Caroline in the City

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NBC (ended 1999)

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  • Season 4 (15)
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  • Caroline and the Big Move (2)

    Full Episode

    S 4 : Ep 21 - 4/26/99

    As Caroline and Richard prepare to leave for Italy to visit his newborn son, Richard makes a confession that gives Caroline second thoughts about their future together: he never wanted to have children. But when he arrives alone in Italy, Richard discovers that Julia has abandoned the baby, and slowly becomes a model father. Meanwhile, Annie and Del begin a clandestine relationship. Flashing forward six months later, the series finale finds Caroline headed to the altar with Randy, when an unexpected guest arrives during the wedding ceremony: Richard, holding his infant son...moreless
  • Caroline and El Niño (1)

    Full Episode

    S 4 : Ep 20 - 4/26/99

    After deciding they can't wait to get married, Caroline and Richard plan their nuptials for the following week. But while Caroline and Annie search for the perfect wedding dress, Richard shows up at the bridal shop with a bombshell announcement regarding his ex-wife: Julia has given birth to their son. Caroline gets an unexpected visit from Randy; and Annie and Del flirt with the idea of having a no-strings-attached fling.moreless
  • Caroline and the Ultimatum (2)

    Full Episode

    S 4 : Ep 19 - 4/5/99

    Caroline gives Richard a matrimonial ultimatum; but on his way to propose to her, he is taken hostage in a video store holdup. He decides that escape will prove his manhood and worthiness of Caroline -- and when he is wheeled in by paramedics, he does indeed propose.moreless
  • Caroline and the Ancestral Home

    Full Episode

    S 4 : Ep 16 - 3/15/99

    Caroline and the gang visit her family's home in Wisconsin and learn her parents are selling the house. Distraught, she prolongs her stay (while Richard unwillingly bonds with the locals), and ultimately decides to preserve her childhood memories by buying the house herself.moreless
  • Caroline and the Firing Squad

    Full Episode

    S 4 : Ep 14 - 1/25/99

    Caroline is appalled to discover that Del (currently obsessed with buying a new Porsche) is paying his partner Charlie to stay at home so that his bizarre ideas won't compromise Del's career. When she persuades Del to let Charlie attend a planning meeting, the plan backfires big time: Charlie is fired. Charlie decides he wants to travel in Europe, and Del does the right thing and gives him the money for his Porsche as severance. Meanwhile, Richard gets Annie a job posing for a cartoonist who starts dating her, but the deal is fishy: it turns out he is only interested in her when she is dressed as the bizarre science fiction heroine of his strip.moreless
  • Caroline and the Horny Kid

    Full Episode

    S 4 : Ep 13 - 1/18/99

    Del and Caroline participate in the company's mentoring program, but Caroline's adolescent charge Stan develops an embarrassing crush on her, while Del's turns into a teenage fixer who takes over Del's professional and personal lives with impressive competence. Meanwhile, Reg tries to convince Richard to sell his art, but the results are disastrous: a coffee house show is a fiasco, and when Richard desperately tries to emulate a subway hawker and sell his works to consumers, he is busted by an undercover cop who confiscates his art.moreless
  • Caroline and the Big Bad Bed

    Full Episode

    S 4 : Ep 12 - 1/11/99

    Caroline becomes upset over what she sees as Richard's refusal to share his private life with her -- which comes to a head when Reg Preston's girlfriend kicks him out and he moves in temporarily with Richard. Meanwhile, Del and Annie forge a temporary truce and attempt to find dates for each other at the gym. Del strikes out, but Annie finds an obliging man mountain she'd "like to hire a team of sherpas and climb."moreless
  • Caroline and the Bar Mitzvah

    Full Episode

    S 4 : Ep 10 - 12/14/98

    Richard's Aunt Frieda announces that before she moves to Florida and wants to see Richard go through with the bar mitzvah he abandoned, and is willing to pay him $5,000 for the privilege. While an embarrassed Richard returns to Hebrew school, Caroline and Annie prepare a mocking party in his honor -- until Richard confesses to Caroline that he is doing it for the money only because he is humiliated by her having to pick up the tab for everything they do together. Meanwhile, Del gets a great deal in expensively tailored Italian suits, but won't admit they are several sizes too small for him.moreless
  • Caroline and the Booby Trap

