Gay Whipping Stories

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My New Life

by cookster on Aug 18, 2017
Gay Male

I'm currently parked outside an out of the way motel about 20 miles outside of town contemplating how I got here. Well I know how I got here but to honest with myself I'm afraid of what I'll become if I get out of my car and walk into room 107 – as instructed on the text message I received an hour ago. I guess it would help if I explained how I got to the p...

Airport Sex

by swingerrn73 on Nov 27, 2017
Gay Male

I was transiting in a Middle East airport on the way to Thailand from Europe. Another of my college buddy was already in Bangkok. He had told me about all the happy ending massages and I could not wait to get there. At 18, I was horny like hell just thinking about the amazing sex – I had even tried to masturbate on the plane thinking about the women! Little...

Poor Simon Ch. 08

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hi guys... This chapter is a little shorter then usual, but I'm not going to be able to work on Poor Simon for a few days so I'm just giving you what I have. The 'Sexual Intensity Scale' is at a 7.5 All characters are 18+ Thank you and enjoy the following chapter!* * I was sleeping restlessly, and for the first time the alarm clock woke me up. The buz...

The Gauntlet

by Absweat on Aug 28, 2017
Gay Male

This story is so full of bullshit, surely no one would ever think it really occurred. It is definitely homoerotic and should only be read by open minded legal adults who are not offended by such. ***** Billy was just out of college, and briefly home for the summer to visit his parents. He had heard all of the stories and been warned about going to the cit...

Frontier

by wickedwicker10 on May 11, 2020
Gay Male

He left the ruins of Georgia in the summer of 1874, another orphan of the War of Rebellion and one step ahead of the lynch mobs and night riders. Headed west into the territories seeking out the promise of fortune on the far frontiers, but he was broke and hungry in the slums of St. Louis Missouri before the month was out. A young man without promise or pro...

Farm Boi Life Ch. 05

by Sungmehetu on Mar 13, 2018
Gay Male

This chapter contains urine ingestion, and torture. Chapter 5 David didn't seem to respond to me walking into the basement. He was in the half sleep that one can sometimes manage while hanging from your wrists. It was chilly in the basement, especially overnight, but sweat beaded his face. Trying to stay on your tiptoes all night would create cramps, but h...

Oh Brother!!

by JoeHot on Sep 14, 2017
Gay Male

There was a time when the only person I had in my life was my older brother Isaac. We were the best of friends. Isaac is two years older than I am but he was only one year a head of me in school. Now ill be the first to say it, my brother is HOT, and all the girls knew it. He was very popular in high school. He got good grades, was on the football team, and...

Philip: Later that Evening

by FrankHarris1 on Aug 18, 2017
Gay Male

That afternoon the slave had been called to the steward's room, was informed of his various offenses against the rules of the house, told to strip, and had his wrists and ankles tied to the horse. He had then received a number – twelve or fifteen, he was too distracted to count – strokes of an instrument he particularly abominated, a sort of dog-whip that le...

Senior Year with Timmy

by rising_son on Aug 18, 2017
Gay Male

Timmy and I became friends in right when we were about to graduate high school. Timmy was a "popular" kid, and I wasn't. He was athletic and great looking, and I was a long haired, funny-looking smart kid. After graduation, we were hanging out all the time smoking pot together. Timmy had a weird habit of whipping his dick out all the time. It was obvious h...

Chocolatey Nuts

by thecharmedones on Aug 18, 2017
Gay Male

I was sitting at my pc doing some wisdom thinking when he walks into the room and pulls a chair next to me. I couldn't help but to notice his huge cock. I slowly reached over and took a feel for myself as he reaches on over and grabs my cock through my long black silk robe while whispering in my ear "Feel good?" as I'm purring softly. "You are distracting m...