#25 Ocean’s Eleven (and Twelve and Thirteen)
While the original has its place in my heart, the remake is one of the few remakes in history that I think was actually better than the original. And I know I’m not the first to say it, but part of what makes all three movies so enjoyable is that the cast clearly just had a fun time making all of them. And one of the greatest part is that this movie does an excellent job of subltely playing off the plotline of the original where the money was lost when the oldest member of the gang had a heart attack and the money was burned up with him when he was cremated. It was little things like that where they paid homage to the original that made this a great film.
All of the humor is witty and seldom goes for the obvious joke which really helps keep what could easily be a silly heist film fresh and original.
#24 Get Shorty
Get Shorty (and to a much lesser degree Be Cool) are one of the few examples of an ensemble cast working out. Usually when you try to shove more than three actors that people might recognize things get lost very quickly yet this movie manages to balance all of the different parts. I make this comment here and not with Ocean’s Eleven because as much as we love all the characters in the Ocean films Clooney, Pitt and Damon do dominate, whereas in Get Shorty there is a healthy balance of all the characters and their individual expressions of insanity.
#23 Men In Black
The sequel was terrible and I have few if any hopes for number 3, but the original was a masterful work of wit and whimsy. Yeah there were some issues with the supporting cast and a few scenes that I think didn’t work but overall the movie is not only funny but, despite the stupid concept, seems to have stood the test of time and remains watchable and enjoyable.
As far as I can tell British comedy is a bit of an acquired taste for most Americans…especially since it seems to be broken into low comedy which seems obsessed with the radically different attitude toward sex that the Brits have and high comedy which isn’t much different than high comedy over here (although we don’t have much of it anymore)…but that said, the works of Guy Richie are more in the high witty and surreal category, and by that virtue hilariously bizarre. Now while I love Lock, Stock, and Two Smoking Barrels I found Snatch to be just a little more entertaining (especially with Brat Pitt’s utterly incomprehensible Irish gypsy character). As opposed to the other films listed here there is a chance you might not know what this one is about…but I couldn’t try and summarize the plot in a sentence or two, it’s just too damned insane.
#21 My Fellow Americans
A movie that portrays politicians as idiots. Not so subtle hits at Bush and Clinton…and really Democrats and Republicans in general. It’s kind of obvious why I love this film. Can’t you just see Joe Biden saying some of the things that the VP in this movie does? Actaully no, Biden is a lot dumber than the VP in this movie.