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Caroline in the City Season 1

Here's where to watch every episode of Caroline in the City season 1. Mouseover or tap an episode to see where to stream it. Click or tap the play icon to stream it on the best available service.
Season 01, Episode 01 Caroline in the City

S01 E01

Sep 21, 1995
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Caroline in the City Sep 21, 1995 Caroline hires Richard as her new colorist, and takes Annie's advice to try getting a date by throwing fruit out her window.

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Season 01, Episode 02 Caroline and the Mugger

S01 E02

Sep 28, 1995
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Caroline and the Mugger Sep 28, 1995 Richard is mugged and robbed of his wallet and portfolio - containing Caroline' s drawings.

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Season 01, Episode 03 Caroline and the Gay Art Show

S01 E03

Oct 5, 1995
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Caroline and the Gay Art Show Oct 5, 1995 Richard takes his paintings out of the closet when Caroline and Annie convince a gallery owner to consider them for an exclusive show - which turns out to be for gay artists only; Annie becomes entangled in Caroline's search for a new hair dresser - and her old hairdresser (Lerner) spots her at the gallery opening party.

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Season 01, Episode 04 Caroline and the Bad Back

S01 E04

Oct 12, 1995
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Caroline and the Bad Back Oct 12, 1995 Richard and Del bend over backwards to help an injured Caroline complete her work in time for a deadline, but things go from bad back to worse when medication dulls her pain - and her mind - so Richard and Del have to finish the strip for her.

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Season 01, Episode 05 Caroline and the ATM

S01 E05

Oct 19, 1995
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Caroline and the ATM Oct 19, 1995 Being too picky could cost Caroline the chance to reclaim money she lost at a malfunctioning ATM, since she doesn't really want to bank staff to see her picking her nose on the videotape record of the transaction. Meanwhile, Richard may end up in the doghouse after he attempts to dump the clinging Shelly on the pretext that he is allergic to her beloved dog.

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Season 01, Episode 06 Caroline and the Folks

S01 E06

Nov 2, 1995
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Caroline and the Folks Nov 2, 1995 Caroline must face dinner at Remo's with Del's parents alone when Del doesn't show up; Del is trapped on a stalled subway with Charlie, who insists on sharing his ideas for greeting cards for pets; and Richard's non-plans for his 30th birthday change when Annie visits to exchange swapped video rentals.

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Season 01, Episode 07 Caroline and the Opera

S01 E07

Nov 9, 1995
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Caroline and the Opera Nov 9, 1995 Caroline is annoyed that Del refuses to accompany her to the opera; then her interfering Aunt Mary arranges a blind date with an old high school classmate of Caroline's, who turns out to be handsome, successful and rich.

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Season 01, Episode 08 Caroline and the Balloon

S01 E08

Nov 16, 1995
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Caroline and the Balloon Nov 16, 1995 Caroline is blown away by an opportunity to march in the Thanksgiving Day Parade - something she had dreamed of since high school mononucleosis kept her out of her marching band - when the giant balloon of her character Caroline escapes, injures parade marshal Florence Henderson, and threatens Staten Island.

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Season 01, Episode 09 Caroline and the Convict

S01 E09

Dec 7, 1995
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Caroline and the Convict Dec 7, 1995 Annie is really in love with her new boyfriend, a recent ex-con who did time for breaking and entering - and who is the obvious suspect when Caroline's apartment is burgled. Richard is upset because one of the stolen items was his painting of his mother's womb.

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Season 01, Episode 10 Caroline and the Christmas Break

S01 E10

Dec 14, 1995
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Caroline and the Christmas Break Dec 14, 1995 Botched attempts to plan a holiday trip with Del lead Caroline to reconsider their relationship; Annie brews an elaborate scheme to help Richard break up with Shelly.

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Season 01, Episode 11 Caroline and the Gift

S01 E11

Jan 4, 1996
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Caroline and the Gift Jan 4, 1996 Del's unexpectedly generous Christmas gift - a pair of ugly but valuable earrings - makes Caroline question his intentions. Richard paints a commissioned nude portrait of a beautiful woman (Udenio) who has a well-connected husband - well -connected in ""the Family,"" according to a frightened Remo. And Annie can't remember her New Year's Eve party at which she met a man who has since telephoned her to confirm their date.

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Season 01, Episode 12 Caroline and the Married Man

S01 E12

Jan 11, 1996
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Caroline and the Married Man Jan 11, 1996 Richard sets Caroline up on a date with a man (Gravitte) who can get him a civic commission for an important mural, and they hit it off; then Richard discovers the guy is married.

