Before Dawn Ch. 02

by Justenoughtime on Aug 30, 2017
Gay Male

*thanks for the positive reviews. And a special thank you to the anon who took the time to give some feedback (I see you). Advice read, duly noted and appreciated. I wrote this chapter before I read the comments so you may find some of the same things you picked up on here as well. For the next chapter I intend to employ you advice. Thanks again all* *** C...

Emmet

by sr71plt on Aug 18, 2017
Gay Male

We live in a university town, my wife and I, and we live in a neighborhood within five blocks of the edge of that university. It's an affluent neighborhood, built on heavily wooded, well-manicured lots on the side of a ridge, with narrow streets running up and down and twisting here and there. Almost like the country, but a wealthy enclave right in the small...

Demographics

by male_sharmota on Sep 16, 2017
Gay Male

I woke up a bit before sunrise and climbed down the ladder of my bunk bed. My roommate laid sleeping in the bottom bunk next to my wife. I looked at myself in the mirror on the wall. My middle-aged body was still in good shape. The legs, ass, and chest were well shaved to provide a clear view of my smooth white skin. So was my face. My neatly trimmed bush lo...

The Dad next door

by GK899 on Nov 29, 2019
Gay

It was a hot summer day, Conner just got out of school for the summer and had nothing to do except just sit in his room watching TV and bake thanks to heat. While Conner was watching TV a loud sound from outside his window caught his attention. He looked out and saw his older neighbor Dan Thompson working on his front lawn. Dan had a wife and two kids 13 and...

Open in Reader

A Quiet Country Lane

by HappyHarry1973 on Sep 14, 2017
Gay Male

The nights drawing in early can go against you or it can go with you. On the one hand it's winter and gets cold, but on the other hand all the people who come out to play in the dark are out earlier so you can have some fun and still be home in time for tea! This day, I got ready about four o'clock and left the house wearing a tracksuit and trainers. I drov...

Encounter in Me

by Zerp1991 on Aug 30, 2017
Gay Male

Driving home, I had received a phone call. I pulled into an industrial site to answer, when I got to the phone it was too late. I thought I would take a minute to re contact the missed call when I see a car in the distance that caught my eye. As I drove closer I noticed a man sitting very still and with a nervous aura about him. I don't know why but I park...