I remember this kid in highschool that, when I asked what was his favorite movie or TV shows, he said he never really watched much stuff before. Like… I ask him about piracy, I forgot what he answered but it was something on the lines of “idk”, dude doesn’t have a netflix and never figured out piracy… So um… yea, strict parents sheltering him… I guess… so that’s why we never really “clicked”.
To be fair, I wasn’t exactly the most outgoing person, but like I could do some amount of random conversations, I know common topics to talk about.
I’m one of the oldest people in the multiple tabletop gaming groups I play with. There are a lot of missed references in both directions. There’s a wide diversity of taste in music, movies, books, streaming shows, etc. We just laugh it off, or ask to be caught up when we don’t get it. Helps a lot that we all like each other, and have the games in common.
So it is possible to move past it. But it can make it more challenging to click in the beginning.