Season 5

01 Large Birds, Spiders and Mom Episode 124th September 2007 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. 02 Media Room Slash Dungeon Episode 21st October 2007 Charlie acts strange after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning. 03 Dum Diddy Dum Diddy Doo Episode 38th October 2007 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. 04 City of Great Racks Episode 415th October 2007 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. 05 Putting Swim Fins on a Cat Episode 522nd October 2007 Charlie has to come up with ways to keep his girlfriend's 4-year-old amused; Alan becomes a test subject. 06 Help Daddy Find His Toenail Episode 629th October 2007 Charlie's girlfriend is embrassed to go out in public with him. Meanwhile, Jake sneaks out to attend a concert. 07 The Leather Gear Is in the Guest Room Episode 75th November 2007 After Alan and Charlie have a fight about Alan's role in the house. Alan packs Jake up and moves in with his mother. 08 Is There a Mrs. Waffles? Episode 812th November 2007 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. 09 Shoes, Hats, Pickle Jar Lids Episode 919th November 2007 Charlie fights his attraction for Teddy's daughter. 10 Kinda Like Necrophilia Episode 1026th November 2007 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. 11 Meander to Your Dander Episode 1117th March 2008 When Alan finds himself wanting to break up with a woman, Charlie offers his expertise. 12 A Little Clammy and None Too Fresh Episode 1224th March 2008 Rose returns from England, and plays nurse rather oddly for an ill Charlie. 13 The Soil Is Moist Episode 1331st March 2008 Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends. 14 Winky-Dink Time Episode 1414th April 2008 Charlie double-dates with Jake and fixes Alan up with a hooker. 15 Rough Night in Hump Junction Episode 1521st April 2008 Alan feels Charlie is unable to control his womanizing ways. 16 Look at Me Mommy, I'm Pretty Episode 1628th April 2008 Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister. 17 Fish in a Drawer Episode 175th May 2008 CSIs investigate a death at Charlie's house. 18 If My Hole Could Talk Episode 1812th May 2008 Charlie's attracted to an older self-help author. Alan and Jake clash over a project for school. 19 Waiting for the Right Snapper Episode 1919th May 2008 When Charlie meets Angie's soon to be daughter-in-law, he realizes it's not for the first time.