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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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Shoes, Hats, Pickle Jar Lids Charlie fights his attraction for Teddy's daughter.
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Kinda Like Necrophilia 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.
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Meander to Your Dander When Alan finds himself wanting to break up with a woman, Charlie offers his expertise.
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A Little Clammy and None Too Fresh Rose returns from England, and plays nurse rather oddly for an ill Charlie.
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The Soil Is Moist Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends.
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Winky-Dink Time Charlie double-dates with Jake and fixes Alan up with a hooker.
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Rough Night in Hump Junction Alan feels Charlie is unable to control his womanizing ways.
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Look At Me Mommy, I'm Pretty Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister.
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Fish in a Drawer CSIs investigate a death at Charlie's house.
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If My Hole Could Talk Charlie's attracted to an older self-help author. Alan and Jake clash over a project for school.
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Waiting for the Right Snapper When Charlie meets Angie's soon to be daughter-in-law, he realizes it's not for the first time.