Bottoms Up (2006)

Owen Peadman (Jason Mewes) is a Minnesota bartender who arrives in Los Angeles to try to help his father raise money to save his small restaurant. Owen shacks up with his very gay uncle Earl (David Keith) and tries to integrate himself into the high society of Hollywood where a chance run-in with a wealth socialite named Lisa Mancini (Paris Hilton) and her uptight actor boyfriend Hayden Field (Brian Hallisey) where Owen, using a little influence and blackmail, gets a taste of the fast and sordid and scandalous lifestyles of the Hollywood upper crust while dealing with his growing romantic feelings he has for Lisa.

Info:
http://www.imdb.com/title/tt0433349/

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