Caroline in the City
Season 3
TV-PG
Caroline Duffy is a successful cartoonist living in Manhattan, whose comic strip "Caroline in the City" has become a huge hit. The strip is based on her own life, and the people in it--her occasional boyfriend Del and her best friend Annie. Aside from her career, however, Caroline's life is a mess, as is proven when she throws fruit out the window onto the street in a pathetic attempt to meet men.
Where to Watch Caroline in the City • Season 3
26 Episodes
- Caroline and the Kink
E2Caroline and the KinkWhen Richard shows up wearing a ridiculous shirt Julia forced him to wear, Caroline advises him to talk to her frankly about the compromises inherent in marriage - and Julia leaves him. Meanwhile, Charlie is upset that Del still treats him as an underling rather than a partner, and Annie tries to cope with unemployment by finishing The Grapes of Wrath - which she started in eighth grade. - Caroline and the Free Cable
E4Caroline and the Free CableJulia throws a surprise birthday party for Richard by inviting everyone in his address book, under the impression that they are his friends, which results in a gathering chiefly of his ex-therapists - one of whom is interested in Annie, to Richard's horror. Meanwhile, the discovery that she has been getting illegal free cable for years puts Caroline in a moral spin, since the rest of the building is hooked into her outlet and anxious for her not to do the right thing. - Caroline and the Blind Date
E5Caroline and the Blind DateJulia tries to cheer up Caroline by setting her up on a blind date, which Richard does his best to sabotage. Meanwhile, Annie prepares to realize her dreams of revenge at her high-school reunion, with an overly coached Del in tow pretending to be her highly successful husband. - Caroline and the Egg
E6Caroline and the EggCaroline's former colorist Jeannie comes back to town on a mission: she and her husband can't conceive, so she wants Caroline to donate an egg; Annie naturally seizes the opportunity to make Richard paranoid that Caroline plans to re-hire Jeannie. Meanwhile, Del has a close encounter with his old Porsche and gets himself hired as a male escort for the company that now owns his former automotive love. - Caroline and the Bitter Beast
E9Caroline and the Bitter BeastWhen Annie discovers an old musical notebook among the possessions Richard wants to store in Caroline's locker, teasing leads to genuine surprise when one of Richard's compositions turns out to be the tune to ""The Way We Were,"" which won a Grammy award for Richard's summer camp instructor, Marvin Hamlisch. With Annie pretending to be his legal counsel, Richard braves Hamlisch's ferociously protective housekeeper Olga and steals the trophy, then begins hostage negotiations. Meanwhile, Caroline encounters her former blind date Trevor and they resume a relationship, complicated by Trevor's German Shepherd who remains stubbornly loyal to Trevor's former girlfriend. - Caroline and the Love That Dares Not Speak its Name
E13Caroline and the Love That Dares Not Speak its NameIt's the start of the new year and Annie blurts out about the feelings Caroline had for Richard. Del and Charlie go a greeting card convention to sell Caroline in the City cards. They have to come up with something special. - Caroline and the Quiz Show
E14Caroline and the Quiz ShowAnnie's been dating Seth Rudetski for six weeks now, and he's decided it's time for her to meet his parents, an intellectual couple who run ""Nothing Trivial,"" a quiz show broadcast to colleges on public radio. They turn out to be big fans of Caroline's strip, and persuade her to appear as a celebrity contestant - a decision that revives her childhood trauma (seen in a flashback) of freezing under the pressure of a state spelling bee. While Del and Charlie try to coach her through her anxiety, she appeals to Richard - and Julia steps in with a solution of her own. Meanwhile, Annie's feeling pressure of a different sort: from the excessively close relationship between Seth and his doting parents. (.) - Caroline and the Cabbie
E18Caroline and the CabbieRichard gets a chance to have a painting exhibited at the New York Public Library, but falls victim to on-line addiction at a cyber cafe. An outraged Caroline files a complaint against a rude cabbie, but Richard is her only witness (""A rude cab driver in New York? What's next, tall buildings?"") and fails to show up at the hearing. Meanwhile, after literal years on the waiting list, Annie finally gets an appointment with famous hair stylist Olaf, only to have Del and Charlie invade her session with a ridiculous scheme to market the hair sweepings of the famous - which Olaf loves. - Caroline and the Visit From Mom
E19Caroline and the Visit From MomWhen Caroline's mother visits, Annie becomes upset at the blandness of their relationship and encourages Caroline to have a healthy fight as she and Angie do. When Caroline timidly tries to open up to her mom, Margaret repostes with a real shocker: she hates Caroline's comic strip. Meanwhile, Del and Charlie go to Atlantic City at the request of a potential investor, and Richard tags along for the free ride, desperately trying to finish the new John Grisham thriller while resisting everyone's determination to tell him the surprise ending. - Caroline and the Little White Lies
E20Caroline and the Little White LiesFor insurance purposes, Del and Charlie pretend to be gay, but then Del meets a beautiful woman at a party, and in trying to pursue her gets himself and Charlie invited to be the couple of honor at a gay pride rally. Meanwhle, Richard reluctantly agrees to change his appearance so that he'll be picked for jury duty, and Annie lies to her mom about her dad's fiancée. - Caroline and the Sandwich
E22Caroline and the SandwichCaroline and Jo Anne Worley agree to stage a feud after the cartoonist is blamed for having a deli sandwich named for Worley being renamed in her own honor. Meanwhile, Richard agonizes because Julia's regained wealth has given him painter's block; and Annie shows a reluctant Richard that his new $12,000 gold Rolex watch gives him shopper's credit in the stores that formerly scorned him. - Caroline and the Marriage Counselor (1)
E23Caroline and the Marriage Counselor (1)Caroline returns home to find Richard, Julia, Trevor, Annie, Del and Charlie bound and gagged together - which turns out to be the doing of a deranged marriage counselor, as we learn in a series of flashbacks: To quit or not to quit? That is the question Richard faces in this hour-long episode. When Julia is finally able to claim her inheritance, the Karinskys move into a penthouse and ponder leaving their jobs. While Mrs. Karinsky gives up bartending in a flash, Richard makes excuses about abruptly leaving Caroline. A concerned Julia hires a marriage counselor, who turns out to be more interested in Richard's job than his life. Meanwhile, Caroline suggests that she and Trevor move in together. Garry Shandling has a cameo as one of the therapist's other patients.
