What I want to become really good at is the guitar. I'm a decent player, but one day I want to be "really good" at it.
Anything by Ernest Hemingway. I've nearly read them all.
Tom Clancy. Dave Barry. The guy tickles my funnybone, and I don't even know why.
Most anything directed by Wes Anderson / and or the film has Bill Murray.
American Gangster/Monty Python/Pirates of the Caribbean/Snatch/Boondock Saints/Toy Story 3/Anything by the Coen Brothers tends to be worth a watch.
I'll go watch nearly any standup comic ever. I love concerts as well, depending on the band.
Mad Men! Definitely my favorite show on television. Game of Thrones was good, The Shield made for nice mindless entertainment, and Community was funny but lost its way. Old Futurama was great, The Colbert Report, Arrested Development...probably a few others as well.
The only thing I don't voluntarily listen to is Country music
The Smashing Pumpkins are one of my favorites, though.