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 Jane Lynch Dr. Linda Freeman Guest Star Amanda Swisten Darlene Guest Star Jamie Day Annette Guest Star Steffani Brass Debbie 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 Gail Mancuso Director Don Foster Writer Eddie Gorodetsky Writer