Lists by dan-thurston
There's some movies that'll probably make it onto this list, but I haven't seen yet:
Requiem For a Dream, Enter the Void, Eternal Sunshine of the Spotless Mind, One Flew Over the Cuckoo's Nest, New Kids Turbo, Persepolis, District 9, Midnight In Paris, City of God, Fargo, Oldboy, Blow, Trainspotting, Irreversible, Pi, A Beautiful Mind, Eyes Wide Shut, 2001 - A Space Odyssey, Gummo, Blade Runner, Paprika.
I highly recommend you watch any of these that you haven't yet seen. :)
There are a few shows that'd probably make it onto the list but I haven't watched yet, such as:
The Wire, The Sopranos, Lost, Mad Men, Dexter, Sons of Anarchy, Game of Thrones, Chuck, 24, Black Adder, Father Ted, Curb Your Enthusiasm and Boardwalk Empire.
Proving Ground, Oz, Kenny Vs Spenny, The Office, Green Wing and Black Books.
Rated mainly by how much they amuse me but also whether they can be re-watched and still be good/funny and a tiny bit of how good the storyline is.
[2013 update coming soon]
There's a few movies that'll probably make it onto the list later, but I haven't seen yet: The Hangover III, Grown Ups 2, Scary MoVie (Scary Movie 5), The Internship, Fanboys, Anchorman 2, This Is The End, A Haunted House, The Worlds End, Movie 43, The Incredible Burt Wonderstone, Due Date, She's Out of My League, Good Luck Chuck, She's the One, In Bruges, Be Kind Rewind, Funny People, Saved, Little Miss Sunshine, Ghost World, Up, In The Loop, Paul.
Honorable Mentions: Envy, The Ringer, Talladega Nights, Hot Tub Time Machine, Shallow Hal, Bridesmaids, Balls of Fury, Blades of Fury, That's My Boy, Bruce Almighty, Van Wilder.
There are a few films that'll probably make it onto the list in the near future, but that I haven't seen yet, these are:
Don't Look Now, Blue Velvet, The Orphanage, A Tale of Two Sisters, Fargo, Let Me In, Pulse, The House of the Devil, Don't Be Afraid of the Dark, Inland Empire, Inside, The Happening, Audition, The Knowing, Stir of Echoes, Let the Right One In, The Purge, VHS, VHS 2, You're Next.
The Ring, The Grudge, The Omen, Gothika, The Number 23, Dead Silence.