Terri's breakup with her boyfriend leads to overtures from Mitchell, James and Dusty, each of whom believes she's sending signals. Meanwhile, her true feelings are for Charles, with whom she shares an awkward moment which could change their relationship.

Ladies man James gets played like a broken record when he meets Vanessa, a cold-hearted sex goddess whom the other guys discover is cheating on him. Meanwhile, Charles and Dusty take Mitchell to a support group for divorcés, where he drives everyone crazy.

When Charles interviews at Windy City Magazine to head up their sports department, he finds the woman who will determine his fate is Rebecca, his jilted ex-girlfriend. Charles' ethics are soon put to the test when Rebecca gives him an ultimatum - sleep with her and he will get the job. Meanwhile, Dusty, who's terrified of heights, fills in as the station's helicopter traffic reporter.

When May defends Mitchell and Dusty after they get roughed up at the local bar, the embarrassed guys enroll in a karate class comprised of 10-year-olds. Meanwhile, Charles' feature article on retired running back Jim Brown, angers the ex-football star and James takes May on a date.

Mitchell tries to weasel out of a gambling debt, while Charles tracks down a beautiful woman.

Charles meets Debbie, a woman visiting her godmother, and falls in love with her but he can't seem to spend time with her without her godmother tagging along. So, he later sets Debbie's godmother up with Stuart. Meanwhile, Dusty, Mitchell and James appear as guests on The Jerry Springer Show.