Ashton Kutcher Walden Schmidt Actor Jon Cryer Alan Harper Actor Angus T. Jones Jake Harper Actor Holland Taylor Evelyn Harper Actor Conchata Ferrell Berta Actor Courtney Thorne-Smith Lyndsey Mackelroy Guest Star Sophie Winkleman Zoey Guest Star Bre Blair Rachel Guest Star Chasty Ballesteros Woman Guest Star Ciprina Spizzirri Matchy Match Guest Star Chuck Lorre Executive Producer, Writer Lee Aronsohn Executive Producer Eric Tannenbaum Executive Producer Kim Tannenbaum Executive Producer Mark Burg Executive Producer Oren Koules Executive Producer Don Reo Writer Jim Patterson Writer Eddie Gorodetsky Writer James Widdoes Director