Charlie and Courtney Break Up
Charlie and Courtney (Jenny McCarthy) break up on Two and a Half Men, sending Charlie into a depression.

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Two and a Half Men
Two and a Half Men Season 8 Episode 12: "Chocolate Diddlers or My Puppy's Dead"
Charlie Harper
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Two and a Half Men Season 8 Episode 12 Quotes

Charlie: For every gorgeous woman out there's a guy tired of banging her.
Alan: But that guy is never me.

Charlie: I was fantasizing about other women.
Courtney: That doesn't necessarily mean it's over.
Charlie: I pretended you were the big blue chick from Avatar.
Courtney: It's over.