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