Gay Straight Bottom Stories

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Straight to Bottom

by straighttobottom on Aug 24, 2020
Gay Male

This is a true account of how I lost my anal virginity. I travel a fair amount for work and a few months back I was in another city for an industry conference simply to have a presence there for my company and network with potential clients. The last night there is the fundraising gala, which is not my favourite thing, but great food and liquored up prospe...

Bottoming with My Mentor Pt. 02

by shadoblivion on May 22, 2019
Gay Male

Once again, this story is entirely fictional. Names are changed. ***** It had been over a decade since I last saw Fred because of a falling out due to a miscommunication. Not long after our intimate experience together, he had tried to contact me to hang out casually but I was indisposed and couldn't meet up. He took this as a slight, like I was blowing...

P.A. Club Night

by sr71plt on Aug 18, 2017
Gay Male

"God, Leon. An M-8 special? Eight? I have to take eight of them in one gig? And what the hell is an Edwardian?" I knew what this was really about. I damn well knew that Leon was ticked because I had told him I was taking three months off. "Hey, you're the one who told me in almost exactly the same breath that you were taking a whole chunk of time off but th...

Straight to the Bottom Pt. 01

by Megahomingberry on Jan 22, 2020
Gay Male

When I was 20...About a year ago...I went to friends family party that devolved into just a friend party; complete with drinking, games and smoking... Pretty fun party but it's late now. Most people at the party at this point are either asleep or leaving. I soon find myself in the houses finished basement. There's a couple of my friends and a couple of my...

Straight to the Bottom Pt. 02

by Megahomingberry on Jan 28, 2020
Gay Male

Part 2 : Winter is Cumming On a cold winter day...about four days after my humiliating (and very gay) 'lose' to Brian...I was in the shower thinking about our bet and what happened between us. I still haven't cum to terms with the fact that I swallowed Brian's...I can't even say. Shame poured onto me like the water of the boiling hot shower. I can't believ...

Analyzed From The Bottom Up

by Cumfusion on Sep 14, 2017
Gay Male

We were losing power yet again and Jock was getting angry. His eyes were fiery and with his big arms stained with oil and diesel fuel he might have looked really threatening to anyone else. I hadn't had much time to get to know him. He was like you could say 'a good solid looking trucker'. I suppose, if I am to be perfectly honest, I had noticed his physique...

Upstairs at Jeff's

by nibiru on Aug 18, 2017
Gay Male

I surf the web quite a bit. I particularly enjoy reading stories about guys (gay and straight) who find themselves exploring their m2m needs/curiosities, especially when it’s a first time experience. I get pretty horny reading the stories. I’ve handled two other cocks in my life so far and each was a very different type of experience, but here’s the story (t...

Camping Experimentation

by S_Queen on Sep 14, 2017
Gay Male

I took my erect penis in my hand and shuffled forward. His ass was raised in the air, his hole wide from where my two fingers had been. I gripped his left cheek with my hand and placed my throbbing head against the opening, pressing forward slowly. I entered his tight hole... and God was it tight! I only entered a little way because it was bound to be a tig...

The Ffitch Nortons Ch. 03

by RickyRooster on Sep 16, 2017
Gay Male

Chapter 3 The Holiday: Part 1 I was awoken by John who burst into the bedroom noisily. I sat up with a start, disorientated, blinking in the light as John threw open the curtains allowing in the morning sun. "Come on sexy. Rise and shine.............Oh! I see part of you has already risen," he said with a wicked smile. I followed his gaze and with a pang...

Oral Friends Ch. 06

by oralfriend on Oct 13, 2017
Gay Male

Oral Friends Six—Out of Town Adventure Due to a lack of other ideas at the moment I've decided to explore something I introduced in my last story, Rich's submissive desires. I hope you enjoy this story. ********** My friend, Rich, and I had explored his submissive fantasy the other day and we'd both found the experience very exciting. Rich had confessed t...