Charlie discovers an ex has a child that looks remarkably like him.
Alan goes too far in effort to collect he loaned to Charlie. Evelyn arranges a job for Jake.
Alan, Jake, and Charlie all decide to try new things: Alan is dating more than one woman, Charlie learns to cook, and Jake experiments with beer.
Alan is sure that things will turn bad when Charlie starts dating his receptionist.
Discovering Miss Pasternak, Jake's former 5th-grade teacher, turned to stripping after her fling with Charlie, he tries to help her turn her life around.
When Judith kicks Herb out of the house, Alan hopes for reconciliation.
Alan tries to get away from Judith. Meanwhile, Charlie and Herb go out on the town.
A new girlfriend wants Charlie to sleep over. Meanwhile, Alan has trouble making a punishment stick to Jake.
Charlie finds himself in an uncomfortable position when Jake takes off with the daughter of a former NFL player. Charlie's Mercedes proves a boon to Alan's love life.
Alan contemplates retiring when Evelyn states that she'll take care of Jake's college education.
Charlie finds himself re-examining his wild ways when an old friend dies.
Alan finds himself attracted to his receptionist, while Charlie and Jake compete for a waitress.
When Alan finds out that Judith is pregnant, he assumes that he is the father. Charlie is convinced he knows the reason behind Jake's bad mood.
Feeling Alan's under appreciated by his family, Melissa offers him the chance to live with her and her mother.
Charlie goes with a new girlfriend to couples counseling with Dr. Linda Freeman.
With Chelsea soon to arrive, Charlie must find a way to get a half-naked date out of his bedroom.
Charlie's admission that he's in love with Chelsea gets a surprising reaction from her.
Charlie joins Alan, Gordon, Herb and his next door neighbor, Jerome (Academy Award nominee Michael Clarke Duncan) in a night of alcohol-fueled sexual reminiscences after Chelsea finds nude pictures of another woman on his phone.
Charlie's desperate to make sure Chelsea and Evelyn don't befriend each other following their first meeting.
Alan lets Chelsea fix him up on a blind date with one of her friends—Rose.
Charlie and Alan both face lifestyle changes when Chelsea moves into the house.
Charlie seeks to take advantage of Alan and Chelsea's budding friendship.
Mia's return finds Charlie questioning how devoted he is to Chelsea. The guys rush a laboring Judith to the hospital.