Do You Know Someone That You Wish You Could "fool Around" With?

MrAnonymousGuy

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I do. My partner's former roommate was this guy in his mid-40s, who young at heart, SUPER hot/attractive. He was known for bringing girls home and occassionally my partner would hear them doing it in the bedroom in the bathroom next door (like that's how you know the guy's dick is bomb!). Overall, he was a super friendly guy, very nice to look at. I wish I could play around with him even if it was just for a day
 

OKCLane

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I’ve been lucky enough over the years to realize a few of these “forbidden fruit” guys. I wish I had great stories; I don’t. The oh so hot inexperienced guys are like giggling girls (no offense intended) and require too much hand holding. He’s probably a better fantasy than reality.
Maybe I just had bad luck. Hope to hear from the guys who hit a home run.
 
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ArabicBottom

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I had a chiropractor that I used to go to and you could always see his bulge through his scrubs. Tall, handsome and well built too, my hole would throb sometimes during my adjustments and stretches and lot of times I can feel his bulge against me during. Used to get sex dreams about him too
 
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indyfrat79

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One of my coworkers is a Greek guy. Late 20s. Soccer build. Incredible 5 oclock shadow. and always shows a tuft of chest hair out of his collar. When we would go into the office, I got a glimpse of his thick uncut cock a few times. What I'd do to taste his cum!
 
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I fantasize about fooling around with one of my straight friends. It only started after he showed our friend chat his dick, and since then he flashes in my mind whenever I'm masturbating. Would never bring it up though, he's way too good a friend to risk losing just because I wanna make him cum.
 

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One of my coworkers is a Greek guy. Late 20s. Soccer build. Incredible 5 oclock shadow. and always shows a tuft of chest hair out of his collar. When we would go into the office, I got a glimpse of his thick uncut cock a few times. What I'd do to taste his cum!

Where did you catch a glimpse of his cock? Urinal or gym?
 

brandon38

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Yes one my friends he so nice and kind just everything in man I want he most beautiful man I ever seem the woman he get with fuck him over it make me so mad how they treat him just one night with him I be slut for him .
 
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brandon38

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I had a chiropractor that I used to go to and you could always see his bulge through his scrubs. Tall, handsome and well built too, my hole would throb sometimes during my adjustments and stretches and lot of times I can feel his bulge against me during. Used to get sex dreams about him too
I had chiropractor like this one time I had stop going because he move I was so sad he was so hot my god .
 

Joey Roman

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I still fantasise about an old friend at college. He was straight very popular and had loads of girlfriends. I can still remember just how perfect he was naked with a perfectly smooth bubble butt. Sometimes when he brushed past me in the shower it felt amazing, just his cheeks against mine would make me quiver.

He still lives in my home town and has had a rather tragic life. He still looks good, filled out a bit but I'd happily let him fuck me anytime. When we see each other he always speaks to me and wants to give out for drinks but it never happens.
 

theplayerking

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Strangely, after I started hooking up anonymously right after college, I lost most desire to fool around with anyone I know. Casual hookups are so easy and available I find there’s no need to complicate existing relationships. I still jack off thinking about what it would have been like to fool around with acquaintances in college when we were 19 or 20, but not much fantasizing around guys that I’ve met since then.