1996
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- OverviewSep 17, 1996-May 13, 199725 episodesEpisodes25. Caroline and the Wayward Husband May 13, 1997
- Caroline considers telling Richard her true feelings for him.
- 24. Caroline and Richard & Julia May 13, 1997
- Caroline poses as Richard's wife to impress his ex-flame (Sofia Milos).
- 23. Caroline and the Bad Trip May 6, 1997
- Caroline is set to appear on "The Tonight Show"; Richard's mother reveals his father's identity.
- 22. Caroline and the Ombudsman Apr 22, 1997
- Caroline hires a mediator to confront her neglectful building superintendent.
- 21. Caroline and the Critics Apr 15, 1997
- A newspaper fails to resubscribe to Caroline's strip, sending her on a cross-country trip.
- 20. Caroline and the New Neighbor Apr 8, 1997
- Caroline caters to her demanding, elderly neighbor (Marilyn Cooper).
- 19. Caroline and the Buyer Apr 1, 1997
- A prospective buyer for Caroline's work misinterprets her charm.
- 18. Caroline and the Monkeys Mar 11, 1997
- Caroline braves an evening alone on the town; guest Helen Slater.
- 17. Caroline and the Getaway Feb 25, 1997
- Caroline and Annie both find men on their girls-only ski trip.
- 16. Caroline and the Dearly Departed Feb 18, 1997
- Caroline tells an art columnist that Richard is dead to boost the value of his art.
- 15. Caroline and the Long Shot Feb 11, 1997
- Richard gets a chance to score big money at a Knicks game; guest French Stewart.
- 14. Caroline and the Kept Man Jan 21, 1997
- A wealthy socialite (Ann Magnuson) takes an interest in Richard's talent.
- 13. Caroline and the Singer Jan 14, 1997
- Annie's sister (Mackenzie Phillips) finds Richard's love letter to Caroline.
- 12. Caroline and the Perfect Record Jan 7, 1997
- Caroline turns to Richard when Joe's old girlfriend takes shelter at his place.
- 11. Caroline and the Freight King Dec 17, 1996
- Caroline is locked in a laundry overnight with a homeless man.
- 10. Caroline and the Red Sauce Dec 10, 1996
- Annie's mother (Candice Azzara) unexpectedly wants to move in with her.
- 9. Caroline and the Therapist Dec 3, 1996
- Veterinarian Joe recommends Caroline take her cat to a therapist.
- 8. Caroline and the Comic Nov 26, 1996
- Caroline reunites Richard with his father (Judd Hirsch), a vaudevillian comic.
- 7. Caroline and Victor/Victoria Nov 19, 1996
- Annie does research for her audition for "Victor/Victoria."
- 6. Caroline and the Nice Jewish Boy Nov 12, 1996
- Gentile Del falls for a woman (Rena Sofer) who dates only Jewish men.
- 5. Caroline and the Dreamers Oct 29, 1996
- The city commissions Richard to paint a mural in a dangerous location.
- 4. Caroline and the Guy Who Gets There Too Soon Oct 22, 1996
- When Joe declares his love for Caroline, she decides to date an older man.
- 3. Caroline and the Cat Dancer Oct 15, 1996
- Annie misconstrues an IRS auditor's demeanor; guest David Hyde Pierce.
- 2. Caroline and the Letter Sep 24, 1996
- Caroline offers Richard his old job; pregnant Vicki goes into early labor.
- 1. Caroline and the Younger Man Sep 17, 1996
- Romantic sparks fly between Caroline and a young veterinarian.