Charlie Sheen Charlie Harper Actor Jon Cryer Alan Harper Actor Angus T. Jones Jake Harper Actor Marin Hinkle Judith Actor Melanie Lynskey Rose Actor Sean Penn Sean Penn Guest Star Elvis Costello Elvis Costello Guest Star Harry Dean Stanton Harry Dean Stanton Guest Star Bobby Cooper Bobby Cooper Guest Star Chuck Lorre Executive Producer Lee Aronsohn Executive Producer, Writer Eric Tannenbaum Executive Producer Kim Tannenbaum Executive Producer Mark Burg Executive Producer Oren Koules Executive Producer Pamela Fryman Director Susan Beavers Writer