Personally I don’t mind anymore. I used to mind when I was 16-20, but now not anymore. I don’t mind being “updated”. I’ve reached to a point, where big “glam metal” hair and mullets are viewed as normal hairdos to my eyes, instead of “ridiculous” like most youngsters believe
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I know way more about 80s music than I do modern. I'll be listening to an obscure 80s AOR track that I know all the words to by heart, then I'll hear a pop song from 2016 that I don't know any of the words to.
Additionally, I'm used to girls with beautiful curly 80s style hair, so it's always disappointing when I come back to reality and boring modern hairstyles
To answer your original question, no, I don't bother trying get into modern artists just to seem "hip". Because I'd rather be known as a guy that listens to this
Than a guy that listens to this