My best friend, Pat, is probably addicted to sex. He, as I am. is straight but his older brother, Gary, is gay, and slim. When I visit, he embarrasses Pat with comments of what he would do to me, etc. Patrick continues to try to get him to shut up. Recently, Gary told my friend that he could suck and fuck me at the same time if he could be allowed to try. They argued about it then Pat asked me if I would allow him to try so he could win a bet they made. He would split $100 with me.

My curiosity got the best of me and I allowed it. Gary put me into a fetal position on my back, sucked my cock until it was fully erect then proceeded to fuck my asshole while sucking me until I came in his mouth. Pat lost the bet and I was amazed. That was my first (and last) such experience.





Comments

Anonymous

by Anonymous on Nov 26, 2017 at 8:45 AM

When I was in high school, my senior year I made a bet with a friend. We both ran cross country and both were going to state. My friend is gay so i said if I win he gonna blow me in the hotel room after I win. And he said if he wins he wants to fuck my virgin ass. Being that I never had done anything with a guy I said deal

Unfortunately I lost. Came in second and I was not looking forward to that night. I had been curious about gay sex but never wanted anything up my butt. In the hotel room that night he popped my cherry. It wasn't as bad as I thought it would be. It hurt at first but felt okay once my asshole was used to it.

That was my first and only gay experience. Happened in 2008.

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Anonymous

by Anonymous on Nov 26, 2017 at 9:00 AM

I was a freshman when I hung out with another boy and we'd make out at mutual sleepovers. We were like two cute little boy scouts fooling around, a lot of passion but not much real action. Mostly teasing each other in our tighty-whities with a little bump and tickle.

It was his older brother who actually got into my underpants all the way. I went from a fresh bottomed, cute little shy preppie looking kid in that one weekend to a promiscuous feisty bottom, wanna be fucked fourteen year old boyslut. The next sleepover I got to bottom for both of them. My first few years of highschool were so much fun.

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Anonymous

by Anonymous on Apr 8, 2018 at 2:12 AM

Weird "bet".

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Anonymous

by Anonymous on Dec 17, 2018 at 11:41 PM

#2 - Mr Tighty-Whitie, frequently posting pae do bullshitter

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