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My Buddy was Unaware that I was Watching Him Jerk-off

ilovejstrokesdonk

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A couple of months prior to sucking his dick, my beefed-up Italian-American buddy Jess jerked-off in the middle of the night unaware that I was watching him the entire time.

Me, my buddy Jess, and a couple of other seniors (friends) decided to go to Big Bear during our winter break of our senior year. I roomed with my bro Jess, and one night when I woke up in the middle of the night I witnessed my buddy Jess jerking off, he was butt naked with a full blown boner. He was lying on his back and I was lying on my side facing him with one eye opened. He had no idea that I was watching him, and I so wanted to just go over there and slide my mouth right down on his long hard dick (See him naked, I quickly realized what the term Italian Stallion meant.) It was funny but at the same time a turn-on because he was dirty talking to himself in whispering tone of voice. He was saying some of the freakiest, dirtiest, nastiest shit I have ever heard from a dirty talker!

Does anyone else have great memories or stories of catching a friend, roommate, etc. jerking off?
 
A couple of months prior to sucking his dick, my beefed-up Italian-American buddy Jess jerked-off in the middle of the night unaware that I was watching him the entire time.

Although I had been secretly hooking up with straight guys, no one but me and the straight guys that I had been hooking up with knew about my sexual interest in guys. I never tried to make a move on my friend Jess because I knew he was straight, and all the other straight guys I gave blow jobs or hand jobs to pursued me first. Months after my little Peeping Tom experience, my boy Jess and I were hanging out one weekend and we started talking about how he caught his older brother getting a blow job from some girl he was dating. Our conversation quickly turned into an all-out sex conversation, and then Jess asked me “hypothetically speaking… If you were extremely horny and one of your guy friends offered to suck your dick and you were secure that no one would ever find out about it, would you let him?” I quickly turned the question to him, and he responded “yeah, I’m secure with my sexuality and a blow job is just a blow job, I’ll just close my eyes and pretend it’s some chick doing it, but I would never have sex another guy because that S*** is gay.” I called bullshit, and then asked him “so you’re telling me that you would let another dude suck your dick?” and he said “if I knew that no one would never find out about it…yeah, but most likely I wouldn’t let an out gay guy do it because they have nothing to lose if they tell or somebody find out, they’re already gay.”

Then he said “if you wanted to suck my dick right now I would let you do it because your straight and I’m straight and I know that neither one of us would never tell anybody…right?” and I said “right!” and then he said “if I ask you, would you do it?” and I said “yeah” and then he said “can you suck my dick?” I sat on his bed and told him to lock the door. He did and I proceeded to blow him, which I was extremely happy about!

 
This may sound wierd to some but not to me.

I caught my step dad jerking off once and it was so hot! Obviously, he wasnt blood (we are not even the same race), but he looked a lot like justin dragon at the time, and i remember thinking he had a beautiful cock! I watched him and saw how he quivered when he orgasmed. It gets me hot to think about now!
 
A couple of months prior to sucking his dick, my beefed-up Italian-American buddy Jess jerked-off in the middle of the night unaware that I was watching him the entire time.

Me, my buddy Jess, and a couple of other seniors (friends) decided to go to Big Bear during our winter break of our senior year. I roomed with my bro Jess, and one night when I woke up in the middle of the night I witnessed my buddy Jess jerking off, he was butt naked with a full blown boner. He was lying on his back and I was lying on my side facing him with one eye opened. He had no idea that I was watching him, and I so wanted to just go over there and slide my mouth right down on his long hard dick (See him naked, I quickly realized what the term Italian Stallion meant.) It was funny but at the same time a turn-on because he was dirty talking to himself in whispering tone of voice. He was saying some of the freakiest, dirtiest, nastiest shit I have ever heard from a dirty talker!

Does anyone else have great memories or stories of catching a friend, roommate, etc. jerking off?

Thats pretty hot!
 
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