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 Melanie Lynskey Rose Actor Conchata Ferrell Berta Actor Stephanie Erb Mrs. Schmidt Guest Star Lincoln Kennedy Mr. Dunlop Guest Star Anna Pheil Tanya Guest Star Candace Bender Coco Guest Star Wayne Thomas Yorke Bob Guest Star Bill Rutkoski Lenny Guest Star Diane Sellers Ms. Gallagher Guest Star Mark Roberts Mr. Malinkovich 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 Gary Halvorson Director Susan Beavers Writer Eddie Gorodetsky Writer