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- Season 4 overviewSep 24, 1999-May 19, 200022 episodesSeason 4 episodes1. Detention Peddler Sep 24, 1999
- Steve competes for a new vice principal position; Cedric proposes to Lovita.
- 2. Party of Five Oct 1, 1999
- Steve signs up gorgeous twins as his roommates.
- 3. He's Gotta Have It Oct 8, 1999
- Steve and Regina clash when they share an office; Cedric loses his sex drive.
- 4. Little Stevie Blunder Oct 15, 1999
- Steve misleads a beautiful woman (Kellita Smith) into believing his sight is impaired.
- 5. Roomies Oct 22, 1999
- Control-freak Regina causes problems when Steve agrees to let her stay at his place.
- 6. Boomerang Nov 5, 1999
- Steve acts a like fool while pursuing a woman, and his friends intervene to save his dignity.
- 7. My Whole Left Side Nov 12, 1999
- Matters take a turn for the worse when Grandma Puddin' disapproves of Lovita.
- 8. My Two Big Daddies Nov 19, 1999
- Steve uses Romeo for bait when he poses as a single father to attract a woman.
- 9. Y2K Dec 17, 1999
- Extravagant plans for New Year's fall apart.
- 10. All About Steve Jan 7, 2000
- Steve fills in for Regina as acting principal for a few days.
- 11. Going, Going, Gone Jan 14, 2000
- Steve fills in for Regina's charity bachelor-auction.
- 12. Boy Trouble Jan 21, 2000
- Steve contends with a sexist school-board member who shoots down Regina's proposals.
- 13. Guess Who's Not Coming to Counseling Feb 4, 2000
- Lovita enlists Steve to pose as her fiance; Bullethead and Romeo form a singing group.
- 14. Black Streak Feb 11, 2000
- Cedric prefers reliving his wild days rather than going to Steve's bachelor party.
- 15. Wedlocked Feb 18, 2000
- On the day of Cedric and Lovita's wedding, Steve and Cedric get locked in a basement.
- 16. The Honeymooners Feb 25, 2000
- Cedric scrambles for an alternative after his honeymoon plans fall through.
- 17. If Cooks Could Kill Apr 14, 2000
- Steve and Cedric compete against Regina and Lovita in a cooking contest.
- 18. Moonlighting Apr 21, 2000
- Steve gets evicted from his apartment; Regina falls for an author who has a strange fetish.
- 19. Don't Stand Too Close to Me Apr 28, 2000
- A fledgling feminist develops a crush on Steve when he leads Regina's teen discussion group.
- 20. African-American Gigolo May 5, 2000
- Steve and Regina arrange blind dates for each other.
- 21. I Believe I Can Lie May 12, 2000
- Steve must break disappointing news to Regina and the students.
- 22. Dressed to Chill May 19, 2000
- Romeo and Bullethead organize a protest against Regina's planned uniform-program.