Tom begins mixing with people Gary and Allison don’t approve of, so naturally they have to pry into his life. Sasha becomes fond of pro surfer Laird Hamilton.
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Gary (Jay Mohr) and Allison (Paula Marshall) snoop through Tom’s (Ryan Malgarini) personal emails.
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After her new “friend” Sophia prefers Gary’s company over hers, Allison feels jilted.
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When the radio station’s sportscaster is arrested, Sasha needs to replace him and give Gary his radio debut. Meanwhile, Louise makes a video of well-wishes for Uncle Mitch and his Marine Corp. unit as a part of her schools volunteer week.

Gary, Mitch and Curtis go to a single’s bar, and Gary sets out to prove he can have a one-night stand without becoming emotionally attached.