Overview
After Mr. Wick refuses to let him on the company softball team, Drew decides to organize his own team and challenges Wick to a play-off. When Drew realizes Steve is playing for the other team, it stirs up an old rivalry with his brother.
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5 - 1Y2K, You're Okay September 22, 1999 -
5 - 2Drew Goes to the Browns' Game September 29, 1999
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5 - 3Drew and the Gang Law October 06, 1999
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5 - 4Drew's Reunion October 13, 1999
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5 - 5Drew's Physical October 20, 1999
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5 - 6Drew Tries to Kill Mimi October 27, 1999
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5 - 7Red, White and Drew November 03, 1999
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5 - 8Drew Live November 10, 1999
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5 - 9Drew Cam November 17, 1999
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5 - 10Drew's Stomach Ache November 24, 1999
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5 - 11Steve and Mimi Get Married December 01, 1999
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5 - 12Drew and Kate's First Date December 15, 1999
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5 - 13Drew and the Racial Tension Play January 05, 2000
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5 - 14Kate Works for Drew January 12, 2000
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5 - 15Mimi Moves In February 02, 2000
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5 - 16Do Drew and Kate Have Sex? February 09, 2000
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5 - 17I Dishonestly Love You February 16, 2000
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5 - 18Drew Goes to Hell February 23, 2000
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5 - 19What's Wrong with This Episode III March 01, 2000
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5 - 20The Gang Stops Drinking March 22, 2000
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5 - 21Oswald's Son March 29, 2000
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5 - 22Mr. Wick Returns April 12, 2000
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5 - 23Kate vs. Speedy April 26, 2000
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5 - 24Beer Ball May 03, 2000
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5 - 25Drew and Kate Boink May 10, 2000
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5 - 26A Very Special Drew May 17, 2000