Caroline hires Richard as her new colorist, and takes Annie's advice to try getting a date by throwing fruit out her window.
Richard is mugged and robbed of his wallet and portfolio - containing Caroline' s drawings.
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…
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…
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…
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…
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.
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,…
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…
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.
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…
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.
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.
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.
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.
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…
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…
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.
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…
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…
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…
Preparations for the wedding cause friction between Caroline and Annie, who can't seem to take her responsibilities as maid of honor seriously.
An ominous dream, an inexperienced priest and a surprising love letter threaten Caroline's wedding.
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.
Three months have passed, and Caroline is thinking about advertising for a new assistant, so Charlie tries to demonstrate he would be perfect for the job and knocks Salty out the window. Sparks fly between Caroline and the vet who treats…
Realizing Caroline never received his love letter, Richard labors to retrieve it from her friend's apartment.
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…
Realizing Caroline never received his love letter, Richard labors to retrieve it from her friend's apartment.
Upset that Caroline's strip is not being merchandised aggressively, Del finally stands up to his father who promptly replaces Del as president with his sister, who in turn immediately fires him. Excited about forming his own company (with…
Joe refuses to accompany Caroline to an award ceremony because one of the sponsors uses animal products; so she calls former date Willard, whom she dumped because he was fat and balding. After Charlie takes him to a Jewish singles event…
Annie poses as a man to prepare for a ""Victor/Victoria"" audition.
Richard's father asks for his son's help in reviving an old comedy routine.
When Salty begins behaving oddly, Mark recommends that Caroline consult a cat therapist. Although the woman is a complete fruitcake ""not allowed to practice on people any more,"" she accurately pinpoints the problem as Richard's fear of…
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…
When a doodle of a porcupine drawn by Richard gets into a stack of Caroline's greeting card designs by mistake, Del tries to convince Richard to develop the idea into a character of his own - but Richard protests that he is a real artist,…
Caroline's romance is beached when Joe's ex returns from an environmental mission.
Annie's sister Donna, who has come to town in hopes of reviving her singing career, discovers Richard's secret love letter to Caroline (inside Annie's diary) and uses it as inspiration for a new song, to Richard's horror and Annie's fury,…
Caroline's romance is beached when Joe's ex returns from an environmental mission.
Richard wins a chance to make his dreams come true by sinking a $100,000 three-pointer during a Knicks game.
It's not a pretty picture when Caroline persuades reluctant con-artist Richard to fake his own death in order to catch the eye of a wealthy art dealer who's scouring the city in search of the works of dead painters - and who winds up…
When Caroline calls her out on always blowing her off for male dates, Annie makes a deal: they will go away together for a weekend skiing trip and ignore men. Naturally, both immediately spot exceptionally interesting men: an old school…
Del hopes to spark up romance with Annie's neurotic friend Cassandra, who plans on lighting a fire of her own - she's a compulsive pyromaniac just of an institution. Meanwhile, Caroline spends a night out on the town ""alone,"" crashing…
Del asks Caroline to help him woo one of his father's biggest clients, a greeting-card store magnate who misunderstands what the cartoonist has to offer. Meanwhile, Annie resents Richard's relationship with her mother, and a friendly game…
Things get a little stiff when an demanding elderly new neighbor, who is driving an initially sympathetic Caroline nuts, asks Caroline and Annie for a really big favor - to help out with the removal of her dead, naked husband. Meanwhile,…
When Caroline learns that an obscure upstate newspaper has dropped her syndicated strip, she drives up with a reluctant Richard to find out why. Naturally Richard's car breaks down, and the two wind up playing marriage counselor to the…
Caroline's having a really bad hair week because her shower's been out of commission for several days and she can't get the super in her building to repair it. A deliveryman at Remo's suggests she hire his brother-in-law who specializes…
A funny thing happens to Caroline on the way to "The Tonight Show"; Charlie thinks he's found his father.
Richard's long-lost love arrives with bad news: she's getting married in two days, to arrogant and insanely jealous fashion designer Marcello. Not to be outdone, Richard concocts a coupling of his own - to Caroline, much to her…
Richard prepares to run off with another just as Caroline is about to tell him how she feels.
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…
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…
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;…
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,…
Julia 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…
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…
Annie's former mentor from New Jersey is coming to town especially to see her star pupil in Cats, unaware that Annie quit the show. Annie begs Caroline to accompany them to dinner, where they learn that Miss McGowan has recently lost over…
While they wait for Chinese takeaway delivery, Richard shows Caroline a family wedding ring he was planning to give to Julia, and soon after, the heirloom seemingly disappears from her apartment -leading Fong to accuse, and throw out, his…
When 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…
Del gets excited over commercial possibilies when a civic politican 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 opinon…
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.
When Caroline's parents are stranded in Wisconsin by a snowstorm, Caroline reluctantly accompanies Del to his dysfunctional family Christmas - especially after he tells her that his mother still resents her never having brought a hostess…
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…
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…
An unusual episode focussing 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…
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…
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…
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…
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 repostes with a…
For 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…
Annie goes on a blind date with a former priest, and to her own surprise hits it off with him - particularly when she learns he has never been with a woman but would really, really like to be. Richard attempts to reconcile with Julia's…
Caroline 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…
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…
Julia and Richard's marriage counselor starts work as Richard's replacement but finds that everyone still wants him to give them relationship advice.
Caroline tells Richard she thinks Julia is having an affair with a bullfighter during her Spanish holiday.
Caroline tells Richard she thinks Julia is having an affair with a bullfighter during her Spanish holiday.
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…
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…
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…
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…
On Halloween, Caroline and Richard go on their first date, but she's disappointed when she thinks he didn't plan anything special; Del fears he's going to be fired. MacDermott: Edmund L. Shaff. Zorro: Clint Carmichael. Caroline: Lea…
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…
Caroline and Richard's big night finally arrives, in the form of a romantic weekend booked in the perfect room at the perfect country bed and breakfast. What's wrong with this picture? Naturally everything: Richard's choice of the perfect…
Jealousy between Richard and Annie reaches a new height when Richard wants to attend an operatic recital to which Caroline invited Annie months ago. The two squabble so childishly that an infuriated Caroline tells them off loudly - and…
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…
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…
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…
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…
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…
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…
Caroline tries to right an old wrong by giving up a romantic weekend in Boston with Richard to help out a visiting childhood chum, Joanie, whom Caroline once bullied in school. Meanwhile, a lonely Annie finds unexpected companionship with…
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…
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…
Caroline's plans to rent out her house in Wisconsin hit an unexpected snag when Grandma Duffy refuses to leave, forcing Caroline to return to Wisconsin, where she is surprised to learn that her former boyfriend Randy will be her new…
Sparks fly between Caroline and Randy when he pays her a surprise visit in New York and they end up getting stuck together in a subway tunnel for two hours. Meanwhile, Richard gets his first real break as an artist when an eccentric…
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…
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…
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,…
