Gay Sissy Sph Stories

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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...

Sissy Cuckold & The Old Bull Ch. 02

by DirtyDaddyHunter on Sep 19, 2017
Gay Male

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock. The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock,...

Sissy Dream Come True

by Sjen451 on Oct 6, 2020
Gay Male

It was Friday and I had one job left before I could start my weekend. I didn't have much planned other than watching some of my favorite sissy porn and playing with a few of my larger dildos. Not too exciting, but it's how I spend most of my weekends when I don't have other plans. Today I wore my red lace panties under a pair of black break-away running pa...

Drunk Friend to Sissy Slut

by olybiguy27 on Sep 14, 2017
Gay Male

What follows is the completely true story of the weekend that changed my life. This really happened to me and took place in the summer of 2008 just after graduating from high school. My name is Andrew and I was a major stoner in school. I had a lot of friends, mostly due to the fact I always had really great weed that I would get from my rich old neighbor...

My Straight Hookup

by Johnny_Bottoms1 on Sep 14, 2017
Gay Male

I am a sissy faggot. While browsing the instant messenger I started a chat with straight guy. He had been out at a club trying to pick up girls but came up empty and was all horned up for a blow job. When I got to his house he was nervous as he had never been with a guy, so I jumped right in. Quickly I was butt naked and on my knees in front of him. He lea...

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...

Glazed and Filled at ABS

by Cumpup39 on May 12, 2020
Gay Male

When i finished preparing for the evening, douching out my sissy cunt, shaving and lubing, i went out to the living room where Master was waiting and presented myself. Kneeling on the floor and putting my hands behind my back, i cast my eyes to the floor and waited. After a moment, Master got up and i heard him approach. He looked me over and ran his big, r...

Punished Asian Shoplifter Ch. 12

by asianspankee on Sep 19, 2017
Gay Male

After my oral submission to you, I'm left quietly in the corner to reflect on everything that's happened so far till now. Mrs. Jones leaves satisfied, having "conquered" yet another sissy boy with her obscene weapon. After ten minutes you call me back to your side and announces that next week will be my final punishment session. I feel both relieved and sad...

Grandson/Grandfather Ch. 02

by RayReyelinn on Jul 24, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. *** After our intense sex with each other we fell asleep in each others arms. I awoke sometime later in the pitch blackness of night. I was lying on my side and felt something rubbing between the cheeks of my ass. I reached down behind me and felt Brandon's cock rubbing on my ass. His...

Seduction by Shaving

by magmacdowel on Sep 5, 2018
Gay Male

It all started in Women's Studies. I was chatting with some half-closeted freshman who couldn't be bothered to come out and say what he wanted - to fuck my little sissy ass - when the professor started calling around the room for answers to a question I hadn't even heard. I turned to my roommate, Dylan. He was 6'4" and built like Superman, and I'd have let...