Season 5
September 24, 2007
19 Episodes
Charlie finds himself in unfamiliar territory with real feelings, Alan keeps stumbling through relationships, and Jake edges from boyhood into teenage antics.
Charlie finds himself in unfamiliar territory with real feelings, Alan keeps stumbling through relationships, and Jake edges from boyhood into teenage antics.
20 minutes
Jake is getting ready to start a new school as he graduates to Junior High. Alan and Charlie take him school shopping and find themselves in trouble.
22 minutes
Charlie acts strange after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning.
21 minutes
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. Charlie's date backfires the following morning, when he ends up in court in front of the judge.
22 minutes
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.
22 minutes
Charlie has to come up with ways to keep his girlfriend's 4-year-old amused; Alan becomes a test subject.
21 minutes
Charlie's girlfriend is embrassed to go out in public with him. Meanwhile, Jake sneaks out to attend a concert.
20 minutes
After Alan and Charlie have a fight about Alan's role in the house. Alan packs Jake up and moves in with his mother.
20 minutes
Charlie writes a children’s song and finds success as Charlie Waffles. The children love him and the mothers seem to as well. Charlie's new found fame irritates Alan.
20 minutes
Charlie fights his attraction for Teddy's daughter.
22 minutes
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.
22 minutes
When Alan finds himself wanting to break up with a woman, Charlie offers his expertise.
22 minutes
Rose returns from England, and plays nurse rather oddly for an ill Charlie.
20 minutes
Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends.
22 minutes
Charlie double-dates with Jake and fixes Alan up with a hooker.
21 minutes
Alan feels Charlie is unable to control his womanizing ways.
22 minutes
Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister.
21 minutes
CSIs investigate a death at Charlie's house.
21 minutes
Charlie's attracted to an older self-help author. Alan and Jake clash over a project for school.
22 minutes
When Charlie meets Angie's soon to be daughter-in-law, he realizes it's not for the first time.