Season 5

Charlie finds himself in unfamiliar territory with real feelings, Alan keeps stumbling through relationships, and Jake edges from boyhood into teenage antics.

Episodes

Each episode has its own detail page.

Episode 120 min2007-09-24

Large Birds, Spiders and Mom

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.

Episode 222 min2007-10-01

Media Room Slash Dungeon

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

Episode 321 min2007-10-08

Dum Diddy Dum Diddy Doo

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.

Episode 422 min2007-10-15

City of Great Racks

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.

Episode 522 min2007-10-22

Putting Swim Fins on a Cat

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

Episode 621 min2007-10-29

Help Daddy Find His Toenail

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

Episode 720 min2007-11-05

The Leather Gear Is in the Guest Room

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

Episode 820 min2007-11-12

Is There a Mrs. Waffles?

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.