10. Gil (Midnight in Paris) - Take a stroll into an age of coffeehouses without wi-fi in this pastel painting of a film.
9. Francis (The Darjeeling Limited) - Can Owen Wilson's nose get any more jacked up? Watch this India-based, brother love story to find out.
8. Kenny Bostick (The Big Year) - Owen Wilson, Jack Black, and Steve Martin is an unlikely trio- what's even more unbelievable is their unbridled obsession with bird watching in this PETA-friendly caper. I don't love anything in life as much as these gentlemen love birds. Well played, fellas. Touché.
7. Rick (Hall Pass) - An otherwise forgettable Wilson-Sudekeis vehicle features two grown men given a "hall pass" by their wives to sleep with other women. Turns out, the women were the ones who needed the hall pass after all. An inside look at the secret life of New England based minor league baseball players. I'm going to call this a baseball movie in the same universe that Bull Durham can be considered one. This is the best baseball movie that Owen Wilson has ever been in.
6. Ned Plimpton (The Life Aquatic with Steve Zissou) - Take a nautical detour with Wes Anderson in this whimsical adventure. If American Apparel was a person it would say this movie is a little conceited. The red beanie get up is a good look if you are going out with a group on Halloween and want to start a turf war with a gang of seventh graders.
5. Nick Campbell (The Internship) - Wilson and Vaughn reunite in this Google-ized, Silicon Valley Wedding Crashers. These two are Slim Jims to the walking Clif Bars in this office, strolling around with those little running shoes that go over every single toe like they know something I don't.
4. Lightning McQueen (Cars, Cars 2) - Wilson's soothing, Southern drawl headlines this largely overlooked Pixar franchise. Inspired the mostly unknown knockoff flick, Planes. What's next a movie about a house that is taken away by a bunch of balloons?
3. Randy Dupree (You, Me, and Dupree) - Is Randy Dupree the same Dupree from the title of this movie, You, Me, and Dupree? Tune into this classic friend-who-overstayed-their-welcome-and-continues-to-make-everything-horrible-around-them-and-nearly-causes-the-disintegration-of-the-marriage-of-his-friends-who-were-kind-enough-to-open-their-doors-to-him-in-the-first-place trope.
2. Hansel (Zoolander, Zoolander 2) - Who's that? He's so hot right now. Hansel ushered in an era of tough-minded, trash-talking sixth grade scooter gangs. Not only that, he did it all while rocking a dashiki like nobody's business.
1. John Beckwith (Wedding Crashers) - Owen Wilson and Vince Vaughn's love song to bros, brahs, and bruhs all across this beautiful land. The first half of this movie is that feeling when you are at the beach and you can't believe how much fun you are having. You are tossing the frisbee around, drinking a couple cold ones, and kicking it with all the old homies. Then, the sun starts to set and you are forced to pack everything up and head on home. You don't want to go but then the lifeguard tells you and your friends that you have to go home now. Rachel McAdams is the lifeguard in this scenario. Life might be better if you could stay at the beach forever but that's just not realistic. This movie is life- it's pretty awesome for a while, then it sort of plateaus, then Bradley Cooper hits you with a vicious blindside and you're left wondering where it all went wrong.
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