    Full Episode

    S 4 : Ep 9 - 11/30/98

    After Annie is beaten out in an audition by an untalented but well endowed rival, she announces her intention to have breast augmentation surgery during a Thanksgiving dinner already complicated by Del's turning up with a frozen rather than pre-cooked turkey and the bizarre behavior of mailroom Dave. Unable to talk Annie out of it, Caroline then beats her to the doctor's office to consider treatment herself after Richard's ill-timed admission that he has fantasized about her with larger breasts. A fantasy sequence in which Caroline imagines special treatment aboard a plane convinces her to stay with what she's got. Meanwhile, Richard has taken Caroline's riposte (that she has imagined him with darker, sexier hair) to heart, but when Del's current girlfriend shows up to rescue him from the effects of an amateurish home dye job, she realizes Del stood her up for Thanksgiving and storms out, leaving Richard to deal with a bad case of chemically induced hair loss.moreless
  • Caroline and the Paper Chase

    Full Episode

    S 4 : Ep 6 - 11/2/98

    Del has hired Caroline and Annie to provide the voices for his new promotional video, but when he comes to pick them up it turns out they have to perform it for the boss first as a puppet show - about menstruation. While Annie is in her office, Caroline searches in Richard's desk for a highlighter and finds his divorce papers, and Richard angrily denounces her invasion of his privacy. Of course Annie immediately lifts the papers, is forced to hide them from Richard, sees them dumped down the corporate mail chute, and has to enlist Caroline's help to wheedle them back from the bizarre and hostile mail room staff - leaving a reluctant Richard and a strangely eager Charlie to act out the puppet show for Mr. MacDermott, who reveals that he is only doing the animated cartoon as part of a community service sentence. Discovering that the divorce papers are two months old but that Richard has not yet signed them, and is therefore technically still married, Caroline confronts him - and he confesses that he is afraid to sign them because that will mean he has failed as a husband and may fail as Caroline's partner too.moreless
  • Caroline and the First Date

    Full Episode

    S 4 : Ep 5 - 10/26/98

    When Richard refuses to attend a Halloween party in Caroline's building with her he says he'll plan something else. She assumes they'll be going to a fancy restaurant but Richard brought their usual Chinese food and a video so he quickly tries to cover up and bluff his way into her favorite restaurant. When Caroline finds out she storms out and goes to the party instead. She scares Salty onto the roof and Richard, trying to patch things up, gets stuck in a vent trying to find the cat. With most of the party on the roof watching him Annie finds something in Richard's coat pocket that proves he's not so unromantic after all. Meanwhile Annie dresses up as a cloud to seduce a weatherman but discovers he's not as smart as he seems.moreless
  • Caroline and the Drycleaner

    Full Episode

    S 4 : Ep 4 - 10/12/98

    It's just not Annie's day: she gets fired from Cats after eight years and is immediately dumped by her agent. To get back some self esteem, she agrees to go out with her dry cleaner to his dry cleaners' annual banquet, but when she attempts to strut both their stuff on the dance floor, she succeeds only in fracturing his leg. Meanwhile, since sales of her greeting cards are down, Del talks Caroline into attending a focus group which some wild new ideas about Caroline's cartoon strip. Richard is aghast to find Caroline seriously considering some of them (turning Salty into a dog, giving Caroline super-powers); then Del announces that all greeting card sales are down, Caroline's less than most.moreless
  • Caroline and the Rotten Plum

    Full Episode

    S 4 : Ep 3 - 10/5/98

    Caroline settles into her new workplace, where she inadvertently - and immediately - ticks off office manager Plum, who banishes Caroline and Richard to the basement. Meanwhile, Annie lusts after her yoga teacher Jonathan, but learns from Angie that he is a former porn performer.moreless
  • Caroline and the Office

    Full Episode

    S 4 : Ep 2 - 9/28/98

    When Carol can no longer stand the pressure Del is putting on her to work out of her new corporate office instead of her home, a reluctant Caroline discovers that Richard has been sleeping there: his vengeful father-in-law has stripped him of apartments, possessions and credit cards, and Charley has been using Richard's old apartment as a makeshift hotel for visiting Russians. Then Richard falls afoul of the militaristic office manager Plum, who subjects him to standard employment tests, including a visit to the staff psychologist - who finds Richard's behavior a little odd.moreless
  • Caroline and the Guys in the Bathroom

