Gay Sissy Spanking Stories

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The Brownstone: Scott Ch. 06

by jayjayk on Sep 14, 2017
Gay Male

(Authors Note: This is the 14thinstallment in the Brownstone series. In reading order they are: Michael Ch01,02 Charles Ch01,02,03 Michael Ch03,04,05. Scott Ch01,02,03,04,05 This is the final chapter of the story. I hope you've enjoyed it.) * It was such a wonderful feeling to wake up, spooned into Michael's arms, his face nuzzled into my neck. It had bee...

Jocks of the South Pt. 14

by scottgoulding123 on Oct 22, 2019
Gay Male

Chapter 14: Get Free "You don't have to do this," Nick told Francis, holding onto his boyfriend's hand tightly with both of his sweaty palms. "If you're not ready, then there's no need to put yourself through it. No one is forcing you to." Francis took Nick's hands in his own, looking at him silently. "I want to do this. I'm ready. And I don't want to hide...

An English Boy Gets Turned Out Ch. 05

by RustyRover on Jul 17, 2018
Gay Male

I am sorry for the delay in posting chapter 5, life and writers block got in the way. * Normally when I wake up I need to take a pee. But this morning it felt like I needed to take a dump. That feeling woke me up with a start as I recalled my ass was full of butt plug. Then the memories came flooding back. Instantly my heart starting beating faster, my che...

Little Jimmy Grows Up

by timmywells on Sep 14, 2017
Gay Male

In the interest of full disclosure I would like to mention that this story involves the following topics; rough, reluctant but consensual sex, anal sex, and both very dominant and completely submissive characters. This story takes place during the Summer of 1970 and involves a very shy, meek and socially awkward guy whose life is forever changed one day in...

Chase N' Justice

by Shy_Bottom69 on Sep 1, 2017
Gay Male

Standard disclaimer: This is a work of fiction. Warning: There are elements of non-consensual sex. The story takes place in Dixon County, South Carolina. Please, don't try to look it up you'll be disappointed, it doesn't exist. If you are desperate, there are enough clues in the story to figure out which county I'm patterning it after. Any similarities with...

The Boy in Makeup

by DavidPatrick on Sep 14, 2017
Gay Male

Chapter One Like the men who made suicide is in my genes. The temptation was too great for my great-grandfather, my grandfather, and my father, having lured all three to the other side. Theories abound as to why. No one knows for sure. I think it's because there was too much dissonance between who they really were and who they pretended to be. We all prete...

Jocks of the South Pt. 10

by scottgoulding123 on Sep 14, 2017
Gay Male

Sorry for the major delay in this chapter! It was a difficult one to write and it ended up being much longer than I originally intended. Thank you to everyone for their patience and I hope you enjoy reading it! :) *** Easter Sunday Nick's week in California had been hell. He had to stay in his brother's apartment (which was old and gross), he'd gone witho...

Costume Party

by caughtsinning on Sep 25, 2017
Gay Male

My wife and I had been invited to a friend's costume party in mid-June. It was a perfect night for an outdoor party. The air was warm, not too humid and the camp fires around the property kept the dampness and chill out of the air. There were people all over the place but the majority were centered around the pool and outdoor bar area. I had been talking wi...

The Daughter's Boyfriend Pt. 02

by rimaday on Sep 5, 2018
Gay Male

I arrived home trying to keep positive. I thought I had turned the tide with the arrogant little pick. Little prick is not a good description of Eric... Arrogant little ass would be better. None the less, he was a smart, arrogant little ass, and seemed to know his Psychology. I wished I could turn the clock back 24 hours and start over. A day ago, at this...

My Hero

by Bundy5 on Sep 26, 2017
Gay Male

He stares at me with a mixture of pity and disgust in his eyes, and I sneer back at him, my contempt loud and clear. I didn't know it then, but that doorman would one day mean the world to me. ** My name is Peter 'Pinky' Benson. I'm twenty and a half years old, and I'm going to be all alone for the first time in the big city. I'm moving there to attend an...