TV series
She's got a cartoon life and a real-life love triangle.
Caroline Duffy is a successful cartoonist in Manhattan whose eclectic friends are sometimes the subjects of her comic strip.
Availability
Caroline in the City premiered September 21, 1995. We don't have a confirmed streaming, rental or purchase option yet.
Caroline Duffy is a successful cartoonist in Manhattan whose eclectic friends are sometimes the subjects of her comic strip.
Choose an episode, then use the watch options above for the show.
Episode 1
Caroline hires Richard as her new colorist, and takes Annie's advice to try getting a date by throwing fruit out her window.
Directed by James BurrowsWritten by Marco Pennette, Fred Barron, Dottie Dartland ZicklinGuest stars Andrew Lauer, Christine Taylor, John Mariano, Tom La Grua, Jason Workman, Cathy Ladman, Sean Sullivan
Episode 2
Richard is mugged and robbed of his wallet and portfolio - containing Caroline' s drawings.
Directed by James BurrowsGuest stars Christopher Maleki, Chuck Mavich, Raf Mauro, Steven Anthony Espinosa, Jeffrey Garcia
Episode 3
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.
Directed by James BurrowsGuest stars Andrew Lauer, Jack Kenny, Dan Butler, Tom La Grua, Neal Lerner, John Mariano
Episode 4
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.
Directed by James BurrowsWritten by Bill PradyGuest stars Andrew Lauer, Jane Leeves, David Hyde Pierce, Gerry McIntyre
Episode 5
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.
Directed by Rod DanielWritten by Mark WildingGuest stars Lauren Graham, Ileen Getz, Jason Graae, Bill Pugin
Episode 6
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.
Directed by James BurrowsWritten by Marco Pennette, Fred BarronGuest stars Andrew Lauer, Tom La Grua, Matthew Perry, Jonathan Silverman, Constance Towers, John Mariano, Lou Felder, Jeff Garvin
Episode 7
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.
Directed by Tom CheronesWritten by Marco Pennette, Fred BarronGuest stars Jean Stapleton, Lauren Graham, Tom La Grua, Peter Krause
Episode 8
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.
Directed by Tom CheronesWritten by Bill PradyGuest stars Lauren Graham, Florence Henderson, Michael Burger, Maty Monfort, Joel Miller, Marlon Archey, Brian Hargrove
Episode 9
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.
Directed by Rod DanielWritten by Rob LottersteinGuest stars Tom La Grua, Tim Conlon, David Byrd, Jimm Giannini
Episode 10
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.
Directed by James BurrowsGuest stars Andrew Lauer, Lauren Graham, Tom La Grua, Lorna Luft
Episode 11
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.
Directed by James BurrowsWritten by Bill PradyGuest stars Tom La Grua, Keene Curtis, Fabiana Udenio, Wesley Thompson, Robert Miano, Andy Buckley
Episode 12
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.
Directed by Tom CheronesWritten by Wil CalhounGuest stars Andrew Lauer, Tom La Grua, Beau Gravitte, Jessie Jones
Episode 13
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.
Directed by Tom CheronesGuest stars Andrew Lauer, Paul Castree, James T. Callahan, Patrick Thomas O'Brien, Beth Wishnie, Patricia Gaul, Earl Holliman, Mariette Hartley
Episode 14
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.
Directed by James BurrowsWritten by Mark WildingGuest stars Andrew Lauer, Rose Marie, Morey Amsterdam, Robert Cesario, Beans Morocco
Episode 15
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.
Directed by Tom CheronesWritten by Bill PradyGuest stars Andrew Lauer, Tom La Grua, Dan Cortese, Colleen McDermott, Fred Stoller
Episode 16
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.
Directed by James BurrowsWritten by Marco Pennette, Fred BarronGuest stars Tom La Grua, Sharon Lawrence, Cathy Ladman, Joe Ochman
Episode 17
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.
Directed by Tom CheronesWritten by Bill Masters, Wil CalhounGuest stars Andrew Lauer, Burke Moses, Sam Gifaldi, Gregory Itzin, Lupe Ontiveros, Perry Anzilotti
Episode 18
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.
Directed by Tom CheronesGuest stars Andrew Lauer, Joely Fisher, Adam Ferrara, Kenny Johnson, Joseph Bologna, Candice Azzara
Episode 19
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.
Directed by Tom CheronesWritten by Bill PradyGuest stars Andrew Lauer, Nina Barry, Robby Benson, John Landis, Jeff Altman, Steven Banks, Kathy Griffin, Rick Pasqualone
Episode 20
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.
Directed by Pamela FrymanGuest stars Andrew Lauer, Norman Large, Tom La Grua, Vicki Lewis, Meshach Taylor, Denice Kumagai, Roz Witt, Larry Raben
Episode 21
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.
Directed by James BurrowsWritten by Dottie Dartland Zicklin, Charles Harper YatesGuest stars Andrew Lauer, Elizabeth Ashley, John Ratzenberger, Nada Despotovich, Matt Battaglia, Wendy Lawless, Jim Vallely, Warren Littlefield
Episode 22
Preparations for the wedding cause friction between Caroline and Annie, who can't seem to take her responsibilities as maid of honor seriously.
Directed by Tom CheronesWritten by Bill Masters, Wil CalhounGuest stars Andrew Lauer, John Mariano, Melora Hardin, Tia Riebling, Christine Romeo, Tony Carlin, Pat Finn, Kenneth Alan Williams
Episode 23
An ominous dream, an inexperienced priest and a surprising love letter threaten Caroline's wedding.
Directed by James BurrowsWritten by Bill MastersGuest stars Andrew Lauer, Tom La Grua, John Mariano, Candice Azzara, Michael McKean, John Apicella
Episode 24
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.
Directed by James BurrowsWritten by Marco Pennette, Fred BarronGuest stars Sean Sullivan, Ping Wu, Cathy Lind Hayes, Marcelo Tubert, Judy Prescott, Tony Edwards, Scott Fowler, Debra Casey
Episode information updated Sep 17, 2026
Available now in United States
These shows are available now and closely match Caroline in the City.
Lea ThompsonCaroline Duffy
Eric LutesDel Cassidy
Malcolm GetsRichard Karinsky
Amy PietzAnnie Spadaro
Andrew LauerCharlie
Keone YoungFong
Bill DailyCharlie's Father
Leslie JordanDr. Leslie
NBCUnited States
