Funny / Paul Simon

  • The music-video version of "You Can Call Me Al" he did with Chevy Chase, with Chase being the one "singing" the lyrics while a bored Simon slouches and twiddles his thumbs (the culmination of a Running Gag on Saturday Night Live where Chase claimed to be Simon). Bonus points for Chase "setting down" a couple things on the empty bongo stand, ignoring how they immediately drop through and onto the floor.
  • While it's most famous for its goofy chorus ("Just slip out the back, Jack/Make a new plan, Stan") "Fifty Ways to Leave Your Lover" becomes really hilarious when the verses reveal that this blunt advice is coming from a supposedly sophisticated woman manipulating the naive singer into ditching his current love and getting with her:
    She said, it's really not my habit to intrude
    And furthermore I hope my meaning won't be lost or misconstrued
    So I'll repeat myself, at the risk of being crude
    There must be fifty ways to leave your lover...
http://tvtropes.org/pmwiki/pmwiki.php/Funny/PaulSimon