I've met a few famous people mostly NHL hockey players some of them I've had beers n coffee with over the years.
A Few musicians {My uncle was a successful musician in a Rock band)
sat next to this guy in school
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before he was famous. I drew cartoons with him and was my LD running nemesis. I never see him or talk to him
Honestly to hang out with famous people is awkward, It's just too much of a gap socially and financially. Really sucks when your kid comes home from a sleepover and wants all the amenities of the rich and famous. I feel like I'm a visitor in their world and when they come over I feel like they would rather be somewhere better lol.
I have one friend who I've known for about 10 years and her son is a very successful NHL player and it's not awkward at all because I've known and worked with her prior to all the success. Great people great family who we share great stories with occasionally.