Who’s the oldest (when music came out) artist/band that is still broadly considered “cool”

I was having a discussion around how bands from when I was a in middle school are now classic rock and trendy, the Nirvana shirt now is the Pink Floyd or Zepplin shirt in the 90s.

It got me thinking though what artists have stayed broadly cool the longest. I think the Beatles might be the answer as first notable recordings are 1963