Gay Huge Dildo Stories

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How I Became a Sissy Slut

by DixeenormousToo on Sep 15, 2017
Gay Male

I wish I knew I had these sissy urges when I was younger. Who knows, instead of getting married, having kids, and living the "American Dream," I might have discovered hormones, worked my body into shape, and become a tranny porn star. After all, how often does the American Dream really work out anyway? I'm unhappily divorced, my oldest is on his 6th year of...

Jason... My First

by rbone04 on Aug 18, 2017
Gay Male

Some of the events in this story are happening now. Some happened long ago. The latter are why I am doing this. I wish for you to join me in my erotic reminiscence of my first time with another man. His name is Jason, and Jason is the reason I am telling you this story from my hands and knees. Jason is the reason I need this ridiculously large plug locked fi...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

Doubling Up Pt. 02

by Robert_Furlong on Aug 31, 2017
Gay Male

"Oh my God, Jake, I can't believe what you guys were doing last night!" This was my opening gambit over coffee-making when the two of us had just got up. I was hoping my seemingly light-hearted quip might give me the opportunity to tell him I would really like to double-end with him - that being something one did with another man with an appropriate dildo....

Life Interrupts

by rondick310 on Oct 29, 2018
Gay Male

It's hard to get old and even harder when you have grown-up responsibilities. While my bi-lover and I frequently lament "if we only knew then what we know now" we are old enough to know that life is imperfect, and you must take what you can, when you can. Just the other day, he texted me about my recovering wife (she had some back surgery that was rushed be...

Friends with Benefits Ch. 03

by jt123 on Sep 14, 2017
Gay Male

A funny thing happened to Jim when he returned to campus for the few weeks between Halloween and the Thanksgiving break. At first when he returned he felt very horny and a little sexy at having such a wild secret. Knowing what he and Ron had done and how it made him feel made Jim feel like he could conquer anything. He had done something so wild and crazy th...

First Time at the Sauna

by hamfist_the_great on Aug 18, 2017
Gay Male

I leaned back against the damp wood of the bench. Steam billowed all around me, condensing across my body, hiding the sweat I was pouring from my nervousness. This was my first time at a sauna. I'd heard of them online in gay chat rooms, these mysterious places men went for casual sex. After much searching I'd found one, and after I'd supplied them with a m...

Seven Minutes in Devin

by NickyNoxville on May 11, 2020
Gay Male

All my stories take place in a parallel world, very similar to our own, where STI's do not exist, so my stories are filled with practices that are highly unsafe in this world. I'm not going to say don't try this at home, but take care of yourself. All my characters are of legal age, and you should be, too—do not read my stories if you are under the legal ag...

Webcam Slut Ch. 01

by JDick on Aug 18, 2017
Gay Male

This is a true story. It happened to me a few months ago and ever since I wanted to share it with people. I hope you like it. It all happened on a Friday night. My wife was away for the weekend, I was home alone watching some television. I watched a show with a lot of horny bitches with big tits, it wasn't very much but the tits and asses made me horny. Af...

My First Blowjob, But I'm not Gay Ch. 03

by Iwanttwo on Jul 15, 2020
Gay Male

I suggest reading the first two chapters to understand characters and context. ————— I was enjoying a beautiful dream. I was kissing on Big Ben's muscular chest, sucking on his nipples, and was just starting to kiss my way down his smooth six pack abs when my wife woke me by wrapping her arm around my chest and grinding her pussy against my ass. "Good mo...