In no particular order.
Anchorman (Will is the god of funny IMHO)... Sooo many Quotable one liners.
Nacho Libre... So bad it's good. I've watched this more times than I'd care to admit.
Get Shorty and Be Cool... JT is too cool for skool. Full of great characters.
Kevin Smith films... I'm not a self professed Neek for nothing.
LOTR trilogy... Extended version.
Star Wars.... Including the heavily criticised phantom menace!
Napoleon Dynamite.... Vote Pedro!
Blow... I totally used to get fucked up watching this.
The Big Lebowski... Jeff bridges and John Goodman, what more could you ask for.
G.I.Joe the movie... Animated not the lame movie with sienna miller.
The Transformers.... Animated and BOTH films.
Most comic adaptions.... Iron man 1 & 2, batman begins & dark knight, Batman (89) & Batman returns, Sin City & 300, ect
Sherlock Holmes.... I only watched this because of Downey Jr's sterling performance in Iron man and I loved it.
The Island... Awesome idea.
And apparently almost anything with Leonardo DiCaprio.... Inception, shutter island, Blood Diamond, catch me if you can, gangs of New York, basketball diaries, what's eating Gilbert Grape.... You get the picture.