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Caroline in the City Season 2 - Caroline in the City Fansite

Caroline in the City Season 2 summary

Second season starts when Richard returns to New York and finds Caroline in the arms of a younger man. Her relationship with young veterinarian Joe is the main plot during the most of the episodes. Also the main plot is Richard's suffer when he realizes that Caroline never got his love letter... but Annie did.


Caroline and the Younger Man

Caroline and the Younger Man - Caroline in the City Season 2Caroline is thrilled when romantic sparks fly between her and the emergency room veterinarian who treats Salty for a minor injury. But later her excitement wanes when she contemplates the age difference between her and her new beau. Meanwhile, Richard is an American in Paris as he pines away for Caroline through a series of paintings inspired by his broken heart. After moving back to New York he has to take a job as ice cream seller. (more)

Guest stars: Lauren Graham as Shelly, Jack Plotnick as Harris, Tia Riebling as Vicki, Jonathan Slavin as Dougie, John Del Regno as Super, Marius Mazmanian as Frenchman,


Caroline and the Letter

Caroline and the Letter - Caroline in the City Season 2When Caroline finally discovers that Richard is back in New York, she offers him his old position back and Richard must decide if he wants to be in Caroline's life again. Meanwhile, upon realizing that Caroline never saw his love letter, Richard swiftly makes plans to retrieve the lost lovelorn missive. Later, Caroline's pregnant friend, Vicki, goes into an early labor, forcing Caroline, Richard and Annie to immediately take on midwife roles. (more)

Guest stars: Tia Riebling as Vicki, Angela Paton as Mrs. Larson, Jonathan Slavin as Dougie, Phil Hartman as introducer,


Caroline and the Cat Dancer

Caroline and the Cat Dancer - Caroline in the City Season 2When Annie finds herself being audited by IRS agent Jimmy Callahan she misconstrues his friendly manner for amorous interest, but Jimmy has an alternate agenda that makes purr-fect sense to him. Meanwhile, Caroline's new boyfriend, Joe, is frustrated by Caroline's friendly relationship with her ex-fiancé, Del. Elsewhere, Richard has trouble adjusting to his new apartment where some of his neighbors are less than neighborly. (more)

Guest stars: David Hyde Pierce as IRS agent, Larry Cedar as Wally, Cathy Ladman as elevator lady, Paxton Whitehead as Cats producer,


Caroline And The Guy Who Gets There Too Soon

Caroline And The Guy Who Gets There Too Soon - Caroline in the City Season 2When Caroline's young boyfriend, Joe, declares his undying love for her, she realizes that she is not ready for that level of commitment. Later, Caroline decides to cool off the relationship and date a man considerably more mature than Joe, but is surprisingly less than impressed by his adult manner. Elsewhere, Richard, who never learned to drive, inherits a classic car from his 90-year-old aunt, and Del and Annie try to teach a very nervous Richard the tricks of driving in New York City. (more)

Guest stars: Cathy Ladman as elevator lady, Cameron Watson as Garrett,


Caroline and the Therapist

Caroline and the Therapist - Caroline in the City Season 2When Caroline observes that her pet cat Salty is troubled, she consults her veterinarian-boyfriend, Joe, who suggests taking Salty to eccentric cat therapist Alicia Crawford-Lane. Later, Caroline locates Richard's old elementary school teacher, Mrs. Fox, in an effort to get to the heart of Richard's fear of animals. Meanwhile, Del and Charlie discover the many cycles of pleasure and pain as their search for love unfolds at the local Laundromat. Elsewhere, Annie tries to appease her mother's efforts to set her up on a blind date. (more)

Guest stars: Valerie Mahaffey as Alicia Crawford Lane, Renee Taylor as Mrs. Fox, W. Earl Brown as Floyd Gerber, Candice Azzara as Angie Spadaro,


Caroline and the Dreamers

Caroline and the Dreamers - Caroline in the City Season 2Richard's dream of being a paid artist comes true when he is commissioned to paint a mural for New York City. However, his jubilation wanes when he learns that the neighborhood is one of the most dangerous in town, and he finds himself face-to-face with some local hoods who aren't exactly patrons of the arts. Meanwhile, Del decides to branch out into merchandising, but in order to do so he has to leave Cassidy Greeting Cards to start his own company, forcing Caroline to choose between good business and her friendship with Del. (more)

Guest stars: Dom Irrera as cop, Dawn Didawick as Audrey Gerson, Jon Menick as Trevor Bracknell,


