Guest Stars Hedy Burress as Laurie Cooper Taylor Handley as Wade Johanna Braddy as Olivia Sherman Ally Walker as Dr. Merrill Matthews John Heard as Ben Sherman Sr. Kristin Dattilo as Karen Campbell Tom Sizemore as Timmy Davis Robert Manning, Jr. as Dante Johnson Nichelle Hines as Girl Driving Bentley Emily Kosloski as Timmy's Hooker Co Starring Shelli Boone as Girl Two Willam as Sheila Sophia Bui as Asian Girl