Gay Teach Me Stories

22,346 results
Orientation
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Infinite Scroll

Family Jewels Ch. 03

by stevedore on Sep 17, 2017
Gay Male

Since my wife's brother had moved in, the three of us had settled into an unusual living situation. My wife had become docile and well-behaved under her brother's stewardship. Towards me, however, she was somewhat dismissive. Every night she did two things: she sucked him off behind the closed door of his room and then she jerked me off in our marital bed. W...

Adventures of a Cottager Ch. 02

by cottager on Aug 18, 2017
Gay Male

Chapter 2: Cumming in Cannes For those of you who have not read chapter 1. my formative years, of which I can say nothing on here, left me with a penchant for old men, exhibitionism, taking orders, and anonymous outdoor sex. Now I am getting towards being an old man myself I thought perhaps its time to relive the memories and share them with others. On the...

The Flippant Remark

by MWMottawa on Sep 14, 2017
Gay Male

We had experienced a complete server failure, shutting down our engineering department. As the computer coordinator I was tasked with getting the system back on line as soon as possible. A quick review of the system lead me to believe that it was our main cluster which was down so I headed over to our tech support group for help. As luck would have it the de...

A Night Out

by kappacino on Aug 18, 2017
Gay Male

Being married my "men on men" relationships have always been limited to the odd fumble in the back of a gay cinema or in a romp in a sauna. Occasionally as I got older I answered an ad in a contact magazine, for an evening session. But I never managed to stay overnight and one of my longings was for an evening of sex, sleep and then more sex as my partner re...

Slut Scout

by Michele G on Sep 14, 2017
Gay Male

Our neighbors have a really good-looking son," Chad. His room is up in the attic of their house like mine is. Every now and then I see him in his window and he's seen me from his. He knows all about me and is cool about my cross-dressing. I see him with a lot of pretty girls. Sometimes I catch him sneaking them up to his room. The girls can get pretty loud a...

Knock on the Door

by alexcarr on Aug 18, 2017
Gay Male

"So it's you again, wanting your fix again I 'spose, Jerry?" "How did you guess," I asked like I was trying to be cool, all the while thinking no way will he let me into his life again. Thing is, - well okay I did dump Danny a year ago, it happens, - sometimes a guy needs to move on, search fields anew, thing is the field I searched did not bear oats - it w...

A New Roommate Ch. 2

by Collier on Sep 14, 2017
Gay Male

The following day was a strange one. I had class in the morning, Mike had his managers' meeting. We didn't have time to talk after waking up, and even if we had, I don't know what I would have said. It wasn't that I regretted what had happened, or did I? There was some indecision about it, but I wasn't agonizing over the thing. It happened. That was it. Or...

Squeezed Redux Ch. 01

by sr71plt on Sep 14, 2017
Gay Male

Three weeks after my blind date with the delightfully submissive Chris, the teasing waiter from the bar where our blind date had started came back into my life. We were hiring an office assistant, a general gofer, in the office, and there he was among the applicants. His application wasn't among the best, and I certainly didn't know him from Adam before the...

My New Sensations

by gr82please on Jun 5, 2019
Gay Male

I met Oscar online, off of one of those hook up apps. We had some shared interests and according to his profile photo he was also pretty cute. He was short, probably 5'7", with light brown skin and black hair. He was younger than me probably mid twenties and he had one of those emo haircuts where it's short all the way around but it swoops over the top. He k...

Close and New with No Regrets

by Nichelover on Jan 8, 2019
Gay Male

Hi, my name isn't important, but I have to share a story that happened to me a while back, probably a week or so. I will happily state that I am gay, though not everyone in my life accepted it, and I was quickly thrown out of my house, meaning I had to move in with my boyfriend. I'll change everyone's name to keep them anonymous. We've been dating for about...