Music:
Dashboard Confessional, Ben Folds, any Beatles (especially any Paul McCartney), Elvis Costello, Janet Jackson, I'm so square...
Movies:
High Fidelity, Sense and Sensibility, Blades of Glory, Match Point, Anchorman, Insomnia, The Hudsucker Proxy
Television:
The Office, The Muppets' Christmas Special, any Charlie Brown, Fraggle Rock, Desperate Housewives, Scrubs, Freaks & Geeks, House, Law & Order (I'm obsessed with SVU), The Cosby Show
Books:
A Wrinkle in Time, About A Boy, any Cosby, How To Be Alone, any Nicholas Sparks, Sisterhood of the Traveling Pants (my guilty pleasure)