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- OverviewSep 22, 1998-May 11, 199923 episodesEpisodes23. Up on the Roof May 11, 1999
- Milsap accepts a job at a competitive vending company; home evacuation drills.
- 22. Jungle Gym Fever May 4, 1999
- Darryl is concerned when Sydney develops her first crush.
- 21. Clan of the Cave Bear Apr 6, 1999
- Darryl must do his share of housework when Yvonne takes a job outside the home.
- 20. G.E.D. Mar 16, 1999
- Darryl decides to get his G.E.D. to set an example for Michael.
- 19. I Do, I Do, Again Mar 2, 1999
- Yvonne cancels their fairy tale wedding when Darryl says how he feels about her father.
- 18. I Do, I Do, Again Feb 23, 1999
- Darryl learns a secret when he asks Yvonne to remarry him; guest Sherman Hemsley.
- 17. Storm O' the Century Feb 16, 1999
- On the way to a ski trip, a storm forces the Hughleys to stop at a haunted hotel.
- 16. Dog Eat Dog Feb 9, 1999
- Darryl meets Johnnie Cochran in court when a neighbor sues over a stray dog.
- 15. Why Can't We Be Friends? Feb 2, 1999
- Darryl thinks Dave may be a racist; Michael hopes to win a basketball contest.
- 14. I Ain't Heavy, I'm Your Father Jan 12, 1999
- Darryl goes camping with the kids to prove he's fun to be with.
- 13. Reliving Single Jan 5, 1999
- Darryl and Dave go to a singles bar to find a woman for Milsap.
- 12. A Multi-Culti Christmas Dec 15, 1998
- Darryl gets fed up with the politically correct Christmas pageant at the school.
- 11. I'm Shrinnnking Dec 8, 1998
- Darryl becomes paranoid to the point Yvonne suggests he see a therapist.
- 10. Thanksgiving Nov 24, 1998
- Darryl's parents visit their son's new home for the first time on Thanksgiving.
- 9. Sydney Nov 17, 1998
- Sydney asks Milsap to escort her to the school's father-daughter dance.
- 8. Soccer Nov 10, 1998
- Yvonne signs up a hesitant Darryl to be an assistant soccer coach.
- 7. Baby Fever Nov 3, 1998
- Sally has her baby, prompting Darryl to wonder if Yvonne will say she's expecting.
- 6. Rich Kids Bad, Poor Kids Good Oct 27, 1998
- Darryl makes the kids live the way he did as a child.
- 5. Keeping Romance Alive Oct 20, 1998
- Romance-minded Darryl and Yvonne end up alone at Sally and Dave's house.
- 4. Class Clown Oct 13, 1998
- Darryl worries about his son's future when he learns Michael is the class clown.
- 3. Lost in the Suburbs Oct 6, 1998
- Darryl feels isolated when others are busy with new friends.
- 2. Carpool Sep 29, 1998
- Yvonne asks Darryl to substitute as driver for the school carpool.
- 1. Pilot Sep 22, 1998
- A black businessman fears success will separate him from his roots.
