Gay Sissy Bully Stories

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Regina and the Hardcase Pt. 02

by GenghisKen on Sep 1, 2017
Gay Male

"As the bastard leveled the double barrelled shotgun at the thin man, he had the confidence of a schoolyard bully, absent the knowledge that this would be his last act on earth." "Just a handjob mister, that is all you paid for." Eleanor said as she looked up at the haggered man. Eleanor Wiggins was not a new whore. Her demure manner outweighed her misplac...

My White Boy Sissy Pt. 01

by wolf_hunt on Feb 25, 2019
Gay Male

This is part 1 of an ongoing series. It's just an intro with only a blow job scene. In future chapters there will be more including forced feminization, anal, humiliation and much much more. Hope you enjoy my story. All characters involved in sex are 18 or older. This is from the perspective of a black teenager as he turns a sissy nerd into his bitch. ****...

The Boifriend Ch. 02

by AdmiralSquish on Jun 19, 2019
Gay Male

[pre-story]This story's not dead! I was a little stuck trying to figure out what to work on, and I got some comments recently asking for more M/M stuff, and then I got inspired and now here we are. Convenient that the first story to go public in pride month is M/M. Content Warnings: M/M, femboy, sissy, potentially offensive dirty talk Disclaimer: All chara...

The Jock and the Sissy

by AdmiralSquish on Sep 25, 2017
Gay Male

[pre-story]So, this happened. Mostly, I just wanted to try writing something new, something I hadn't tried before, and I've had a lot of requests for gay stuff. Personally, I consider myself like, a 1 or a 2 on the Kinsey scale, but I've never felt particularly inspired to write about male-on-male stuff, and, obviously, the market leans toward straight stuff...

Bully Down

by Babybatter23 on Oct 6, 2020
Gay Male

Charlie drops the blue pill in Dillon's soda can and sits down at his desk in the back of the room. He's nervous as to what might happen, but he thinks it will be worth it in the end. He watches as Dillon comes back from the bathroom and takes a big gulp of his soda. It must have dissolved, because Dillon didn't seem to notice. They were two out the three bo...

Burying the Hatchet

by henryjpnw on Sep 2, 2017
Gay Male

I went back to my hometown to visit my parents recently. In the past my wife always joined me on these trips, but between work and various social engagements she didn't have as much time as she used to. It didn't feel strange packing for one, or flying alone, or even taking a cab by myself from the airport to my parents house. I only felt the difference lat...

The Turning of a Cocksucker

by Usualsuspectksa on Sep 14, 2017
Gay Male

Up until recently I was a homophobic, delusional straight man...it only took one man to change that. All of my life...I had been a bully. I ridiculed kids through school, beat them up because I was bigger and especially had enjoyed picking on gay guys. I was good looking and hung out with the hottest girls in high school. This would continue into college u...

Sissy's BBC Submission

by tawnysuede on Sep 19, 2017
Gay Male

Chapter 1 - First Contact "Tyler! Snap out of it - you're staring again, and he's noticed!" Jack's voice whispered hoarsely in Tyler's ear as the hot water from the shower drummed across his back. There were just the three of them left in the shower now. Basketball practise had been over for more than half an hour and the most of the players were showered...

My Son's Bully Ch. 01

by barsvontrier on Jun 26, 2019
Gay Male

I was driving to confront the parents of Jake Jones, my son Billy's bully. Since freshman year Jake had tormented my son, but the school made minimal effort to do anything since Jake was a star athlete and the son of a wealthy donor. Graduation was a week away but I had decided enough was enough. I won't lie though, I was nervous. I'm a passive, skinny man...

Plotting a Course Ch. 11

by VaRiverWriter on Sep 25, 2017
Gay Male

Chapter 11: Detour *Note: I'm sorry for the delay. Thanks for sticking with me. This chapter follows Matt and Clint. I've changed the point of view for this chapter. I hope you enjoy it. Please let me know your thoughts.* "I'll miss you Bobby." Matt said as he tightly squeezed his best friend. "I'll miss you too Matt. We'll still see each other." Bobby...