Sep 17, 1996
Three months after Caroline had pulled out of her wedding, Richard is in France painting. He is unsuccessful, returns home and starts work in an ice cream parlour. When Salty is injured, Caroline ends up dating the much younger vet.
Sep 24, 1996
Richard finds out that Caroline didn't read the letter he left her so he conspires to get it back. He finds out that it is at Vicki's place. When Richard is there getting the letter, Vicki goes into labour and he helps with the birth.
Oct 15, 1996
Caroline and Joe are getting on and Del is envious. Annie is audited by the IRS. When the auditor finds out she is in Cats he offers to go easy on her if Annie gets him an audition for Cats.
Oct 22, 1996
Joe declares his love for Caroline, which stuns her and leaves her unsure about what to do. Richard inherits a car but has to admit that he can't drive. They all decide to help him get his licence.
Oct 29, 1996
Del stands up to his father and ends up being fired. He decides to set up his own company and convinces Caroline to join him. Richard is commissioned to paint a mural in the South Bronx but the locals don't want it.
Nov 12, 1996
Del lies about being Jewish in order to date a woman and asks Richard for help when he goes to her place for dinner. Caroline wins a cartooning award but Joe refuses to attend because it is sponsored by a company that makes furs.
Nov 19, 1996
Annie wants to be Julie Andrew's understudy in Victor/Victoria and 'kidnaps' her in order to get an audition. She then practises being a man to get the part. Richard very reluctantly has to go hospital to get a polyp removed.
Nov 26, 1996
An old friend of Richard's father, Ben, appears. Ben was a struggling stand-up comedian and they now want him for a benefit. Richard has issues with his father so Caroline intervenes to get them together.
Dec 03, 1996
When Caroline's cat starts acting oddly, Joe recommends that it should see a cat therapist. The therapist decides that Richard is the problem as he has issues with animals. Annie goes on a blind date organised by her mother.
Dec 10, 1996
It's Christmas time and Caroline and Richard have different approaches to it. Annie's mother moves in with her because she has separated from her husband. Charlie hires a new secretary for Del. However, he hadn't checked out her past.
Dec 17, 1996
Del hires an unsuccessful stripper-gram girl as a receptionist and Charlie is jealous. He also tries to convince Richard to draw some Christmas cards. Caroline is accidentally locked in her building's laundry overnight with a homeless man.
Jan 07, 1997
Caroline's romance hits a snag when Joe's ex-girlfriend turns up and wants to move into his spare bedroom. Caroline decides to let him move in with her. Richard is given a large piece of marble to sculpt and stores it at Caroline's place.
Jan 14, 1997
Annie's sister, Donna, is a singer and is visiting. She finds Richard's letter and wants to use it as inspiration for a new song. Caroline has left her black pumps at Joe's place but she is reluctant to go to his place since the break-up.
Jan 21, 1997
Del arranges to exhibit one of Richard's paintings at his club. A wealthy woman there takes an interest in Richard, but not for his art. She wants him to quit working for Caroline. Caroline volunteers to read to the elderly.
Feb 11, 1997
Richard and Caroline go to an NBA basketball match but he only goes to hear the singer of the national anthem. He wins the chance to win a $100 000 basketball three point throw. Unfortunately, Richard has no idea about how to do this.
Feb 18, 1997
Richard is trying to get his artwork reviewed by a famous artist. To help sell one of his paintings Caroline says that he is dead. When she is successful, Richard decides to tell everyone that he is dead. Then, he has to have a funeral.
Feb 25, 1997
After blowing off Caroline a few times, Annie decides to go with her on a girls' weekend to the snow. However, as neither can ski, they have to find something else to do, which means men. Richard dates a woman he met at a bookstore.
Mar 11, 1997
For the first time, Caroline decides to go to a restaurant to dine alone and it doesn't go well. Then she goes solo to a movie. Del tries to date Annie's friend, who is a convicted pyromaniac. Charlie sees monkeys all over the city.
Apr 01, 1997
Annie's mother is driving her crazy. Caroline finds out that some stores are no longer stocking her cards. Del works out a plan and takes the store owner out for a dinner with Caroline, but he misinterprets what she is offering.
Apr 08, 1997
Caroline helps an elderly neighbour but the lady starts taking advantage of her. Things come to a head when she asks Caroline and Annie to help her take her naked dead husband to a funeral home.
Apr 15, 1997
Caroline is obsessive about being liked by everyone and becomes upset when an obscure newspaper stops running her cartoon. She takes Richard on a road trip to the newspaper. Annie plots revenge on a critic who panned her performance.
Apr 22, 1997
Caroline is having trouble getting the building superintendent to fix her shower so she hires an 'ombudsman' to intervene. Annie saves the life of a man in the audience of Cats and tries to use him to advance her career.
May 06, 1997
Caroline is to appear on The Tonight Show to publicise her new book. She accidentally takes some drugs before going on. Talk of who Richard's father is means Charlie goes looking for his. Del tries to give Richard some dating tips.
May 13, 1997
Julia, Richard's old girlfriend, has returned with the news that she is getting married. He tries to impress her by asking Caroline to act as his wife. Then it becomes a game of oneupmanship between Julia and Richard.
May 13, 1997
Sofia breaks off her engagement, stays over and forces Caroline and Richard to sleep in the same bed. However, Sofia has an ulterior motive. Caroline expresses her true feelings. Annie's role in a soap opera doesn't quite go as expected.
Caroline in the City Season 2 (1996) is released on Sep 17, 1996 and the latest season 4 of Caroline in the City is released in 1998. Watch Caroline in the City online - the English Comedy TV series from United States. Caroline in the City is directed by James Burrows,Ted Wass,Will Mackenzie,Tom Cherones and created by Fred Barron with Lea Thompson and Eric Lutes. Caroline in the City is available online on Paramount Plus and Paramount+ Amazon Channel.