Ashton Kutcher Walden Schmidt Actor Jon Cryer Alan Harper Actor Conchata Ferrell Berta Actor Amber Tamblyn Jenny Actor Kimberly Williams-Paisley Gretchen Guest Star Brooke D'Orsay Kate Guest Star Clark Duke Barry Guest Star Mila Kunis Vivian Guest Star Blake Bertrand Kid 1 Guest Star Shane Roney Kid 2 Guest Star Judah Nelson Kid 3 Guest Star Sophie Guest Kid 4 Guest Star Isabella Kai Rice Kid 5 Guest Star Shiloh Nelson Kid 6 Guest Star Chuck Lorre Executive Producer Don Reo Executive Producer, Writer Jim Patterson Executive Producer, Writer Jeff Lowell Writer Matt Ross Writer Max Searle Writer Steve Tompkins Writer James Widdoes Director