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Season 01, Episode 13 Caroline and the Twenty-Eight-Pound Walleye

S01 E13

Jan 25, 1996
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Caroline and the Twenty-Eight-Pound Walleye Jan 25, 1996 Caroline's parents (Holliman & Hartley) roll out the red carpet when she visits her home town for a ceremony in her honor, but something smells fishy when her brother (who has upstaged her all their lives) arrives with big news of his own.

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Season 01, Episode 14 Caroline and the Watch

S01 E14

Feb 1, 1996
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Caroline and the Watch Feb 1, 1996 Caroline finds a watch in her new antique desk and tries to find its previous owners; meanwhile, Del learns that a deceased employee was an embezzler.

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Season 01, Episode 15 Caroline and the Bad Date

S01 E15

Feb 15, 1996
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Caroline and the Bad Date Feb 15, 1996 Del asks Richard to join him on a double date with two gorgeous models; Caroline meets a man buying a sweater, but he turns out to be a paranoid bore.

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Season 01, Episode 16 Caroline and the Proposal

S01 E16

Feb 22, 1996
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Caroline and the Proposal Feb 22, 1996 When Richard learns of Del's proposing to Caroline, he goes searching for another job, and is seduced by his just-divorced employment counselor; Remo and Annie try to convince a skeptical Caroline that she's oblivious to Richard's feelings for her - and hers for him.

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Season 01, Episode 17 Caroline and the Kid

S01 E17

Mar 14, 1996
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Caroline and the Kid Mar 14, 1996 Ultra-competitive Del has feelings of inadequacy after meeting Caroline's debonair ex-boyfriend Marco, especially when the towels come off at the gym; Caroline and Richard are hired to paint a mural for the bedroom of Martin Lapper, a demonic spoiled rich kid.

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Season 01, Episode 18 Caroline and the Ex-Wife

S01 E18

Mar 28, 1996
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Caroline and the Ex-Wife Mar 28, 1996 Del and Caroline's vacation takes an unexpected turn when they run into Del's bitter ex-wife Jill at his cabin. Meanwhile, Annie's brother Pete decides to quit the family business, which doesn't sit well with his parents.

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Season 01, Episode 19 Caroline and the Movie

S01 E19

Apr 4, 1996
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Caroline and the Movie Apr 4, 1996 Caroline, Richard and Annie are cast as extras in a film, leading to some surprising developments for its star (Benson) and director (Landis) when Annie turns out to be a Benson fanatic - and Richard becomes insanely jealous of the extra who is to kiss Caroline. Meanwhile, Del's Porsche is towed, and when he claims it from the DMV, he gets someone else's Gremlin instead. When he tracks down the Gremlin's owner, the poor man pleads for more time - he's got a hot date with a woman who was really only impressed by the Porsche.

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Season 01, Episode 20 Caroline and the Cereal

S01 E20

Apr 18, 1996
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Caroline and the Cereal Apr 18, 1996 Caroline's agent (Taylor) likes the idea of featuring her comic-strip character on a cereal box, but the artist flakes out after a closer look at the product, which she feels has an unfortunate resemblance to a certain part of the female anatomy. A chaotic focus group sessions does little to allay her misgivings.

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Season 01, Episode 21 Caroline and Richard's Mom

S01 E21

Apr 25, 1996
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Caroline and Richard's Mom Apr 25, 1996 Richard faces some childhood traumas when his mother (Ashley) makes a surprise visit: it seems she is given to claiming to know celebrities personally, and Richard has never quite gotten over her promise to have Salvador Dali look at his paintings. But Caroline doesn't know this when Natalie promises to get her own NBC Saturday morning cartoon show.

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Season 01, Episode 22 Caroline and the Bridesmaids

S01 E22

May 9, 1996
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Caroline and the Bridesmaids May 9, 1996 Preparations for the wedding cause friction between Caroline and Annie, who can't seem to take her responsibilities as maid of honor seriously.

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Season 01, Episode 23 Caroline and the Wedding

S01 E23

May 16, 1996
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Caroline and the Wedding May 16, 1996 An ominous dream, an inexperienced priest and a surprising love letter threaten Caroline's wedding.

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Season 01, Episode 24 Caroline and the Condom

S01 E24

Aug 5, 1996
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Caroline and the Condom Aug 5, 1996 Caroline's writers' block sends her down memory lane to Richard's first day on the job---a day with trouble in store for Caroline because she and Del had just rekindled their romance.

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