List time! Definitely not comprehensive but...
Books: Anything by Chuck Klosterman or Kurt Vonnegut, Catch-22, The
Iliad, Norwegian Wood, The Autobiography of Malcolm X, Box Office
Movies: The Royal Tenenbaums, Boogie Nights, Fargo, Django
Unchained, Trainspotting, Pulp Fiction
Shows: Freaks and Geeks, Daria, Dr. Katz Professional Therapist,
The Sopranos, Arrested Development, early The Office (US)
Music: of Montreal, The Flaming Lips, Kanye, The Mountain Goats,
Lupe Fiasco, Kendrick Lamar, Oscar Peterson, Buena Vista Social
Club, and (most of) Pitchfork Top 100 for the past couple years.
I'm on an indie streak right now but I'm also a fan of classic
rock, hip hop, and rap.
Podcasts: Slate Culture Gabfest and Political Gabfest, WTF Pod,
Hardcore History, This American Life, The Moth