When Charlie meets the fiancée of Angie's grown-up son, he realizes it's not for the first time. Alan tries to get Jake to study for his algebra final.

Charlie's attracted to an older self-help author. Alan's insistance that Jake complete his Taming of the Shrew book report is hampered by Jake's continually losing the book.

CSIs investigate a death at Charlie's house.

Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister, Courtney.

Alan feels Charlie is unable to control his womanizing ways.

Charlie double-dates with Jake and fixes Alan up with a hooker.

Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends.

Rose returns from England, and plays nurse for an ill Charlie. Alan feels Jake pulling away from him.

When Alan finds himself wanting to break up with a woman, Charlie offers his expertise.

Alan finds out that Charlie stole his girlfriend and works on a plan to get back at Charlie, even though this happened when they were in high school.

Charlie fights his attraction for Teddy's daughter.

Charlie writes a children’s song and finds success as Charlie Waffles. The kids and their parents love him. However, Charlie's new found fame irritates Alan.

After Alan and Charlie have a fight about Alan's role in the house, Alan packs Jake up and moves in with his mother.

Charlie's girlfriend is embarrassed to go out in public with him. Meanwhile, Jake sneaks out to attend a concert.

Charlie has to come up with ways to keep his girlfriend's 4-year-old son amused. Meanwhile, Alan becomes a test subject.

Charlie and Linda get closer to consummating their relationship, but Charlie has trouble focusing when he begins to see Rose's face everywhere he turns.

Alan convinces Charlie that he needs to date more respectable women and sets him up with a judge. The two double date and their waitress happens to be one of Charlie's ex-girlfriends. Desperate for a second chance, Charlie goes to great lengths to speak to her again.

Charlie acts strange after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning.

Jake is getting ready to start a new school as he advances to junior high. Alan and Charlie take him school shopping and find themselves in trouble.