The WORST episodes of Caroline in the City
Every episode of Caroline in the City ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Caroline in the City!
A situation comedy centered on Caroline Duffy, a young cartoonist living in the Tribeca neighborhood of New York City. Each episode begins with a brief animated sequence reflecting the autobiographical nature of her syndicated newspaper cartoon strip Caroline in the City, explicitly compared with the real comic strip Cathy in several episodes.
#1 - Caroline and the Red Sauce
Season 2 - Episode 10 - Aired 12/10/1996
Annie's mother arrives unexpectedly and moves in with her, to her mounting dismay, but refuses to tell her why - then confesses to Caroline that she has left Annie's father. Annie demands a showdown with her father, who in turn confesses that this is no ordinary spat: he is in love for the first time in his life with another woman. Meanwhile, Richard takes a temporary job as a gift wrapper for Macy's, but his bad attitude gets him demoted to elf; and Del and Charley become convinced that their new assistant is a psycho killer, since all the people on her resume turn out to be dead.
#2 - Caroline and Victor/Victoria
Season 2 - Episode 7 - Aired 11/19/1996
Annie poses as a man to prepare for a ""Victor/Victoria"" audition.
#3 - Caroline and the Comic
Season 2 - Episode 8 - Aired 11/26/1996
Richard's father asks for his son's help in reviving an old comedy routine.
#4 - Caroline and the Opera
Season 1 - Episode 7 - Aired 11/9/1995
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.
#5 - Caroline and the Guy Who Gets There Too Soon
Season 2 - Episode 4 - Aired 10/22/1996
When Caroline's young, new boyfriend says 'I love you' far too soon, she decides they should see other people. Meanwhile, Annie agrees to teach Richard how to drive after he inherits his aunt's car.
#6 - Caroline and the Nice Jewish Boy
Season 2 - Episode 6 - Aired 11/12/1996
Joe refuses to accompany Caroline to an award ceremony because one of the sponsors makes mink coats. Meanwhile, Del lies about his background to date an attractive woman whose parents will only allow her to date Jewish men.
#7 - Caroline and the Wedding
Season 1 - Episode 23 - Aired 5/16/1996
An ominous dream, an inexperienced priest and a surprising love letter threaten Caroline's wedding.
#8 - Caroline and the Folks
Season 1 - Episode 6 - Aired 11/2/1995
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.
#9 - Caroline and the Convict
Season 1 - Episode 9 - Aired 12/7/1995
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.
#10 - Caroline and Richard's Mom
Season 1 - Episode 21 - Aired 4/25/1996
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.
#11 - Caroline and the ATM
Season 1 - Episode 5 - Aired 10/19/1995
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.
#12 - Caroline and the Therapist
Season 2 - Episode 9 - Aired 12/3/1996
When Salty begins behaving oddly, Joe recommends that Caroline consult a cat therapist, who decides it's really Richard who needs help.
#13 - Caroline and the Cat Dancer
Season 2 - Episode 3 - Aired 10/15/1996
Richard tries to adjust to his new apartment, where he is plagued by noisily amorous neighbors; Joe tries to adjust to the fact that Caroline plans to remain friends with Del; and Annie frantically tries to adjust her financial records when she is notified that the IRS is auditing her for 1993, a year she barely remembers. Her bad-tempered auditor is under fire for being too lenient with his clients, but when he learns she is a dancer in Cats, he strikes a deal: she'll ""never have to pay taxes again"" if she can get him an audition for the show. Enter 'producer' Del and 'director' Charlie. Meanwhile, disturbed by Joe's jealousy, Caroline makes up her mind to break a date with Del by telling him she's been called out of town.
#14 - Caroline and the Ultimatum (2)
Season 4 - Episode 20 - Aired 4/5/1999
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.
#15 - Caroline and the Bad Back
Season 1 - Episode 4 - Aired 10/12/1995
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.
#16 - Caroline and the Kid
Season 1 - Episode 17 - Aired 3/14/1996
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.
#17 - Caroline and the Fright Before Christmas
Season 4 - Episode 11 - Aired 12/21/1998
Richard, Del and Annie are apparently successful in their combined effort to knock the Christmas spirit out of Caroline, but when she appears to have lost all interest in her annual tree-trimming festivities, her alarmed buddies declare an emergency trip to nearby ""Christmasville,"" only to discover that Caroline engineered the whole thing. When even the local re-enactment of A Christmas Carol doesn't do the trick, a furious Caroline tries to drive away and backs into the town's main transformer, blacking out all of ""Christmasville"" and condemning them to slave off their sentence in Santa's workshop.
#18 - Caroline and the Ancestral Home
Season 4 - Episode 16 - Aired 3/15/1999
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.
#19 - Pilot
Season 1 - Episode 1 - Aired 9/21/1995
Caroline hires Richard as her new colorist, and takes Annie's advice to try getting a date by throwing fruit out her window.
#20 - Caroline and the Outer Limits
Season 3 - Episode 16 - Aired 1/26/1998
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.
#21 - Caroline and the Egg
Season 3 - Episode 6 - Aired 11/3/1997
Caroline'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.
#22 - Caroline and the Bad Trip (1)
Season 2 - Episode 23 - Aired 5/6/1997
Caroline and Annie are overjoyed to learn that Caroline's agent has arranged for her to promote her new book on the Jay Leno show; then Annie reminds Caroline that she will need an entertaining story to tell. Enter Richard's mother Natalie, carrying a jacket that belonged to Jerry Garcia and revealing that the dead rocker was Richard's real father. But Richard, hiding in the stairwell until his mother leaves, isn't impressed: there's hardly a celebrity that Natalie hasn't maintained fathered him. While Caroline and Annie fly to Los Angeles, Del tries to teach Richard how to pick up women during Happy Hour at Remo's (Richard: ""I'm not sure I can do that - I mean, be happy for a whole hour.""), and Charlie goes in search of his father, whom an adoption agency locates instantly: a bumbling waiter in a fashionable restaurant who is overjoyed to meet Charlie, even though their reunion gets him fired two weeks before his retirement. While waiting to appear with Leno, Caroline is warned that s
#23 - Caroline and the 2000th Strip
Season 4 - Episode 17 - Aired 3/8/1999
There's to be a big celebrity banquet to celebrate Caroline's 2000th strip, but there's a snag: Caroline is completely blocked in terms of fresh, funny ideas. While everyone else waits for her to get ready (Richard in a cheap rental tuxedo which gradually disintegrates), Caroline fantasizes about what life would be like if she retired. When she tearfully refuses to attend the banquet and does laundry instead, Richard gently points out that she has stopped writing about her real life in the strip (her fictional counterpart is ""still dating that veterinarian"") and perhaps it is time to bring her readers up to date -- and Caroline immediately draws a strip about their first date on the side of the washing machine.
#24 - Caroline and the Dreamers
Season 2 - Episode 5 - Aired 10/29/1996
Del starts his own greeting card company, Eagle Greeting Cards, and Caroline reluctantly joins. Meanwhile, Richard is chosen to paint a mural for the city, which turns out to be in a shady part of town.
#25 - Caroline and the Ex-Wife
Season 1 - Episode 18 - Aired 3/28/1996
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.