Gay Anal Fingering Stories

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Becoming an Anal Sex Whore

by Patrick2380 on Sep 14, 2017
Gay Male

"So, what made you decide to post your ad online tonight?" he asked as I we walked down the hall of my apartment building. "I don't know," I replied. "I guess I am just really horny and wanted to try something new." I knew, though, why I decided to post the ad that read "28 year old male looking to have sex with a man for the first time. Please, be open to...

Bathhouse Heaven Ch. 41

by glory_first on Jun 25, 2019
Gay Male

Writing provides a structure that is simply lost when sunk deep in a darkroom's seductive pleasures. Especially getting rimmed by a man, the sort of sex I have always associated with bathhouses since my later teenage years. Today provided another endless period demonstrating that those fantasies were just a shadow of the reality of enjoying a man's talented...

Trysting Ch. 02

by highwayman2 on Sep 14, 2017
Gay Male

I awoke in the brightly light of morning, as hard as I could ever be on awakening. I lay there contemplating the events of last night, and pondered the idea of a quick self-fuck with the toy I had fucked myself with before falling asleep. It was still tucked under my pillow. I heard noises in the bathroom, and suspected (imagined?) my hosts engaging each o...

Questions and Answers

by Robert_Furlong on Aug 18, 2017
Gay Male

QUESTIONS AND ANSWERS Part of the 'Butt Monkey' series of stories by Robert Furlong === I arrived at my office the next day to find an envelope on my desk with my name written on it in neat, if rather florid, handwriting. It read "Robert" which was slightly odd because everyone at work calls me Rob. My ex-wife used to call me Robert, although it was inva...

An Old Friend Ch. 03

by jjdtx on Sep 19, 2017
Gay Male

Chapter 03: The last time together Once back from dinner, I had Joe strip and bend over the back of his couch. I carefully removed the large butt plug from his ass, his hole remained gaping open. I quickly dropped my shorts, coated my cock in baby oil and slide it into his wide open ass. His anal walls adjusted to my cock and he groaned as I slide deeply in...

Old Hookup, Another Time Around

by bdavidson on Jan 28, 2020
Gay Male

He was one of the first guys I played with, a bit taller than I, slender, more lean than muscular. His close cropped gray hair was matched by a thin gray mustache, and gray hair on his chest and crotch. It turned out that he lived nearby, in a subdivision in the country, so it was easy to hook up when one or the other of us was home alone. When we were able...

My First Male 3sum

by alibi on Aug 18, 2017
Gay Male

A while back I met this guy online (lets call him Rob) when I was looking for some male to male fun. While I love women, every now and then I just enjoy getting together with another guy. We hit it off immediately. He is in his 40s and divorced and Iā€™m in my 30s. We both love sucking and anal play and toys. Rob is about 6ā€™, 200lbs and sports a good 6-7ā€ cock...

Bicurious College Party Ch. 01

by bobcat753 on Aug 18, 2017
Gay Male

In college, I had a group of friends that I would drink with at least once a week, but usually more. We were all students but of various lifestyles. The group consisted of a skinny but wild party girl, Liz, and a fairly athletic gay guy named Colby. Colby had a certain resemblance to the guy who I had gotten my first two blowjobs from. The three of us routi...

My First Asian

by walterio on Aug 31, 2017
Gay Male

INTRODUCTION My name is Brian and at 27 years of age I consider myself to be bi-sexual. I love the ladies but I am not ready to make a long term commitment to one woman. I like to play the field and I love the art of seduction. Usually I am successful finding women to bed and I have found many a woman with the same objective when I am out clubbing. There ar...

Doing the Dirty Pt. 02

by Robert_Furlong on Aug 30, 2017
Gay Male

It's odd but strangely compelling to watch your own son masturbating right there in front of you. I was fascinated to see how different his technique was from my own - his hand seemed so much more frantic and his fingers more agile - while marvelling at so many physical similarities between us. His cock was ever so slightly bigger than mine, but other than...