Kate Bosworth Rosalee Futch Topher Grace Pete Monash Josh Duhamel Tad Hamilton Nathan Lane Richard Levy the Driven Sean Hayes Richard Levy the Shameless Gary Cole Henry Futch Ginnifer Goodwin Cathy Feely Kathryn Hahn Angelica Octavia Spencer Janine Amy Smart Nurse Betty Stephen Tobolowsky George Ruddy Wendy Worthington Customer Moon Bloodgood Gorgeous Woman Jesse Heiman Piggly Wiggly Shopper / Movie Patron Bob Glouberman Rosalee's Limo Driver Sam Pancake Hotel Clerk Jay Underwood Policeman Tom Patrick Thomas O'Brien Father Newell Jordana Brewster Actress Paris Hilton Heather Sabrina Culver Piggly Wiggly Customer Lauren Cohn Crying Woman Patrick Fischler Waiter Bonnie McKee Self Karly Rothenberg Piggly Wiggly Shopper Diane Sellers Hotel Maid