1997
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- OverviewSep 22, 1999-May 17, 200026 episodesEpisodes26. A Very Special Drew May 17, 2000
- A spoof shows to what ends television shows will go in order to win awards.
- 25. Drew and Kate Boink May 10, 2000
- Drew and Kate (Drew Carey, Christa Miller) finally consummate their relationship.
- 24. Beer Ball May 3, 2000
- Drew and Steve play a baseball game which requires them to drink beer.
- 23. Kate vs. Speedy Apr 26, 2000
- Drew is caught in the middle when his dog has problems getting along with Kate.
- 22. Mr. Wick Returns Apr 12, 2000
- Mr. Wick's attempt at revenge may push Drew a step down the corporate ladder.
- 21. Oswald's Son Mar 29, 2000
- A young man claims to be Oswald's son, but he resembles someone else.
- 20. The Gang Stops Drinking Mar 22, 2000
- Drew and his friends are forced to abstain from alcohol and learn that sobriety can be fun.
- 19. What's Wrong With This Episode? III Mar 1, 2000
- Drew is the only one excited when his boss expresses interest in buying the Buzz Beer company.
- 18. Drew Goes to Hell Feb 23, 2000
- To get a promotion, Drew must frame another employee.
- 17. I Dishonestly Love You Feb 16, 2000
- Kate gets jealous when Drew hires an ex-girlfriend as his assistant.
- 16. Do Drew and Kate Have Sex? Feb 9, 2000
- The pressure to consummate their relationship takes it toll on Drew and Kate.
- 15. Mimi Moves In Feb 2, 2000
- Steve and Mimi's mobile home gets stranded in Drew's back yard.
- 14. Kate Works for Drew Jan 12, 2000
- Drew reluctantly hires Kate as his assistant.
- 13. Drew and the Racial Tension Play Jan 5, 2000
- A longtime Winfred-Louder employee offends virtually every ethnic group during a speech.
- 12. Drew and Kate's First Date Dec 15, 1999
- Drew feels pressure as he prepares to go on his first date with Kate.
- 11. Steve and Mimi Get Married Dec 1, 1999
- Steve and Mimi get married under extremely bizarre circumstances.
- 10. Drew's Stomachache Nov 24, 1999
- Premarital counseling reveals unfinished business from Mimi's past.
- 9. Drew Cam Nov 17, 1999
- Drew is chosen to have his own Website as part of a new experiment sponsored by his employer.
- 8. Drew Live Nov 10, 1999
- Drew and Kate secretly decide to romantically pursue each other.
- 7. Red, White and Drew Nov 3, 1999
- A problem with a pothole prompts Drew to become an involved citizen.
- 6. Drew Tries to Kill Mimi Oct 27, 1999
- Detectives question Drew and accuse him of plotting to kill Mimi.
- 5. Drew's Physical Oct 20, 1999
- Lewis takes Drew's mandatory physical, but his results on the unexpected mental exam cause problems.
- 4. Drew's Reunion Oct 13, 1999
- Drew dreads going to his high-school reunion; Lewis coerces Bo Derek to be his date.
- 3. Drew and the Gang Law Oct 6, 1999
- A judge rules that Drew, Kate, Oswald and Lewis may no longer socialize with each other.
- 2. Drew Goes to the Browns' Game Sep 29, 1999
- Drew sees Sharon kiss another man on the giant screen at a Browns game.
- 1. Y2K, You're Okay Sep 22, 1999
- Drew begs for Sharon's forgiveness after his diary is displayed on the company's computer.