When Sharon tries to quit her job, she's asked to reconsider...while staying at a company condo in Aruba with two friends. But the trio's career commitments jeopardize the trip.
Pete and Berg unwittingly buy fake tickets for luxury-box seats at the homecoming game when they try to one-up two former nerds who are now successful.
Berg scores Pete a job with Ashley's dad, but Pete risks it all by fooling around with a coworker who has ties to the boss (and an affinity for photocopiers).
Berg gives Ashleya buss and then catches a plane to England after she takes off to Oxford to see her boyfriend; Pete gets a job as a limo driver and lets a lady hire him out for an evening.
Just as Pete---with help from a TV host---enables Berg to get over Ashley, she shows up crying and Berg's heart melts. Meanwhile, Sharon learns that Johnny's friend, Shawn, is a woman.
Pete's not pleased after he leaves his girlfriend's son in the hands of Berg, who takes the youngster to the dog track to learn about ratios; and Sharon invites Johnny to move in with her.
Sharon goes for a new job to impress her dad, but during a background check, her alma mater reports she never graduated due to tickets she thought the guys had paid.
While Berg steps into the ring as a cut man for a boxer, Ashley, Pete and Sharon fight out their differences. Former boxer Ray "Boom Boom" Mancini appears.
Pete realizes his true feelings for Sharon---but refuses to act on them---after Johnny declares his plans to marry her. Meanwhile, Berg learns of Ashley's former marriage.
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