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Charlie Harper (series star CHARLIE SHEEN) is a well-to-do bachelor with a house at the beach, a Mercedes in the garage and an easy way with women.

Charlie is dismayed to learn that Alan's recent dating spree has been with Alan's ex-wife, Judith.

After a woman Charlie has been having sex with professes her love for him, he responds inappropriately and suffers from impotence.

Charlie finds himself in a compromising position after getting drunk and spending the evening with his stalker, Rose, celebrating her birthday.

A wealthy, elderly woman named Norma (Academy Award and multiple Emmy Award winner CLORIS LEACHMAN - Malcolm in the Middle, Spanglish) is romantically interested in Alan.

When Alan dates a cooking instructor, Sandy (JOSIE DAVIS - Beverly Hills 90210), both he and Charlie gain weight.

No one believes Charlie when he says that his relationship with Mia is getting serious, and everyone really thinks he's lying when he confesses that he and Mia have been dating for more than a month and haven't consummated the relationship.

Charlie's lifestyle causes tension with Mia (recurring guest star EMMANUELLE VAUGIER).

When he is nominated for an advertising award, Charlie boycotts the banquet, having lost several years in a row to his cocky competitor, Archie (JON LOVITZ - Saturday Night Live, Happiness).

Kandi (recurring guest star APRIL BOWLBY) moves in with Alan and Charlie, causing tension in the house.

Jake's teacher, Francine (JULIA CAMPBELL), calls Alan and Judith into her classroom to discuss Jake's lack of interest in school.

When Charlie finds out that his ex-girlfriend, Mia, is in town with her dance troupe and wants him to come to her performance, he opts not to go and tries to behave as if he were no longer attracted to her.