Two and a Half Men
A hedonistic jingle writer's free-wheeling life comes to an abrupt halt when his brother and 10-year-old nephew move into his beach-front house.

Season 6 · Episode 2 ·
Pie Hole, Herb
Charlie borrowed money from Alan and on the day he is supposed to pay him back, Alan goes to ask Charlie for the money. He again finds Charlie in bed with a beautiful woman. After Charlie shoos him out and assures him he'll get the money for him later that day, the woman asks if Charlie is really out of cash and Charlie tells her not to worry, that he has plenty of hooker money.
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Episode 2 of season 6 of Two and a Half Men: “Pie Hole, Herb”. Aired 2008-09-29. Watch it online free on ZapFlix.