Gay Poor Simon Stories

3,065 results
Orientation
Length
Source
Infinite Scroll

Poor Simon Ch. 12

by Cruel2BKind on Sep 14, 2017
Gay Male

*Welcome to the final chapter of Poor Simon! All characters are 18+ I have decided to do the last chapter in 3rd person to give people a little perspective with Anthony. Thank you for staying with me and please enjoy!* OCTOBER,ONE YEAR LATER... Anthony Rogan Christopher woke up, feeling foggy and pleasant. Glancing at the blue digital readout told him t...

Poor Simon Ch. 02

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello again for part two of Poor Simon! This is just a disclaimer from your author. The following submission includes non-consent, domination, gay activities, fear, and emotional stress. For those who think I am a sadist, you may be right, but keep hope, for brighter days are on the horizon for Simon. All characters in the following piece are 18+. This i...

Poor Simon Ch. 05

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello and welcome to the newest chapter of Poor Simon! The following piece has gay BDSM, serious Master/slave dynamics, emotional turmoil, and an actual plot, so if any of those scare you or turn you off, then scram. I have decided to devise a 1-10 scale on how rough the sex is in each chapter just to give you an idea. 1 is strait-up consensual vanilla se...

Poor Simon Ch. 03

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello and welcome to the third installment of Poor Simon! If you have stayed with him this long, you should know by now that the following story includes Gay activity, emotional turmoil, non-consent, and domination. As always, please comment the hell out of it so I can make future installments better for YOU! All characters in the following piece are 18+...

Box Shaped Heart Ch. 27

by laurasfox on Mar 26, 2019
Gay Male

Chapter Twenty-Seven - Weird Straight Boy There was still time until Saturday, and Carter had homework to do. He could hire a private detective to follow Alex around, but, somehow, he felt that would not be a good idea. Alex was a star, not a housewife looking for love outside conjugal bliss. He was a star, and getting other people involved sounded like a r...

My Lockdown Neighbour Ch. 01

by VeryCuriousIan on Jun 15, 2020
Gay Male

Since the lockdown was announced Simon had moved back into his parent's house, with University shut and his bar job finished his days had become long days of relaxed idleness. The occasional trip out to do the weekly shop and some chores around the house his only exceptions. His mum checked in on their elderly neighbor Mr. Briggs and would add his food need...

Cummuters Pt. 02

by shiremantoo on Aug 30, 2017
Gay Male

Part Two: Stephen Stephen and I hadn't known each other for long: His parents had returned from abroad and he had transferred from his boarding school to my day school at the beginning of term. I had been appointed his mentor, to show him around and help him to settle in and over the next few weeks we got to know each other really well. One day, we had fini...

Poor Simon Ch. 07

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello and welcome! This chapter includes gay BDSM, strong Master/slave dynamics, emotional turmoil, and an actual plot, so if any of those turn you off, scram. All characters are 18+ I accidentally forgot to use the 'Sexual intensity scale' last chapter, but this chapter is a 7. Thank you, and please enjoy!* When I woke up, the first thing that reg...

Cock-Sucker: Three Dilemmas

by tristantrotsky on Jan 28, 2020
Gay Male

DILEMMA ONE: Learning The Game This is Tristan. You would like Tristan. Tristan is a healthy gay boy, slim and active, with a voracious appetite for cock. He wears skinny-jeans that show his bulge to best advantage, and a short T-shirt that leaves his toned midriff bare. But Tristan is confused. Tristan wrestles with a conundrum he's unable to resolve. Li...

Poor Simon Ch. 08

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hi guys... This chapter is a little shorter then usual, but I'm not going to be able to work on Poor Simon for a few days so I'm just giving you what I have. The 'Sexual Intensity Scale' is at a 7.5 All characters are 18+ Thank you and enjoy the following chapter!* * I was sleeping restlessly, and for the first time the alarm clock woke me up. The buz...