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2000s road comedy-drama films

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Little Miss Sunshine
2006 film by Jonathan Dayton and Valerie Faris
The Bucket List
2007 film directed by Rob Reiner
About Schmidt
2002 film directed by Alexander Payne
Almost Famous
2000 film by Cameron Crowe
Sideways
Sideways is a 2004 American comedy-drama film directed by Alexander Payne and written by Jim Taylor and Payne. A film adaptation of Rex Pickett's 2004 novel, Sideways follows two men in their forties, Miles Raymond (Paul Giamatti), a depressed teacher and unsuccessful writer, and Jack Cole (Thomas Haden Church), a past-his-prime actor, who take a week-long road trip to Santa Barbara County wine country to celebrate Jack's upcoming wedding. Sandra Oh and Virginia Madsen also star as women they encounter during their trip.
Transamerica
2005 film directed by Duncan Tucker
The Darjeeling Limited
2007 film by Wes Anderson
Crossroads
2002 film directed by Tamra Davis
Broken Flowers
2005 film directed by Jim Jarmusch
Everything Is Illuminated
2005 film directed by Liev Schreiber
Interstate 60
2002 film by Bob Gale
Bandits
2001 film by Barry Levinson
Dil Chahta Hai
2001 film by Farhan Akhtar
Jab We Met
2007 film by Imtiaz Ali
Away We Go
2009 film by Sam Mendes
My One and Only
2009 film directed by Richard Loncraine
Palindromes
2004 film by Todd Solondz
The Lucky Ones
2008 film by Neil Burger
Waking Up in Reno
2002 film by Jordan Brady
Duets
2000 film directed by Bruce Paltrow
Five Dollars a Day
2008 film directed by Nigel Cole
Cleopatra
2003 Argentine film directed by Eduardo Mignogna
Bonneville
2006 film
Deus É Brasileiro
2003 film by Carlos Diegues
Adrift in Tokyo
2007 film by Satoshi Miki
Blue Moon
2002 Austrian film directed by Andrea Maria Dusl
Lucía, Lucía
2003 film by Antonio Serrano
The Thing About My Folks
2005 film by Raymond De Felitta
The Last Train
2002 film directed by Diego Arsuaga