Ashton Kutcher Walden Schmidt Actor Jon Cryer Alan Harper Actor Conchata Ferrell Berta Actor Amber Tamblyn Jenny Actor Courtney Thorne-Smith Lyndsey Mackelroy Guest Star D.B. Sweeney Larry Guest Star Kimberly Williams-Paisley Gretchen Guest Star Clark Duke Barry Guest Star Diedrich Bader Dirk Guest Star Chuck Lorre Executive Producer Don Reo Executive Producer, Writer Jim Patterson Executive Producer, Writer Matt Ross Writer Max Searle Writer Steve Tompkins Writer Susan McMartin Writer James Widdoes Director