Caroline and The Freight King

Caroline and The Freight King - Caroline in the City Season 2Another side of Caroline's artistic expression, her dream of being a ballerina, is revealed when she is locked in a Laundromat overnight with a homeless man. Meanwhile, Richard accidentally reveals some of his personal drawings to Del, who discovers his hidden cartoonist talents and pushes a reluctant Richard into the commercial world, forcing Richard to struggle with his artistic soul. Elsewhere, Annie is continually haunted by a returning five-dollar bill that she sees as a terrible omen. (more)

Guest stars: Candice Azzara as Angie Spadaro, Harry Groener as Henry, Karri Turner as Honey Potts, Cathy Ladman as Elevator Lady,


Caroline and the Red Sauce

Caroline and the Red Sauce - Caroline in the City Season 2When Annie's mother shows up on Annie's doorstep with suitcase in hand, Caroline finds herself caught in the middle of a mother and daughter war, but she soon discovers this is the least of Annie's troubles when it comes to battling relatives. Meanwhile, Richard tries to make a little extra holiday money by working as a department store gift wrapper. However, the job turns chaotic when Richard misplaces a difficult customer's special gift. Elsewhere, Del has his hands full at the office when Charlie hires a new secretary without thoroughly checking her references. (more)

Guest stars: Candice Azzara as Angie Spadaro, Louis Giambalvo as Lou Spadaro, Suzanne Cryer as Rachel, Debra Jo Rupp as Melody, Bari K. Willerford as policeman, Robert Barry as Store Manager,


Caroline and Victor/Victoria

Caroline and Victor/Victoria - Caroline in the City Season 2In an episode directed by Howard Deutch (Lea Thompson's husband), Annie takes a reluctant Caroline on a wild ride to Broadway where Annie intends to approach Oscar winner Julie Andrews in order to plead for an audition as her understudy in Victor/Victoria. Later, when Annie actually lands the audition, she becomes a threat to Del on the dating scene while she goes undercover as a man to research her part. Meanwhile, when Richard learns that he must have minor surgery, Caroline helps him through his panic attacks while he reluctantly enters the hospital, but it's Caroline who may need medical attention when she hears Richard utter the "L" word to her just before going into surgery. (more)

Guest stars: Julie Andrews as herself, Andrea Bendewald as Leslie, Mark D. Espinoza as doctor,


Caroline and The Nice Jewish Boy

Caroline and The Nice Jewish Boy - Caroline in the City Season 2When gentile Del falls for Risa Glickman, who only dates Jewish men, he takes drastic measures to pretend that he is Jewish - a fact that's hard to prove at a Glickman family dinner. Meanwhile, when Joe can't be Caroline's date to an event where she will be honored for "Caroline in the City", a reluctant Richard finally agrees to be her escort. The two share a very romantic dance, only to face a surprise interruption. (more)

Guest stars: Rena Sofer as Risa Glickman, Thomas Gibson as Willard Stevens, Amanda Ingber as Starr Glickman, Shirley Prestia as Ruth Glickman, Philip Sterling as Arnie Glickman,





Caroline and the Comic

Caroline and the Comic - Caroline in the City Season 2Caroline discovers that Richard's father is a former vaudeville comic, Ben Karinsky, and tries to reunite him with a reluctant Richard, who harbors ill feelings toward his father. Caroline talk Ben into performing for a local charity joping to bring father and son a little closer. (more)

Guest stars: Judd Hirsch as Ben Karinsky, Bruce Kirby as Manny, Danny Dayton as Leo Ladman, Jack Carter as himself, John Byner as himself,


Caroline and The Perfect Record

Caroline and The Perfect Record - Caroline in the City Season 2Caroline and Joe's romance takes a nosedive when his ex-girlfriend, Lisa, returns from her Greenpeace mission and seeks shelter at Joe's apartment. When a drunk and despondent Caroline shows up at Richard's door to cry on his shoulder, Richard finds himself wrestling with his strongest impulses: attraction and chivalry. Meanwhile, Annie is livid when her 'perfect record' of never being stood up is in jeopardy. (more)

Guest stars: Rebecca Cross as Lisa, Howard George as Pete, Jack Kenny as Howard Berman, Cathy Ladman as Elevator Lady,


Caroline and the Kept Man

Caroline and the Kept Man - Caroline in the City Season 2Del brings one of Richard's paintings to a posh country club to impress a girl, but the best impression is made on wealthy socialite Gina Pennetti Schmidt, much to Richard's delight. However, when Richard thinks that Gina has taken him under her wing for something more than his art, one false move could destroy his artistic ambitions. Meanwhile, Caroline decides that charity work, rather than another man, is just what she needs, and she begins reading to the elderly, finding a surprise in her first listener, Stella, who had earlier sold Caroline her antique partner's desk. Elsewhere, Annie is enjoying the attention she's receiving from her first television commercial. (more)

