Gay Straight To Sissy Stories

22,823 results
Orientation
Length
Source
Infinite Scroll

My First Man

by luvcurious on Aug 18, 2017
Gay Male

A few years back I was living in the mid-west. My wife and I were going through a divorce and I was making an attempt to get back into the dating scene. One night, after visiting a few bars with a co-worker and not having any luck, he decided that he would go home because he had to be at work the next morning. I had the next day off and told him that I was...

Tribute to a Cocksucker

by CuriousinPennsylvania on Jul 31, 2019
Gay Male

When I was young, I was involved in a folklore group in Pennsylvania. I was very interested in the culture and as I became more proficient in the music and language, I became one of the featured performers, and was becoming recognized throughout the ethnic community. Nick, a man who was about my parents' age and whose daughter was in our ensemble, did a lot...

Operation Simon Pt. 01

by Robert_Furlong on Sep 15, 2017
Gay Male

"So what's the plan?" I asked Guy. It was Wednesday evening and he and my son Jake were slouched on the settee working their way through a pack of beers while I was sitting opposite with a glass of wine. "I dunno," Guy shrugged. "It's gonna be a difficult one. We're gonna have to play it dead careful 'cause I sure as fuck don't want him tellin' any tales t...

Three Strikes Ch. 04

by Mrsgnomie on Sep 12, 2018
Gay Male

I stood outside of the Pediatric Oncology Ward. I felt like the worst person on the planet. I wasn't necessarily dwelling on Friday night or the subsequent Saturday morning—okay, maybe a little—but those kids were fighting for their lives and almost all of them had compromised immune systems. I knew they couldn't catch an STD, and I'd thoroughly showered (t...

Oops – Sorry, Rick

by champ wilson on Aug 18, 2017
Gay Male

My wife and I have been married for 7 years, and have been very happy. We have never really had a great sex life but she is very hot and whenever we do have sex it's pretty good. We are in the norm I think with the 2-3 times a month and we never get into anything crazy or kinky, mostly light foreplay and then straight sex till we both cum. I have always ha...

Embracing the Tension Ch. 01

by hudsbart on Feb 6, 2018
Gay Male

Hi guys! The long-awaited sequel to Between the Push and Pull is finally here! If you have not read Between the Push and Pull, I highly recommend that you do as this story is not meant to be read as a stand alone. Embracing the Tension picks up the story three years after Between the Push and Pull and follows Ryan and Erik as they finally find their happil...

Smooth Twink Meets Muscle Man

by smoothasianboy on Aug 18, 2017
Gay Male

This is a true story about my second meet up with the other person involved in the story. He is a personal trainer that I initially met through Craigslist when I first turned 18. We got together then but due to my inexperience, it happened to be an average experience, not terrible but not amazing. We kept in contact afterwards and communicated quite regularl...

Code Blue Ch. 03

by taylorreed on Sep 14, 2017
Gay Male

Code Blue..Chapter three....Sorry it's taken me so long to get this one done, I've had the flu for the past few days so send some healthy vibes my way please! Thanks for such a positive response to this story. Someone asked me in an email if I was a police or fireman I am neither actually. That's way too heroic for me. I'm just an ordinary guy working with s...

The Room Ch. 02

by writerale on Apr 10, 2018
Gay Male

**Disclaimer** This is a gay authoritarian story. I already have 8 chapters completed. If you all like I can continue to post the additional chapters. There is sex between men, bondage, water sports, cbt, and bdsm elements. After this first chapter there is more story than sex, so be prepared. ***** Summary: A young professional meets the man of his dream...

Fatal Attraction Ch. 06

by skyunending on Aug 31, 2017
Gay Male

Hey everyone! I'm back with the second last episode of the series! Ok, Ok! I know some of you want to throw tomatoes and rotten eggs at me for taking this long and for coming up with a small episode but all I can do for now is apologize. Anyway, let's continue with the story for now. And yeah, keep the mails flowing! * Episode 6 Pebbles and gravel crun...