Charlie and Alan try to prepare Jake for his first day of Junior High, but end up making him worry more.
Charlie reacts oddly after an evening with his mother, and Alan's date reacts oddly after having sex with him.
Suffering from bimbo fatigue, Charlie lets Alan set him up with a woman his own age.
Charlie gets closer to consummating his relationship with Linda, but begins to see Rose's face everywhere he turns.
Charlie has to find creative ways to entertain his girlfriend's 4-year-old son, while Alan becomes a human guinea pig.
Charlie's girlfriend is embarrassed to be seen with him in public and doesn't invite him to a dinner in honor of her, but Charlie finds out and guilts her into inviting him. But the evening turns into a disaster when Charlie takes a pill from his mother to help him relax that instead causes him to make a fool of himself and his girlfriend, who then breaks up with him. Meanwhile, Jake sneaks out to a concert despite Alan f…more
When Alan brings home a decorative bowl to put their keys in, Charlie goes over the edge causing Charlie and Alan to butt heads over Alan's place in the house. Alan and Jake then move in with Evelyn.
Charlie finds success as a children's singing star which makes Alan miserable.
After his father-in-law tells him to stay away, Charlie tries to resist his attraction to his soon-to-be step sister, but fails and ends up having to buy a new car to keep her from telling her father.
Alan seeks revenge when he discovers that Charlie stole his high school girlfriend.
Charlie coaches Alan in the fine art of breaking up with a woman.
Rose is back from England and takes very strange care of a very sick Charlie.
Alan's date, who happens to be a friend of his ex, reveals a secret about Judith's sex life.
Charlie goes with Jake on a double date and sets up Alan with a prostitute.
Alan fears that Charlie's womanizing is getting out of control.
Alan plans Evelyn's wedding while Charlie pursues his future step-sister, Courtney. Courtney is upset when her father announces that he doesn't want a prenuptial and then learns that he isn't going to loan her any money. Charlie agrees to loan her the money.
In the middle of Evelyn's wedding reception, a CSI team investigates the mysterious death of Teddy at Charlie's house. They soon discover that Teddy and Courtney are scam artists and lovers, and she comiitted his murder.
Charlie meets an older woman who writes self-help books and is attracted to her. Jake and Alan fight over a school assignment.
Charlie tries to resist temptation when he meets Angie's grown daughter-to-be and realizes they've met before.
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