Gay Anal Punishment Stories

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Spanked and Buttfucked Asian Male

by asianspankee on Aug 30, 2017
Gay Male

I'm an Asian male, with slim and very smooth naturally hairless body, and average height. The story happened when I was in my twenties. I hope you enjoy reading it... Ever since a teenager I've always had a very strong, repressed desire to get fucked by another man. I think one reason is because my body is quite slender, and extremely smooth devoid of any b...

Punished Asian Shoplifter Ch. 04

by asianspankee on Sep 15, 2017
Gay Male

A few days after my second punishment session, I decide to return to your store for some much-needed shopping. While I am inside I spot the two college-aged employees doing some stocking and price-tagging work. They must have recognized me because I see them whispering to each other and snickering while looking at my direction. I feel so embarrassed I quickl...

Learning a Lesson

by tommyrj on Aug 18, 2017
Gay Male

When I was around eighteen years old I worked for a newsagent, sorting and delivering papers. One day, as I got back a bit later than usual. I went round to the back and picked up my bike. I noticed a newly arrived stock of porno magazines, and to my surprise, there were some gay ones. I was Curious, and not sure what I liked at this point. Girls were fun, b...

The Ingram-Lewis Chronicles Pt. 02

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PATRICK INGRAM-LEWIS - OLIVER'S FATHER A Homoerotic Short Story By Jason Land FOREWORD Subsequent to publishing the first story in the chronicles of the Ingram-Lewis family, the present Headmaster of Rigby School, having read the first account, kindly gave me access to documents from the school archives which throw a somewhat different light on the scho...

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

Punished Asian Shoplifter Ch. 12

by asianspankee on Sep 19, 2017
Gay Male

After my oral submission to you, I'm left quietly in the corner to reflect on everything that's happened so far till now. Mrs. Jones leaves satisfied, having "conquered" yet another sissy boy with her obscene weapon. After ten minutes you call me back to your side and announces that next week will be my final punishment session. I feel both relieved and sad...

Winners and Losers Ch. 02

by bawdybloke on Sep 15, 2017
Gay Male

We trained a lot that following week; the humiliation the Woodford Wanderers suffered in giving blowjobs to the victors of our friendly match burnt into every aspect of our waking moments, and even as I was fucking my girlfriend, the vivid memories of the swell of his cock and the tickle of his pubic hair on the end of my nose, was innermost in my mind. In...

Petty Officer Pettifer: The Gay Disciplinarian

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

This is the second of two stories about the early naval career of one, Kevin Pettifer, who aged eighteen, by dint of his own efforts, pulled himself out of a working-class dead-end existence in a northern English city and became a Petty Officer in the Royal Navy. Before reading this story, you should first read its precursor: The Making of a Gay Disciplinari...

Society 1.2: Modernus Experiens

by TitianaPrisca on Sep 16, 2017
Gay Male

"Ah, alone at last, my darling Mistress Elena," Jacob teased flirtatiously once the last guest had left. Elena laughed and waved toward her boys. "Not quite, my darling Master Jacob. There is this pretty little toy that I'm eager to train." "Yes, little Jason. Handsome choice. And a star. I'd like to check out his folder again, beloved." Jacob thanked Sien...

A Male Escort by Accident

by JASONSHOMOEROTICA on May 1, 2018
Gay Male

CHAPTER 1 Hi guys; my name is Jeremy; I'm a Chicagoan and I'm what is euphemistically called a Male Escort. Any guy who does not go around with his head in the sand knows more or less what I do when they hear that I am a Male Escort, but frankly I don't know where that expression comes from, for escorting, which implies accompanying someone somewhere, usual...