That was over 15 years ago in 2006.
Today he is 52, and has starred in 66 movies in total, 33 since You, Me and Dupree was released.
In You, Me and Dupree, I think Owen Wilson looks:
You, Me and Dupree scores 5.4 out of 10 on The Movie Database.
Owen Wilson's first acting role was as 'Dignan' in Bottle Rocket, released in 1994 when he was 25.