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Happy Endings: The Ballad of Lon Sarofsky

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The gang is shocked when Penny rebounds from her breakup with Pete by having a torrid affair with the last man on earth they'd pick for her -- the Car Czar. To make matters worse, she's temporarily living with Brad and Jane, who end up acting like disapproving parents. Meanwhile the friends pressure Max to get a job so he'll stop sponging off them. He decides to enter the "Mr. Gay Gay Chicago" pageant, with Alex and Dave as his coaches.

Source: ABC