The Hottie & the Nottie

 (2008)

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The Hottie & the Nottie
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Plot 1
'Nate moves to L.A. to track down Cristabel, the woman he\'s been in love with since childhood, only to discover that his plan to woo her only has one hurdle to overcome: what to do with June, Cristabel\'s ever-present, not-so-hot best friend? What\'s even more complicating is Nate\'s growing feelings for June, whose true beauty starts to emerge.'
Plot 2
The Hottie And The Nottie is a 2008 romantic comedy film starring Paris Hilton, Joel Moore, Christine Lakin, and Greg Wilson. It was written by Heidi Ferrer (Dawson's Creek), and is the first full-length feature film directed by Tom Putnam. The film started shooting in January 2007 and was released February 8, 2008. Its first-day earnings were $9,000, with it going on to earn $27,696 on its opening weekend, each theater averaging $249. The film was a critical box office bomb and Hilton won the Golden Raspberry Award for Worst Actress, making it her second Golden Raspberry Award.

Source: Wikipedia