If anything for Hip-Hop when I'm in the right mood it's more of a positive. Most other times it's just another aspect of the music, w/o adding or taking away from the enjoyment.
I've never understood the whole /this sounds old why are you listening to it/ hang up that a lot of young people have.
What does age have to do with enjoying music? And I think that's what separates people who are serious listeners from the casual everyday people.
If the music is good, it's good, and will continue to be good.
Music can become stale to me though, as College Dropout has. I really don't know how to articulate it. Maybe College Dropout just wasn't that good in the first place, I don't think that's true though because I really enjoyed it when I was younger. Maybe I outgrew it. Idk.
But when I play Through The Wire, Family Business, Breathe In Breathe Out; basically anything on College Dropout outside of Two Words, Spaceship, and Last Call.
I just go BLAH!
I listen to Run-DMC/Audio-Two/EPMD/Beastie Boys/PE wishing I was there + loving the music, age doesn't take away from those classic golden-era albums. It adds Mythos.
There is/was stuff outside of Hip-Hop that really is/was difficult for me to get into whether or not it's because it "sounds old" I don't know. The easiest cop out for not "getting it" at first would probably be because it sounds old I just think that some stuff is difficult to digest. Like the first time I heard some Thelonius Monk/Bob Dylan.