God, way too many to list but here's a few.
Books: Catch-22, Crime and Punishment, anything by Steinbeck,
Orwell or Vonnegut, Fear and Loathing in Las Vegas, Matterhorn. I
just read The Kite Runner and thought it was really good.
Movies: The Big Lebowski, A Clockwork Orange, the South Park and
Simpsons movies, Requiem for a Dream, Saving Private Ryan, Wes
Anderson movies and many, many more. I also like campy horror
movies and nature documentaries like Planet Earth.
Music: Way too many musicians to list, but I mainly like blues,
bluegrass, jazz, and rock, although really I enjoy any music that
is well-played. Some of my current favorites are Carolyn
Wonderland, Dumpstaphunk, The Brothers Comatose, and the Infamous
Stringdusters. I can even enjoy crappy music in the right context,
but you will never catch me listening to stuff like Justin Beiber
(I take a lot of precautions to make sure people don't catch me
listening to that).
TV Shows: Arrested Development, The Office, Seinfeld, Always Sunny,
Curb Your Enthusiasm, The Sopranos, The Wire, Six Feet Under, South
Park, 30 Rock, Simpsons, Family Guy, Dexter, Robot Chicken,
Deadliest Catch, many others as long as they are in a format that
doesn't have commercials.