Pop songs have 4 chords and they repeat over and over, anyone can play a pop song. If you want to look cool for your friends, than by all means, learn every top 40 song in the last 20 years, it would probably take you like an hour and a half. If you want music that will challegne you and actually have deeper meaning, play some Bach or Beethoven or if you want some newer stuff, Rachmaninoff. I can't stand how every pop song is about how some girl broke up with her last boyfriend, seriously get over it. I have little respect for covers, they don't show any skill or interpretation, people just like them cause they're catchy.