    Full Episode

    S 4 : Ep 1 - 9/21/98

    Acting as narrator, the Elevator Lady brings us up to speed on the events at last season's close culminating in Richard and Caroline's first kiss. Desperately aroused, Caroline and Richard pause only long enough for Caroline to run to the bathroom to brush her teeth; but once there she is confronted by a vision of four men: ex-boyfriend Trevor, the first man she ever slept with, the high school coach she had a crush on, and the first little boy she ever kissed. An angry dialogue ensues, and an inflamed Richard, overhearing, strips down - only to be walked in on by an angry Annie, who accuses him of exploiting Caroline's vulnerable state. Then Caroline emerges from the bathroom naked, only to be confronted by Annie and Charlie, the latter having arrived with an urgent message from Del: Eagle Greeting Cards is going out of business. A mortified Caroline dresses and rushes to comfort Del, only to discover that he is celebrating the sale of his company to a major conglomerate, and to be proudly shown her new office. Richard arrives, and they reluctantly agree to wait two months before consummating their new relationship (hmmm, just in time for the November sweeps...). As they leave a distraught Charlie, convinced that his friendship with Caroline will be destroyed now that he has seen her naked, displays himself in the buff through the glass wall so they can be "even."moreless
  • Caroline and the Marriage Counselor (1)

    Full Episode

    S 3 : Ep 23 - 5/4/98

    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.moreless
  • Caroline and the Visit From Mom

    Full Episode

    S 3 : Ep 19 - 3/16/98

    When 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 reposts 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.moreless
  • Caroline and the Cabbie

    Full Episode

    S 3 : Ep 18 - 3/9/98

    Richard 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.moreless
  • Caroline and the Toothbrush

    Full Episode

    S 3 : Ep 17 - 2/2/98

    An ecstatic Annie bursts in on Caroline and Trevor to announce that her mother is finally moving out to live with an aunt in the suburbs. When Caroline discovers that Trevor has left his toothbrush behind, she begins worrying about whether their relationship is moving too fast, then decides to get a key cut for Trevor, then takes Annie's advice not to give it to him yet - only to discover that a distracted Richard has already done so. Both Richard and Caroline pursue Trevor to his gym, where they have to fend off the attempts of an over-motivated employee to sign them up as members and where Caroline and a flustered Trevor finally reach an understanding of sorts in the steam room. Meanwhile, Del and Charlie pursue their daftest promotional scheme yet: kidnapping the Central Park groundhog so that when he emerges he will be wearing a little Caroline in the City cape. Naturally, this scheme backfires, along the way ensuring that Annie's mother doesn't move out after all. (So now that she's back, where has she been?)moreless
  • Caroline and the Outer Limits

    Full Episode

    S 3 : Ep 16 - 1/26/98

    In a surreal take-off on both The Outer Limits and The Twilight Zone, Caroline insists that Richard work late once too often for Julia, who accuses Caroline of being an inconsiderate employer and says that she should "walk a mile in my shoes." Caroline instantly finds herself doing just that, since everyone now sees her as Julia and Julia as Caroline, while (in the best touch) Charlie narrates a la Rod Serling. Caroline discovers the advantages of being the gorgeous Julia - the customers at Remo's don't care that she's an incompetent bartender so long as they get to ogle her behind her back - but is frustrated in her attempts to take advantage of the "special thing" Richard wants Julia to do with him as soon as they get home.moreless
  • Caroline and the Reluctant Father

    Full Episode

    S 3 : Ep 15 - 1/19/98

    An unusual episode focusing on Del, who for once has an adult problem after he hears some shocking news from Laura, a former fling who's in town for the weekend - together with the daughter she had by Del but never told him about. Torn between a burning desire to meet his child and his terror of being a total disappointment to her, and Annie's brother quits his job to become a painter after he misinterprets Richard's evaluation of his work as an artist.moreless
  • Caroline and the Quiz Show

    Full Episode

    S 3 : Ep 14 - 1/12/98

    Annie'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. (.)moreless
  • Caroline and the Love That Dares Not Speak its Name (2)

