Sports. Particularly the Red Sox, Giants, Bruins and GW Colonials.
Anything really. Old school hip hop, pop, country, classic rock, 80's rock (especially Bon Jovi and covers thereof), boy bands, classical, etc.
Gotta start with the movie with the highest unintentional comedy rating ever - Buffy the Vampire Slayer. Then let's see....the Lord of the Rings movies, X-Men, Harry Potter, Dirty Dancing, Pirates of the Caribbean, Pride and Prejudice (Colin Firth NOT Kiera Knightly), Bring It On, Goonies, Spaceballs, the list could go on and on and on (notice that Titanic is NOT on the list)
Grey's Anatomy, Desperate Housewives, Boston Legal, Hell's Kitchen, any other cheesy drama.
Right now it's anything by Philippa Gregory - historical fiction-y type books. Harry Potter Series, Lord of the Rings, The Hobbit, A Tale of Two Cities, anything by Jane Austin, Little Women (yes, I know how old I am), Seamus Heaney, Keats. Other than that, I will give pretty much anything a try, I am an uber-geek who loves to read. And if it's crappy british chick lit, or cheesy Nora Roberts romance novel, I will be all over it!