Eeehhh, seems you're being a bit fussy.
If this guy is your best friend - this would mean you've been friends for a long, long time.
Him - "he’s more interested in talking about stuff from 15-20 years ago"'
You - All right brother - I'm not really into that anymore - let's start talking about stuff that's happening now.
HIm - "asking if the same people are nice over and over."
YOU - C'mon man, we've been over this. Let's talk about someone else.
A best friend is worth keeping it going. A relative stranger, if they started becoming strange, you can just get rid of them.
If it was me, I'd hang in with my BF. Really good friends, long term friendships, they're hard to come by.
Ok - cheers and best of luck
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