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- Season 1 overviewSep 21, 1995-Aug 5, 199624 episodesSeason 1 episodes1. Pilot Sep 21, 1995
- The life of a New York cartoonist winds up in her comic strip.
- 2. Caroline and the Mugger Sep 28, 1995
- When a mugger takes Richard's portfolio, Caroline has to recreate her drawings.
- 3. Caroline and the Gay Art Show Oct 5, 1995
- Richard displays his paintings in a prestigious gallery; guest Dan Butler.
- 4. Caroline and the Bad Back Oct 12, 1995
- While Caroline nurses a back injury, Del and Richard race to finish her cartoon.
- 5. Caroline and the ATM Oct 19, 1995
- The bank camera captures Caroline's awkward moment at an ATM.
- 6. Caroline and the Folks Nov 2, 1995
- Caroline meets Del's parents; guests Matthew Perry; Jonathan Silverman.
- 7. Caroline and the Opera Nov 9, 1995
- Del is threatened when Caroline's aunt (Jean Stapleton) fixes her up with an old beau.
- 8. Caroline and the Balloon Nov 16, 1995
- Caroline's cartoon merits a balloon in the Thanksgiving parade.
- 9. Caroline and the Convict Dec 7, 1995
- Annie fails to mention a minor detail about her new boyfriend to Caroline.
- 10. Caroline and the Christmas Break Dec 14, 1995
- Caroline and Del reconsider their relationship while planning a Paris getaway.
- 11. Caroline and the Gift Jan 4, 1996
- Caroline looks for a hidden meaning behind Del's lavish Christmas gift.
- 12. Caroline and the Married Man Jan 11, 1996
- Richard sets Caroline up on a date with a married man and is put into an ethical dilemma.
- 13. Caroline and the Twenty-Eight-Pound Walleye Jan 25, 1996
- Caroline visits her relatives when her hometown dedicates a park in her name.
- 14. Caroline and the Watch Feb 1, 1996
- Caroline buys Richard an antique desk; guests Morey Amsterdam; Rose Marie.
- 15. Caroline and the Bad Date Feb 15, 1996
- Caroline mistakenly thinks she has found the perfect man (Dan Cortese).
- 16. Caroline and the Proposal Feb 22, 1996
- Del's proposal to Caroline prompts Richard to look for work; guest Sharon Lawrence.
- 17. Caroline and the Kid Mar 14, 1996
- A wealthy man commissions Caroline to draw a mural for his son.
- 18. Caroline and the Ex-Wife Mar 28, 1996
- Del and Caroline run into Del's bitter ex-wife (Joely Fisher) and her fiance.
- 19. Caroline and the Movie Apr 4, 1996
- Caroline and Annie become movie extras; guest Robby Benson; John Landis.
- 20. Caroline and the Cereal Apr 18, 1996
- Caroline's agent (Meshach Taylor) lands her a cereal-company deal; guest star Vicki Lewis.
- 21. Caroline and Richard's Mom Apr 25, 1996
- Caroline helps Richard cope with a surprise visit from his globe-trotting mother.
- 22. Caroline and the Bridesmaids May 9, 1996
- Stress tests friends when Caroline entrusts Annie with maid-of-honor duties.
- 23. Caroline and the Wedding May 16, 1996
- Caroline and Del both get cold feet as the wedding day looms closer.
- 24. Caroline and the Condom Aug 5, 1996
- The prospect of an afternoon tryst lands Caroline in hot water.
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