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 Odette Annable Nicole Guest Star Clark Duke Barry Guest Star Marion Ross Older Lady Guest Star Jeff Probst Jeff Probst Guest Star Brooke Lyons Gwen Guest Star Austin Rogers Mark Guest Star Skyler Yeast Swinger Guest Star Chuck Lorre Executive Producer Don Reo Executive Producer, Writer Jim Patterson Executive Producer, Writer Susan McMartin Writer Matt Ross Writer Max Searle Writer Leslie Schapira Writer James Widdoes Director