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21 Episodes 1998 - 1999
Episode 1
Mon, Sep 21, 1998 30 mins
Caroline and Richard try to consummate their romance, but a comedy of errors gets in the way. Caroline: Lea Thompson. Richard: Malcolm Gets. Del: Eric Lutes. Annie: Amy Pietz. Charlie: Andy Lauer.
Episode 2
Mon, Sep 28, 1998 30 mins
Caroline doesn't want to work in the new office; Richard has the rug pulled out from under him by Julia's vengeful dad. Mr. Mazzone: Charles Cioffi. Plum: Nancy Lenehan. Dr. Bernstein: Paul Willson.
Episode 3
Mon, Oct 5, 1998 30 mins
Caroline settles into her new workplace, where she inadvertently---and immediately---ticks off the office manager (Nancy Lenehan). Meanwhile, Annie lusts after her yoga teacher. Jonathan: Adrian Zmed. Betty: Doris Hess.
Episode 4
Mon, Oct 12, 1998 30 mins
Annie bedazzles the crowd at an annual dry cleaners' banquet; a focus group has some wild ideas about Caroline's cartoon. Annie: Amy Pietz. Gil: Ken Campbell. Duane: Jeff Doucette. Caroline: Lea Thompson.
Episode 5
Mon, Oct 26, 1998 30 mins
On Halloween, Caroline and Richard go on their first date, but she's disappointed when she thinks he didn't plan anything special; Del fears he's going to be fired. MacDermott: Edmund L. Shaff. Zorro: Clint Carmichael. Caroline: Lea Thompson.
Episode 6
Mon, Nov 2, 1998 30 mins
Annie takes Richard's divorce papers from his desk, then she and Caroline have to scramble to return them. Caroline: Lea Thompson. Annie: Amy Pietz. Del: Eric Lutes. Richard: Malcolm Gets. Charlie: Andy Lauer.
Episode 7
Mon, Nov 9, 1998 30 mins
Caroline and Richard's romantic weekend at a country inn turns out to be anything but. Dorothy: Maree Cheatham. Steven: Todd Waring. Alice: Veanne Cox. Caroline: Lea Thompson.
Episode 8
Mon, Nov 16, 1998 30 mins
Caroline befriends an operatic diva (Natalija Nogulich) after the cartoonist disrupts a performance trying to quiet Annie and Richard. Reg: Reginald Ballard. Hank: Gregory Itzin. Chris: Chris Miller. Phil: Phil Lord.
Episode 9
Mon, Nov 30, 1998 30 mins
After Annie reveals she intends to have surgery to enlarge her breasts, Caroline warns against doing it---but then decides to have it done, too. Meanwhile, Richard's TV dinners save Caroline's Thanksgiving party.
Episode 10
Mon, Dec 14, 1998 30 mins
Richard prepares for his belated bar mitzvah after a distant aunt promises to give him $5000 for the occasion; Del tries to fit into designer suits. Rabbi: Barry Gordon. Richard: Malcolm Gets. Del: Eric Lutes. Caroline: Lea Thompson.
Episode 11
Mon, Dec 21, 1998 30 mins
Richard, Del and Annie are united in their effort to knock the Christmas spirit out of Caroline, but the cartoonist has a plan to win them over. Boo: Micheal McShane. Sheriff Dohdig: Jerry Hardin. Floyd: Cork Hubbert. Caroline: Lea Thompson.
Episode 12
Mon, Jan 11, 1999 30 mins
Caroline's upset because she doesn't think Richard shares enough of his personal life with her; Annie and Del try to score dates for each other at the gym. Reg: Reginald Ballard. Lars: Roland Kickinger. Wanda: Jo Nell Kennedy.
Episode 13
Mon, Jan 18, 1999 30 mins
Del and Caroline participate in the firm's mentoring program, but Caroline's adolescent charge develops a crush on her; Richard tries to sell his paintings, with disastrous results. Stan: Brendon Ryan Barrett. Mr. Muchakis: Mark Chaet.
Episode 14
Mon, Jan 25, 1999 30 mins
Caroline suggests to Del that he get Charlie more involved in the business, but her plan turns out to be a mistake; Richard's benevolent gesture of finding Annie a job is fishy. Shari: Lauren Katz. Angela: Eileen Barnett. Charlie: Andy Lauer.
Episode 15
Mon, Mar 8, 1999 30 mins
On the night of a big banquet Del has planned to commemorate Caroline's 2000th comic strip, the cartoonist ponders retirement after realizing she's no longer inspired by the city. Caroline: Lea Thompson. Richard: Malcolm Gets.
Episode 16
Mon, Mar 15, 1999 30 mins
Caroline decides to buy her childhood home after she learns that her parents plan to sell the place. Margaret: Edie McClurg. Fred: Earl Holliman. Grandma Duffy: Kathleen Freeman. Randy: Rob Youngblood.
Episode 17
Mon, Mar 22, 1999 30 mins
Caroline sees Randy again when she has to fly to Wisconsin in order to persuade her stubborn grandmother to move into a townhouse; Richard ends up looking after Annie and Del. Randy: Anthony Tyler Quinn.
Episode 18
Mon, Mar 29, 1999 30 mins
Caroline reluctantly reevaluates her relationship with Richard after she spends several days in New York with Randy, who's in the Big Apple for a medical conference. Meanwhile, Richard gets a big career break.
Episode 19
Mon, Apr 5, 1999 30 mins
On the morning before an important dinner with Caroline, Richard gets locked in the office of a video store during a robbery. Mr. Chu: Pat Morita. Billy: John Ducey. Cindy: Meredith Autry. Customer: J.P. Manoux.
Episode 20
Mon, Apr 26, 1999 60 mins
Caroline accepts Richard's proposal. However, something old (his former marriage) has produced something new (and dressed in blue) in Rome. Randy: Anthony Tyler Quinn. Kate: Bridget Ann White. Laura: Ann Ryerson.
Episode 21
Fri, Jul 13, 2012 30 mins
Caroline goes out of her way to "wipe the slate clean" with an old classmate (Kelly Coffield) to whom she was once mean; Del is shorter than a woman he's dating. Dave: Robert Clendenin. Lisa: Monika Schnarre. Del: Eric Lutes.