I have a few friends who would be considered celebrities or famous. I met them all in different, random circumstances.
First one, about 20 years ago out on Fire Island. It was a mid week night, I had no guests and went out for a drink. Saw some other regulars at the bar, some others playing pool. One of the players spilled my drink, bought me a new one, started chatting with him. We were speaking maybe an hour or so and I asked “I’m sorry, you look so familiar, have we met before?” He was actually surprised, gave me his full name (we’d only exchanged first names) and it clicked. His familiarity was because he was a fairly well known actor. We’ve been friends since - he’s showed up at both parents funerals, surprised me visiting me in hospital, we’ve vacationed together, etc.. Really a sweet guy, very generous, loyal, and yes very handsome.
Another was about 16 or so years ago when I was working in London. Met this wealthy elder gay thru a straight friend from college (that’s another story!) prior to moving, so once he knew I was in London he’d invite me to dinner parties in his big pile of a house. He always had a great mix, all ages, gay and straight. This guy was more famous socialite wise vs celebrity - he’d be in the gossip columns and mags attending this or that or showing off his family place. He’s a titled aristo, discreetly bi as he terms it, and a fun guy to be around. When I’m in the U.K., we get together, same when he’s in NY, periodic phone calls, texts.
Last one, met in London also, probably 8-9 years ago now. I was visiting friends and family, scored a ticket to the rugby at Twickenham, and just started bantering with the fellow next to me. He was visiting too from Australia, we got on well, went for drinks after. Surprised people staring at him, after one asked for an autograph I asked him what was the story. Turns out he’s a well known Aussie actor - started and gained fame on the soaps, done some movies and other series in Australia and the U.K. Contact with him is more sporadic than the others - random texts or calls either about rugby or to say he’s traveling.
Unlike what some others posted, they do gossip with me - kind of like how we all do, usually as part of a bitch and moan session. I do think the friendships survived/grew as I treat them as I do all my friends without any fawning or anything. I also think the fact I didn’t know who they were, how we met, and our common, sometimes odd, shared interests allows them to let their hair down, so to speak, with me.