Guest stars: Ann Magnuson as Gina Pennetti Schmidt, Rose Marie as Stella Dawson,


Caroline and the Singer

Caroline and the Singer - Caroline in the City Season 2When Annie's sister, Donna, visits New York in hopes of resurrecting her fading career as a pop star, she finds the love letter that Richard hid from Caroline and decides to turn his words into lyrics. Meanwhile, it's fashion vs. passion when Caroline struggles with calling ex-boyfriend Joe to retrieve her favorite pair of shoes. Elsewhere, Del and Charlie are delayed for an important meeting while they are caught in a big snowstorm in downtown Manhattan. (more)

Guest stars: Candice Azzara as Angie Spadaro, Mackenzie Phillips as Donna Spadaro,


Caroline and the Buyer

Caroline and the Buyer - Caroline in the City Season 2When Caroline supports Del in his efforts to expand business for her "Caroline in the City" cartoon strip and merchandise, she doesn't realize that her midwestern charm has misled Del's new prospective buyer, Bob Anderson, into thinking that Caroline has more to sell than her drawings. Also, Annie is at wit's end with her visiting mother, although Richard seems to bask in the glow of Mrs. Spadaro's motherly love. (more)

Guest stars: George Segal as Bob Anderson, Candice Azzara as Angie Spadaro,


Caroline and the Monkeys

Caroline and the Monkeys - Caroline in the City Season 2Caroline, who is trying to face single life bravely, tries her hand at an evening on the town alone, with a little coaching from Richard, who is quite familiar with a 'table for one'. Meanwhile, Annie can't shake her crazy friend, Cassandra, who seems fine after her recent release from a sanitarium, but whose dark side resurfaces when Annie introduces her to the unsuspecting Del. Elsewhere, Charlie turns paranoid when he's the only one who spots a monkey on the streets of Manhattan. (more)

Guest stars: Helen Slater as Cassandra Thompson, Jeffrey Anderson-Gunter as waiter, Andrew Craig as big guy, Willie Garson as annoying guy, Anne von Herrmann as Pam,


Caroline and the Long Shot

Caroline and the Long Shot - Caroline in the City Season 2Caroline cheers Richard on when he gets the chance to win big money by making the half-court free-throw shot at a New York Knicks game. Less than skilled at shooting hoops, Richard lets Del and Charlie coach him with their best basketball tips. An eager reporter is assigned to cover Richard's story, while the New York Knicks City Dancers provide support for Richard during his moment in center court. Elsewhere, Annie's mother is comforted by Remo in a moment of need, much to Annie's dismay. (more)

Guest stars: Candice Azzara as Angie Spadaro, French Stewart as reporter,


Caroline and the Getaway

Caroline and the Getaway - Caroline in the City Season 2Caroline feels that Annie consistently chooses the men in her life over their friendship and challenges Annie to take a girls-only trip, but chaos ensues when they take a trip together and both girls find romance at a local ski resort. Meanwhile, Richard thinks he's met the intellectual girl of his dreams, but constant interruptions from Del and Charlie may keep the romance at bay. (more)

Guest stars: Jessica Stone as girl,


Caroline and the Dearly Departed

Caroline and the Dearly Departed - Caroline in the City Season 2Richard finds himself in a life-or-death predicament when Caroline aims to boost the value of his work by convincing influential art columnist that Richard is a deceased artist. The plan backfires when Traynor and art dealer Kenneth Arabian attend the Karinsky funeral. Also, Annie meets a casting director, whom she plans on impressing with her dramatic eulogy. (more)

Guest stars: John Glover as Hilton Traynor, Dan Butler as Kenneth Arabian, Brent Jasmer as Daniel, Adam Ferrara as Pete Spadaro,


Caroline and the New Neighbor

Caroline and the New Neighbor - Caroline in the City Season 2Caroline's naive, helpful nature comes out in full bloom when she starts catering to her new elderly neighbor, Miriam, but Annie thinks Caroline is being taken advantage of. Later, when Miriam's husband, Walter dies, Annie and Caroline are put to the test when Miriam's requests increase. Elsewhere, Richard has trouble trying to sell his antique car and ends up getting taken for a ride by a blind man, while Charlie is obsessively attracted to a Remo's employee, and Del is certain that he's lost his youthful charm. (more)

Guest stars: Marilyn Cooper as Miriam, Phil Leeds as Walter, Steve Paymer as blind man, Martha Romo as Italian waitress,