    Full Episode

    S 3 : Ep 13 - 1/5/98

    Caroline is aghast that Annie blabbed to Richard about her feelings for him, and tries to avoid his questions by inviting in a hyper-anxious knife salesman. When Richard discovers the truth about the answering machine message Caroline left for him (and which Julia erased), the two finally confess their mutual attraction, but quickly agree that they have both moved on. But a dinner double date at Caroline's turns into a competition for happiest couple between Caroline & Trevor and Richard & Julia - until they all wind up in an emergency ward with food poisoning from Caroline's fish chowder. Meanwhile, Annie tries a song and dance routine to help Del and Charlie defend their greeting card trade show turf against Del's evil brother Garner.moreless
  • Caroline and the Used Car Salesman

    Full Episode

    S 3 : Ep 11 - 12/8/97

    Caroline becomes convinced that Richard is having an affair - but he is really moonlighting as a used car salesman to earn extra Christmas cash. Enter Del and Charlie in search of a used Porsche.moreless
  • Caroline and the Councilman

    Full Episode

    S 3 : Ep 10 - 12/1/97

    Del gets excited over commercial possibilities when a civic politician mentions Caroline's cartoon strip in a speech, but Richard pours cold water on the idea: the man has a terrible record for opposing funding for the arts. His opinion changes slightly when Del drags the wily politico over for a meeting, whereupon Lake goes wild over Richard's recently completed painting and buys it. By the time Richard thinks better of selling his first work to a man he despises, Julia has already spent the money on a honeymoon trip to Hawaii; so Caroline steps in to prove she is not as politically naive as everyone assumes. Meanwhile, Annie, trying to cope with her cousin Jennifer who has dropped out of high school to find an acting career in Manhattan, goes ballistic when she discovers the girl has met a man claiming to be a movie producer who has promised her a role opposite Keanu Reeves - and sets out for the guy's hotel room to tell him off....moreless
  • Caroline and the Free Cable

    Full Episode

    S 3 : Ep 4 - 10/13/97

    Julia 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.moreless
  • Caroline and the Novelist

    Full Episode

    S 3 : Ep 3 - 10/6/97

    Caroline's date reads more like a Shakespearean tragedy after she tells a lie to James, an attractive novelist she runs into during her book signing, and must then desperately cover for the fact that she hasn't actually read his novel; Richard tables his own remedy when Julia's job at Remo's is a disaster and he has to replace her as waiter; it's bad fortune for Annie when a fortune cookie leads Charlie to believe they share a recipe for love; and Del inadvertently becomes third party on a honeymoon.moreless
  • Caroline and the Kink

    Full Episode

    S 3 : Ep 2 - 9/29/97

    When 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.moreless
  • Caroline and the Reception (4)

    Full Episode

    S 3 : Ep 1 - 9/22/97

    An anxious Caroline, not aware that Julia intercepted his message, waits for Richard's response but isn't prepared for his "Oh, why is it so difficult to say three words - I got married!" Devastated, Caroline calls Del in the middle of the night and he rushes over - still handcuffed to his date Kristin, and must be released by an amused Annie with one of her collection of keys. Caroline impulsively throws a reception to honor the happy couple, at which she gets drunk, but things turn serious when Julia's wealthy father's chauffeur arrives and summons her to talk - and for the first time in her life Julia turns down her father's money and announces she will stay married to the man she loves.moreless
  • Caroline and the Wayward Husband (3)

    Full Episode

    S 2 : Ep 25 - 5/13/97

    Conclusion. Julia arrives at "Richard and Caroline's" apartment in tears, announcing that her engagement is over and demanding to spend the night on the sofa - which means Richard and Caroline have to spend the night together in her bedroom. A nude Julia reveals that seeing the happy couple has revived her feelings for a non-plussed Richard; meanwhile, Caroline consults Del about the possibility of a relationship with Richard, and an uncharacteristically thoughtful Del advises her to follow her heart. Annie's first day on the set of the Shadoe Stevens series doesn't go well, as she is totally unable to master her complicated medical lines, until the director and writer agree to switch her to the part of the hard-bitten female cop (resulting in even more unspeakable jargon). Del is in despair over the impending loss of his company, until Charlie bails him out with the trust find his father has maintained for him all these years - on condition that he becomes Del's partner. Caroline phones to leave a message for Richard, saying that if he doesn't share her feelings, he should never speak of it again - but the message is intercepted by Julia, who tells Richard it was "just some woman trying to sell you something."moreless
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