Gay Sissy Pnp Stories

748 results
Orientation
Length
Source
Infinite Scroll

Straight to Raving Gay Sissy

by Alluring_Crimson_Shifter on Aug 18, 2017
Gay Male

Wayne my best friend said, "Hey Dillon, we are invited to an exclusive party, tonight. You can tell your wife there is another business meeting. There will be business men, and might be some exhibitionist celebrities, and young women." Wayne and myself are upwardly mobile straight men and successful in our careers. Both of us dress well, stay fit, and have...

18 Hours PnP Cum Slut at the Baths

by tucsondude85716 on Sep 14, 2017
Gay Male

PLEASE READ THROUGH MY INTRO. I PROMISE there is lots of good (and true) CUM SLUT ACTION following the set-up. This is a true story from my exploits as a PnP lovin' bareback bottom cum slut in Phoenix, Arizona sometime in the Spring of 2001. I plan on a series of stories describing my best experiences. If you think you may have fucked me (probably at the Ch...

Spun Out Fun Pt. 01

by homewreckingpizzaboy on Oct 6, 2020
Gay Male

Unfortunately, this is still just a fantasy. I truly am an anal virgin so please forgive me if I get some details wrong. I meet up with a guy for a 3 day weekend long pnp session. He gets to the motel room and we sit next to each other on the bed and start smoking. After a couple of hits he gently but, firmly takes me by the back of the head and pulls me i...

My Older Man

by Jonjmaxx on Aug 29, 2017
Gay Male

Last fall, when I was starting my graduate studies at NYU film school, I found myself sexually frustrated and unhappy with the guys I was meeting. The sex was OK, but nothing really special. I think that's kind of understandable because, after all, we were mostly all in our early 20s and not very experienced. Plus, if I was to be really honest, the guys I me...

Picking Up a Married Man

by Alluring_Crimson_Shifter on Jan 23, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. * His wife Becky was out of town on business for a week and Chad took the opportunity to go jogging Friday afternoon by the lake. Chad was in pretty good shape but found himself huffing for breath and sat down on a bench overlooking the jogging path and the lake. It was a good vi...

Sissies love big black cock

by Yelawolf on Nov 16, 2017
Gay

Welcome to the story you crazy sissies and you strong aphla black males. This is from edithis and I want to bring here so you guys can write or read or for the real reason you're here to masturbate. Get your hand, dildos, lube, and whatever else you need to jerk it off. Time to begin the story up. (Thanks for all of the likes and support on this story. I jus...

Open in Reader

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

You are a Sissy Pt. 06: Slave

by Roland15Rollin on Dec 25, 2019
Gay Male

Hello again, princess. Welcome back. Welcome back yet again to our journey through your mind. Our journey through your feminine girlie mind. We are almost there, princess. We are almost to the end of our journey together. I know that makes you sad but it's okay. It's okay, my sweet sissy. It's okay because we have more to cover and I will always be with you...