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- Gay lawyer Will and straight interior designer Grace share a New York City apartment. Their best friends are gleeful and proud gay Jack and charismatic, filthy-rich, amoral socialite Karen.
- Caroline Duffy is a successful cartoonist in Manhattan, whose eclectic friends are sometimes the subjects of her comic strip.
- Copywriter Conrad Bloom is a "nice guy" in New York City whose life is filled with interesting women: his mother, his sister, an ex-girlfriend, his female boss, and a female co-worker. This situation-comedy explores his relationships with those women as well as his life as a young male reaching the crossroads of adulthood in the 1990s.
- Set in a New York diner called Union Square, this sitcom tells the story of a lawyer turned playwright, an aspiring actress who just got to the Big Apple, an ex-con, an absent-minded waiter, and a neurotic real estate broker.
- The three Kulchak brothers live together in a Chicago building on Sheffield Avenue across from Wrigley Field: newly-divorced Mike; Harry, desperately in love with unavailable co-worker Lindsay; and Billy, who is always plotting get-rich-quick scams.
- "An all female film group produces an uproarious film "A Cow and a Salad" about a fat girl who swears off her hostile, competitive attitude towards thinner, blonder girls when, "Herman" her mechanical doll-lover comes to life." -A. Krasilovsky
- One-hour retrospective special that was broadcast the hour preceding the series finale of "Will & Grace." The special features the cast talking about their favorite moments, as well as exclusive behind-the-scenes footage from the final weeks, and never-before-seen clips and bloopers.
- Documentary following David Akinsanya as he attends a controversial treatment center in America that promises 'freedom from homosexuality through the power of Jesus Christ'. David has been living as a gay man for 20 years, but if he could take a pill to make him heterosexual he'd pop it without a second thought. He believes his homosexuality is learned behavior but will it be something he can unlearn?
- 1995–199922mTV-146.0 (46)TV EpisodeCaroline and Richard are just about to leave for Boston when an old classmate of hers drops in unexpectedly. Caroline feels guilty because she used to bully her. Annie becomes attached to a macaw that she is looking after.
- 1995–199921mTV-PG7.4 (55)TV EpisodeJulia, 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.
- 1995–199922mTV-PG6.7 (57)TV EpisodeRichard's mother arrives for a visit with a few stories to tell, causing Richard a lot of embarrassment. She also has a tendency to exaggerate her life. After a lot of prompting, Del decides to have a pedicure and ends up addicted.
- 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.
- Caroline picks at her nose in front of the camera at a malfunctioning ATM and is embarrassed to ask the manager for the money it didn't dispense. Richard is having a lot of difficulty breaking up with his girlfriend, Shelly.
- 1995–199921mTV-PG5.9 (49)TV EpisodeCaroline and Richard going home for her parents fortieth wedding anniversary. Caroline is then very upset when she hears the news that her parents are selling their home, so she is determined to buy it.
- Caroline injures her back playing racquetball and takes some of Annie's pain killers that knock her out. She has a deadline for the next cartoon looming so Del and Richard collaborate to finish it.
- Caroline picks up a man she met in a clothes store and their date is a disaster. Del and Richard have a date with models and they don't turn up.
- 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.
- All the gang get together to walk a 'Caroline in the City' balloon in the Thanksgiving Day parade. Unfortunately, Shelly's actions result in the balloon being released and subsequently causing havoc.
- 1995–199922mTV-PG5.8 (53)TV EpisodeRichard's aunt visits him and wants him to do his Bar Mitzvah. To make him interested, she offers him $5000 to do it. Caroline is unhappy he is taking the money. Del is worried about his image so he keeps buying suits that are too small.
- 1995–199922mTV-PG6.5 (45)TV EpisodeAnnie and Del have a pact to go to the gym to help each other find a paramour. A workmate needs a place to stay so Richard offers to let him use his apartment. When he tidies the place up, Richard is happy and Caroline becomes unhappy.
- Richard needs to be closer to his son and wants to go to Italy. However, the issue of having children splits up Caroline and Richard. Then Randy turns up in New York. Meanwhile, the romance between Annie and Del heats up.
- 1995–199921mTV-146.5 (46)TV EpisodeCaroline is particularly excited as she and Richard are going away for their first weekend together. It starts off badly when they get the wrong room because it has two single beds and no bathroom. Caroline tries to change their rooms.
- 1995–199921mTV-146.8 (54)TV EpisodeWhen cleaning up his apartment, it comes out that Richard is a music composer. He was taught by Marvin Hamlisch and it appears that Marvin stole one of Richard's tunes. Caroline meets an old boyfriend, but then there is the dog.
