An old friend of Caroline from Peshtigo drops in, but does Caroline have feelings for him? After the death of an artist, Richard is given the opportunity to replace him at an exhibition, as long as he makes his paintings more depressing.
1. Caroline and the Guys in the Bathroom
Aired: Sep 21, 1998Richard and Caroline finally realise that they love each other. However, befo...
Aired: Sep 28, 1998Caroline refuses to work in the new office Del has organised. Julia's father ...
3. Caroline and the Rotten Plum
Aired: Oct 5, 1998It's Caroline's and Richard's first day in the office and there is a period o...
4. Caroline and the Drycleaner
Aired: Oct 12, 1998Caroline is wary about attending a focus group on Caroline in the City cards ...
5. Caroline and the First Date
Aired: Oct 25, 1998It's Halloween and Del is put in charge of the firm's Halloween party, only t...
6. Caroline and the Paper Chase
Aired: Nov 1, 1998Del wants to produce an animation on female sexuality. When Caroline finds Ri...
Aired: Nov 8, 1998Caroline is particularly excited as she and Richard are going away for their ...
Aired: Nov 15, 1998Now that Caroline and Richard are together, Annie feels on the outer. It ends...
9. Caroline and the Booby Trap
Aired: Nov 29, 1998Annie is tired of missing out of acting roles and decides that she needs to h...
10. Caroline and the Bar Mitzvah
Aired: Dec 13, 1998Richard's aunt visits him and wants him to do his Bar Mitzvah. To make him in...
11. Caroline and the Fright Before Christmas
Aired: Dec 20, 1998It's Christmas and people are becoming jaded. When Caroline decides not to ce...
12. Caroline and the Big Bad Bed
Aired: Jan 10, 1999Annie and Del have a pact to go to the gym to help each other find a paramour...
13. Caroline and the Horny Kid
Aired: Jan 17, 1999Caroline mentors a young teenager for a week. Things become complicated when ...
14. Caroline and the Firing Squad
Aired: Jan 24, 1999Richard gets Annie a job as a model for a cartoonist but the work doesn't qui...
15. Caroline and the 2000th Strip
Aired: Mar 7, 1999There is big party to celebrate Caroline's 2000th cartoon strip. However, Car...
16. Caroline and the Ancestral Home
Aired: Mar 14, 1999Caroline and Richard going home for her parents fortieth wedding anniversary....
17. Caroline and the Sudsy Guy
Aired: Mar 21, 1999Caroline has to make a quick return home. Her parents have moved house but he...
18. Caroline and the Return of the Sudsy Guy
Aired: Mar 28, 1999An old friend of Caroline from Peshtigo drops in, but does Caroline have feel...
19. Caroline and the Ultimatum
Aired: Apr 5, 1999With feelings for Randy, Caroline is confused about her relationship with Ric...
Aired: Apr 26, 1999Caroline accepts Richards marriage proposal. However, they have very differen...
Aired: Apr 26, 1999Richard needs to be closer to his son and wants to go to Italy. However, the ...
22. Caroline and Joanie and the Stick
Aired: Apr 26, 1999Caroline and Richard are just about to leave for Boston when an old classmate...
