Jack and Jill struggle with the plans for a whole new wedding after a hurricane destroys their first attempt.
Unresolved issues begin to surface as the wedding nears.
Jack's ex-boyfriend upstages Jill's efforts to surprise Jack on her birthday.
Jack and Jill need to find a replacement venue for their wedding.
Demanding careers diminish the romance between Jack and Jill.
Jill and Mikey argue over getting a bouncer for the bar; Jack tells Elisa her perceptions of Elisa's new boyfriend.
Barto learns that his new girlfriend is dating others; Jack and Elisa compete for a job.
Jack feels overanalyzed by Elisa's new psychiatrist boyfriend.
Jack and Jill search for the perfect apartment; Mikey wants Jill as a business partner.
Jack reunites with an old flame; Jill considers the single life.
Jack and Jill meet their future in-laws.
Jill plans to make a marriage proposal to Jack.
At Jill's ex-girlfriend's wedding, Jack and Jill consider their future.
Jack and Jill decide to live together for the summer while Audrey and Barto are away; Mikey moves in on a famous actress (Rebecca Romijn).
Jack puts the relationship in jeopardy when she snoops in Jill's apartment.
Jill photographs Jack in the nude for an art assignment; Barto considers leaving medical work after he fails to save a stranger's life.
Elisa becomes friends with one of Mikey's dates (Elizabeth Berkley); Jack and Jill face an awkward misunderstanding.
Unemployed Jill frets about his future; Elisa crashes at Jack's place.
With the pressure of St. Valentine's Day, the friends begin to perceive weirdness in their relationships.
Jill confesses his feelings to Jack, who is torn in her feelings between Jill and Matt.
A mysterious ice-cream man grants Jill his greatest wish; Jack wrestles with financial problems.
Jack and Jill get trapped overnight in the laundry room.
Jill finds Matt in a compromising situation; Jill's friends have mixed reactions to his new girlfriend.
Jack considers moving forward in her relationship with Matt; a man sues Jill for stealing his wife.
Jill prepares to square off in the boxing ring with an unscrupulous co-worker.
Jill finally asks Jack out on a date but ends up blowing her off for work.
Jill loses his cool when Mikey takes his 17-year-old sister out clubbing.
Jill dates his fantasy girl from high school; Jack denies anything exists between herself and Jill.
Jill, Barto and Mikey throw a party to attract new women to the apartment.
The head of the toy company (Bill Macy) expresses interest in one of Jill's designs; Jack investigates sanitary conditions in top restaurants.
Jill and Elisa move in together; Jack's ex-fiance seeks reconciliation; a toy prototype's disappearance puts Jill's job on the line.
A young woman (Amanda Peet) moves to New York City and hits it off with a toy designer (Ivan Sergei) living upstairs.