Charlie Sheen Charlie Harper Actor Jon Cryer Alan Harper Actor Angus T. Jones Jake Harper Actor Marin Hinkle Judith Actor Holland Taylor Evelyn Harper Actor Conchata Ferrell Berta Actor Jennifer Taylor Chelsea Guest Star Jeanette O'Connor Debbie Guest Star Judith Drake Cynthia Guest Star Robert Clotworthy TV Announcer Guest Voice Philip Tanzini Deejay Guest Voice Marc Siciliani Dancer Guest Star Chuck Lorre Executive Producer, Writer Lee Aronsohn Executive Producer, Writer Eric Tannenbaum Executive Producer Kim Tannenbaum Executive Producer Mark Burg Executive Producer Oren Koules Executive Producer Jim Patterson Writer Mark Roberts Writer Don Foster Writer Eddie Gorodetsky Writer James Widdoes Director