The life of affluent, carefree jingle writer Charlie Harper (Charlie Sheen) is thrown off-kilter when his tightly wound chiropractor brother, Alan (Jon Cryer), and Alan's 10-year-old son, Jake (Angus T. Jones), come to live with him at his beach house indefinitely in the aftermath of Alan's failed marriage to Judith (Marin Hinkle). Charlie is an unabashed womanizer and Alan is insecure and unlucky in love. While as opposite as brothers can be, they're united in the fact that they each deal with dysfunction, courtesy of their overbearing mother, Evelyn (Holland Taylor), who drops in occasionally to remind them of how much they loathe her. Also dropping in (well, breaking in) is Charlie's head case of a neighbor and personal stalker, Rose (Melanie Lynskey), a one-night stand from his past who doesn't quite grasp the "one-night" concept. The ensemble is rounded out by Berta (Conchata Ferrell), Charlie's gruff housekeeper. Season 1 follows the brothers' adjustment to each other and the new situation, exemplified by two memorable episodes, one in which Charlie has to be a "parent" when Jake lets seagulls into the house; and another showing Alan's horror over Charlie's influence when Jake draws a tattoo he saw on one of Charlie's girlfriends. In a fun nod to Sheen's personal and professional lives, Denise Richards (Sheen's ex-wife) and Heather Locklear (a Spin City costar) appear in separate episodes. Other memorable guests include Teri Hatcher, Chris O'Donnell, and Jenna Elfman. Bill Ecklund, Rovi