Brad William Henke - Maggie Gyllenhaal - Ryan Simpkins © 2006 IFC Films Brad William Henke as Bobby Swanson, Maggie Gyllenhaal as Sherry Swanson and Ryan Simpkins as Alexis Parks in SherryBaby Bobby is trying to convince Alexis that she will have a great day with Sherry, Bobby is trying to convince Alexis that she will have a great day with Sherry and Bobby is trying to convince Alexis that she will have a great day with Sherry. Category: General

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