Caroline anxiously awaits Richard's response to the message she left on his answering machine---and then is stunned by what he has to say.
Caroline's already giving individual advice to the newlyweds after their first disagreement; Del tries to land a big account.
Caroline has a date with a novelist, but has to pay Richard to explain the guy's book to her. Meanwhile, Julia gets a job as a waitress.
Richard is upset because his ex-therapist wants to date Annie; Caroline finds out she's been providing free cable to the entire building.
Julia tries to help Caroline take her eyes off Richard by setting her up on a blind date. Meanwhile, Annie attends her high-school reunion.
Caroline's former colorist returns to New York and asks her to be an egg donor. Meanwhile, Del misses his Porsche and finds out that it's now owned by an escort service.
Annie tries to claw her way back into "Cats" for one night to impress her mentor, who's in town.
Richard shows Caroline a family ring that he was planning to give to Julia, and soon after, the heirloom disappears.
Richard confronts his former piano teacher, who he believes is guilty of plagiarism; and Caroline starts dating the owner of a possessive dog.
Del urges Caroline to endorse a councilman who publicly mentions her cartoon; and Richard regrets selling his first painting to the guy.
Richard takes a second job---as a used-car salesman; Annie and Caroline wonder if the colorist is cheating on Julia.
Caroline spends Christmas with Del and his family after a snowstorm leaves her parents stranded in Wisconsin; Charlie and his dad share their first holiday together.
Richard and Caroline reveal their past feelings to each other, but agree they've both "moved on"; Del recruits Annie and Charlie to help him upstage his brother.
Trivia wiz Caroline struggles to overcome her stage fright after she agrees to appear on a live radio quiz program that's broadcast nationally.
Del hears some shocking news from a former fling who's in town for the weekend; and Richard evaluates Annie's brother's work as a painter.
In an episode that pays homage to "The Outer Limits," Julia and Caroline switch identities, leaving "Julia" bewildered---about her husband's intentions for the evening.
Trevor has left a toothbrush at Caroline's and she is worried about the implications - long term commitment. Annie is happy as her mother is finally leaving. Del and Charlie come up with a publicity stunt using a groundhog and a cape.
Computer-phobic Richard becomes addicted to being on-line at a cyber cafe; Caroline files a complaint against a rude cabbie; and Del ruins Annie's appointment with a famous hair stylist.
Caroline is shocked when her mom expresses her real feelings about the comic strip. Meanwhile, Del and Charlie go to Atlantic City.
For insurance purposes, Del and Charlie pretend to be gay, then Del meets a beautiful woman at a party. Meanwhile, Richard reluctantly agrees to change his appearance.
Annie new boyfriend was a priest and has never been with a woman. Del changes Caroline's cartoon without telling her but nobody thinks his change is funny. Julia's father is in town and wants to meet Richard supposedly to make up.
A local deli decided to change the name of a sandwich from the Jo Anne Worley Club to the Caroline in the City Club. Jo Anne starts a very popular campaign to get it changed back. This upsets Caroline as she now feels everybody hates her.
Julia gets her inheritance and urges Richard to quit his job to paint full-time, but, sensing his reluctance to leave Caroline, she hires a marriage counselor.
Caroline suggests that she and Trevor move in together. Garry Shandling has a cameo as one of the therapist's other patients.
Caroline thinks that Julia has been unfaithful, and she inadvertently tells Richard, who goes to Spain, where his wife is spending the summer.
After Caroline learns the truth about Julia, Richard makes a big announcement.