- 1995–199922mTV-146.3 (48)TV EpisodeAnnie is going to her 10 year high school reunion intent on revenge. When her date falls through she goes with Del, complete with an elaborate story. Julia sets up Caroline on a blind date but she doesn't want to go, until she sees him.
- 1995–199921mTV-PG7.3 (50)TV EpisodeAnnie is tired of missing out of acting roles and decides that she needs to have her breasts enlarge. When Richard says he would like Caroline to have bigger breasts, she decides to investigate breast enlargement as well.
- 1995–199922mTV-PG6.7 (55)TV EpisodeBoth Caroline and Del are organising their respective attendants for the wedding but it is not going smoothly. Annie, especially, is having trouble coping with her maid of honour responsibilities.
- 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.
- Del decides to sell celebrity hair when Annie gets a hairdressing appointment at a celebrity hairdressers. Caroline reports a rude cabbie but Richard fails to turn up as a witness when he becomes addicted to a computer bulletin board.
- 1995–199922mTV-PG7.3 (61)TV EpisodeCaroline 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.
- A cereal company wants to produce 'Sweet Caroline' breakfast cereal. However the shape turns out looking like a part of the female human body. Del wants to learn to dance for his wedding with Caroline and asks Annie to teach him.
- 1995–199922mTV-147.4 (70)TV EpisodeCaroline and Del are try going for a holiday vacation together but all they do is break up. Caroline wants revenge. Richard tries to break up with Shelly by getting Charlie to take her out. Things don't go as planned.
- 1995–199921mTV-146.3 (46)TV EpisodeDel comes up with a novel way to improve sales of Caroline in the City cards. Annie is romantically pursued by her piano accompanist. Richard buys a belated wedding ring for Julia but he suspects that a delivery boy stole it.
- 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.
- Caroline has writer's block so this episode has Richard and Caroline looking back on some of the events in Season 1. This includes the time Caroline was caught shop lifting some condoms.
- Caroline's apartment is broken into and her suspicion falls on Annie's new boyfriend, who has just been released from prison. Annie is upset at Caroline but they have to find out who is correct.
- 1995–199922mTV-PG6.8 (47)TV EpisodeAnnie's cousin comes to town and wants to drop out of school to become an actress. Annie wants stop her. Del wants Caroline to endorse a councilman with her cartoon character but she is reluctant to enter the political arena.
- 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.
- 1995–199921mTV-PG6.5 (57)TV EpisodeRichard 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.
- It's Christmas holidays and Richard and Julia are off to Hawaii on a belated honeymoon only to be snowed in. Caroline visits the Cassidy's for Christmas dinner but it doesn't go well. Charlie's father comes to visit him.
- 1995–199922mTV-146.3 (44)TV EpisodeAnnie's old music teacher is coming to town expecting to see her in Cats. She decides to crawl to her former boss to get her job back. Charlie and Richard volunteer to go on a drug trial for the money, but there are some side effects.
- Now that Caroline and Richard are together, Annie feels on the outer. It ends up with all three going to a concert together, which doesn't end well. Del has to tread a diplomatic line when asked to do something that he doesn't want to.
- 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.
- 1995–199921mTV-PG6.3 (45)TV EpisodeCaroline is wary about attending a focus group on Caroline in the City cards and with good reason. Annie is fired from Cats and is then dropped by her agent. Annie's dry cleaner keeps asking her out and she finally accepts.
- Richard's predecessor has come for a visit. She is trying to become pregnant and wants Caroline to donate an egg to her. Annie uses the occasion to mess with Richard. Del becomes nostalgic when he sees his old Porsche on the street.
- Caroline and Del go to Del's country house only to find his second ex-wife is staying there with her new boyfriend. Annie's brother is employed to repair Richard's light switch and it starts a family feud.
- 1995–199921mTV-PG6.4 (45)TV EpisodeRichard gets Annie a job as a model for a cartoonist but the work doesn't quite live up to expectations. Charlie is bored with his special assignment at work and he becomes concerned about having a purpose for his life.
- Caroline finally agrees to meet Del's mother whom she's been avoiding because she thinks that his mother is a difficult person. She arrives at Remo's Ristaurante, but Del is stuck on the subway and hasn't yet arrived. Caroline spots a haggish woman and mistakes her for Del's mom. Intimidated, she hides out in the kitchen until Del arrives. Annie discovers that Richard is spending his birthday alone and she tries to help him celebrate.
- 1995–199921mTV-PG6.4 (48)TV EpisodeIt's Richard's birthday and he's upset when Julia throws a surprise birthday party for him. It becomes worse when she invites many people from his past. Unknowingly, Caroline has been stealing cable TV for three years.