Caroline and the Ombudsman

Caroline and the Ombudsman - Caroline in the City Season 2Caroline has difficulty confronting her neglectful building superintendent, Mr. Tedescu, about her faulty plumbing, so she hires a mediator to pressure Mr. Tedescu into taking care of her request. Later, Caroline panics when she suspects that her 'ombudsman' may be a hit man. Elsewhere, a disenchanted Annie celebrates a milestone theatrical performance in "Cats", but she later proves that her acting skills are still top-notch when she helps a theater fan repair his tenuous marriage. (more)

Guest stars: Brian George as Mr. Tedescu, the super, Robert Costanzo as ombudsman, Alan Oppenheimer as Mr. Booth, Jane Carr as Mrs. Booth, Steven Hack as neighbor, Cathy Ladman as Elevator Lady, Ian Ogilvy as Lionel Spencer, Annie's agent, Anne von Herrmann as Pam,


Caroline and the Critics

Caroline and the Critics - Caroline in the City Season 2When Caroline discovers that only one newspaper in the country has not renewed her cartoon strip, she obsesses on the matter until finally convincing herself to face the editors in person, taking a reluctant Richard with her on a spontaneous road trip. Meanwhile, Annie is so hurt by an unfair review of one of her theatrical performances that she vows to seek revenge on the heartless stage critic. (more)

Guest stars: Raye Birk as critic, Gary Grubbs as Earl, Jennifer Prescott as Earl's wife, Iqbal Theba as Koothrappally, the cabbie,


Caroline and the Bad Trip

Caroline and the Bad Trip - Caroline in the City Season 2Caroline is thrilled when her agent lands her an appearance on "The Tonight Show With Jay Leno", and she takes Annie along for the trip to Los Angeles. But, Caroline runs into trouble when she accidentally absorbs a questionable substance in a cab ride on the way to her big television debut. Meanwhile, Richard's mother, Natalie, makes a quick stop in New York to reveal who Richard's real father was; Charlie thinks he has finally found his own real father; and Del tries to teach Richard how to pick up women, which backfires until Richard unexpectedly runs into his former true love, Julia. (more)

Guest stars: Jay Leno as himself, Bill Daily as Charlie's father, Elizabeth Ashley as Natalie Karinsky, Terry Kiser as cabbie, Mindy Morgenstern as adoption agent, Janis Paige as Loretta, Ria Pavia as Tanya, Anastasia Sakelaris as Deanna,


Caroline and Richard & Julia

Caroline and Richard & Julia - Caroline in the City Season 2Richard is stunned when his former love, Julia, informs him that she is about to be married and, to further complicate matters of the heart, Richard convinces Caroline to pretend that she is his wife. Meanwhile, Annie lands a part in a television show in Los Angeles, and soon begins assuming the role of a true starlet, leaving Caroline wondering if she's lost her best friend forever. Elsewhere, Del is convinced that his business is going under and seeks financial help from his larger-than-life father, King Cassidy. (more)

Guest stars: Candace Azzara as Angie Spadaro, Luigi Amodeo as Marcello, Chad Everett as King Cassidy, Michael Feinstein as himself (the pianist), Ian Ogilvy as Lionel Spencer, Annie's agent, Mindy Seeger as Linda, J.C. Wendel as Candy,


Caroline and the Wayward Husband

Caroline and the Wayward Husband - Caroline in the City Season 2In the ongoing charade of Caroline pretending that she and Richard are married, the moment of truth arrives: it's bedtime, and Richard is a wreck. Meanwhile, Julia and Richard share a romantic moment, forcing Caroline to realize her true feelings for Richard. Elsewhere, Annie begins work on her new television show with co-star Shadoe Stevens, but her skills as an actress are not exactly entertaining. (more)

Guest stars: Shadoe Stevens as himself, Boyd Gaines as Jerry, Julius Carry as Reggie, E.E. Bell as 'the corpse', Karen Maruyama as actress,



About Caroline in the City
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Caroline in the City Season 1
Caroline in the City Season 2
- Caroline and the Younger Man
- Caroline and the Letter
- Caroline and the Cat Dancer
- Caroline And The Guy Who Gets Th...
- Caroline and the Therapist
- Caroline and the Dreamers
- Caroline and The Freight King
- Caroline and the Red Sauce
- Caroline and Victor/Victoria
- Caroline and The Nice Jewish Boy
- Caroline and the Comic
- Caroline and The Perfect Record
- Caroline and the Kept Man
- Caroline and the Singer
- Caroline and the Buyer
- Caroline and the Monkeys
- Caroline and the Long Shot
- Caroline and the Getaway
- Caroline and the Dearly Departed
- Caroline and the New Neighbor
- Caroline and the Ombudsman
- Caroline and the Critics
- Caroline and the Bad Trip
- Caroline and Richard & Julia
- Caroline and the Wayward Husband
Caroline in the City Season 3
Caroline in the City Season 4
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