Caroline in the City

Caroline goes on a date with young vet, but what suppose to be one night stand turns into relationship. Meanwhile, Richard moves back to New York ant they meet accidentally.

Caroline offers Richard his old position back. Richard realizes that Caroline never saw his love letter and tries to get hold of it, but Annie gets it first.

Annie is being audited by IRS, but the agent turns out to be a Cats fan. Joe, is frustrated by Caroline’s friendly relationship with her ex-fiance, Del.

When Caroline’s young boyfriend, Joe, declares his undying love for her, she realizes that she is not ready for that level of commitment.

When Caroline’s cat Salty is acting strang, she takes Joe’s advice and consults the cat therapist. The therapist finds Richard repsonsible for the cat behaviour which leads to incidents from his past.

Richard is commissioned to paint a mural for New York City, however, he learns that the neighborhood is one of the most dangerous in town. Del decides to branch out into merchandising, but in order to do so he has to leave Cassidy Greeting Cards to start his own company, forcing Caroline to choose between good business and her friendship with Del.

Caroline revives her dream of being a ballerina when she is locked in a Laundromat overnight with a homeless man.

Caroline finds herself caught in the middle of a argument between Annie’s mother and father. Richard tries to make a little extra holiday money by working as a department store gift wrapper.

Annie takes a reluctant Caroline on a wild ride to Broadway where Annie intends to approach Julie Andrews in order to plead for an audition as her understudy in Victor/Victoria. Richard learns that he must have minor surgery, Caroline helps him through his panic attacks.

Del meets girl Risa Glickman, and decides the only way to win her is to pretend he is being Jewish. When Joe decides he can’t be Caroline’s date to an event where she will be honored for her comic strip, a reluctant Richard finally agrees to be her escort.

Caroline discovers that Richard’s father is a former vaudeville comic, Ben Karinsky, and tries to reunite him with a reluctant Richard.

Caroline and Joe’s romance takes a nosedive when his ex-girlfriend, Lisa, returns from her Greenpeace mission and seeks shelter at Joe’s apartment. Meanwhile, Annie is livid when her perfect record of never being stood up is in jeopardy.

Richard gets the chance to have patronage from the wealthy socialite Gina Pennetti Schmidt, however other thinks that he expect more from him than just the art. Caroline decides to join charity by reading to the elderly people, but finds out that they want to hear very specific kind of books.

Annie’s sister, Donna, visits New York in hopes of resurrecting her fading career as a singer. She finds the love letter that Richard wrote for Caroline and decides to turn his words into lyrics.

When Caroline supports Del in his efforts to expand business for her Caroline in the City cartoon strip and merchandise, she doesn’t realize that the new prospective buyer expects much more than her drawings.

Caroline, dared by Richard, tries to spend the evening on the town on her own. Annie’s crazy friend, Cassandra, joins Del for dinner full of surprises.

Caroline cheers Richard on when he gets the chance to win big money by making the half-court free-throw shot at a New York Knicks game.

Caroline feels that Annie consistently chooses the men in her life over their friendship and challenges Annie to take a girls-only trip. back in New York, Richard thinks he’s met the intellectual girl of his dreams.

Richard finds himself in a life-or-death predicament when Caroline aims to boost the value of his work by convincing influential art columnist that Richard is a deceased artist.

Caroline helpful nature comes out in full bloom when she starts catering to her new elderly neighbor, Miriam, but Annie thinks Caroline is being taken advantage of.

Caroline has difficulty confronting her neglectful building superintendent, Mr. Tedescu, about her faulty plumbing, so she hires a mediator to pressure Mr. Tedescu into taking care of her request.

When Caroline discovers that only one newspaper in the country has not renewed her cartoon strip, she obsesses on the matterand takes Richard on a trip to meet the editor personally. Annie meets the critic that wrote a bad review of her performance and plans to revenge.

Caroline is about to make appearance on The Tonight Show With Jay Leno, but she has problem with finding a interesting story until Richard’s mother shows up. Meanwhile, Del tries to teach Richard how to pick up women, which backfires until Richard unexpectedly runs into love of his life, Julia.

Richard is stunned when his former love, Julia, informs him that she is about to be married and, to further complicate matters of the heart, Richard convinces Caroline to pretend that she is his wife. Meanwhile, Annie lands a part in a television show in Los Angeles.

In the ongoing charade of Caroline pretending that she and Richard are married, the moment of truth arrives: she sees Richard kissing Julia and realizes her true feelings for Richard. In Los Angeles Annie finds it hard to work on her new television show.