Gay Straight First Time Stories

22,593 results
Orientation
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Infinite Scroll

Me & Karen Ch. 04

by BlueEyedNick on Sep 15, 2017
Gay Male

A week later school was out for the summer which gave me and Karen a lot more playtime, playtime that ever so often also included Molly and with Molly came her strap on. Karen totally adored that strap on and I have to admit I was quite fond of it myself. In fact ... I was so fond of it that it wasn't long before I asked Molly to lube it up and fuck me wit...

My Lockdown Neighbour Ch. 02

by VeryCuriousIan on Jul 6, 2020
Gay Male

Mrs. Weston stood smiling at the gate, "I've dropped off your shopping on the mat Mr. Briggs, with your change." She pointed towards the two bags on his doorstep. "Ahh Mrs. Weston you're an angel, I don't know how I'd cope without you and your family, " he grinned ecstatically to himself, especially your son. Simon heard the front door close and watched as...

My First Man

by texanbimale on Aug 18, 2017
Gay Male

To start with this is a true story that happened to me about nineteen years ago. It is about my first and only bisexual encounter. This is the first time I have told this story, so I hope you enjoy it, and who knows maybe some one close to me will read it and be able to help me explore my bi-side a little further. I live if North Central Texas, and was on...

Finally My First Time Pt. 02

by bisibi on Jul 4, 2018
Gay Male

This is part 2 of my sexual journey with men. In part 1 I told the story of my first time with a guy. It's been a while since I wrote my first instalment and I wanted to catch you up on what I've been up to. *** Luckily for me Nick's wife worked in a bar on weekends and I spent the next 6 weeks going to Nick's and getting fucked. I was often there on both...

Turning Myself Gay Pt. 04

by bart_allen on Jun 25, 2018
Gay Male

Things changed slowly over the next half a year or so. Work was work, boring and uninteresting, but between that, my consistent aerobic gym work outs and keeping up with Danny took up the majority of my time. We saw each other every week or two, but sometimes he'd go days without texting me. He was definitely a bit of a bro, but he was always friendly and he...

The Boyfriend Experience

by Frank8787 on Oct 12, 2020
Gay Male

Here's the first part of a story that should span multiple entries. It's partly based on my own experiences exploring my sexuality in college: John approached the home and sighed. It was a nice, spacious home in a fairly affluent area, and a home he'd visited many times before. He knew tonight would be difficult, however, and his stomach was in knots. John...

Show Me Yours

by BuckyDuckman on Sep 14, 2017
Gay Male

I hate labels. I don't consider myself gay. Hell, I don't even think of myself as bi, either. Slightly bent? Straight with a slight curve? Fuck if I know because I love sex with women. Really, I do, except I've had a dick or two inside my mouth, too. So, what does that make me? Before Todd, I never thought much about it. Best to think of myself as a horny ba...

Confessions of a Straight Going Gay

by aliassmith on Sep 15, 2017
Gay Male

This memoir has been on my mind for a long, long time. I think it may be a common story. I’m always reading these days about bi curious guys. There’s a chat room I visit where the guys talk about how they would like to try sucking dick. Some may never try, and just get off talking about it, but many are genuinely curious about the fantasy they have in their...

Simon and Sebastian A

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

A homoerotic story written by Jason Land PROLOGUE This is a sequel to my first story, which is entitled 'Sebastian -The Male Escort', which gave an account of my education at a private school in Sheldon, New York and how, on leaving school I moved to New York city and through a variety of circumstance, found myself acting as a paid Male Escort, which turn...

Weekend with Michelle and David

by threewaysteve on Aug 18, 2017
Gay Male

Hi, I'm Steve. I'm 41 years old and generally consider myself a kinky, but normal guy. I had met Michelle in a hotel bar in Houston. I was there on business attending a conference when we struck up a conversation. Though I was from St. Louis, I visited Houston often for clients. She was from Houston, which proved lucky for me. Well, one thing led to another...