Jack & Jill Season 1
S01 E01Sep 26, 1999
These Are the Days (a.k.a Pilot) Sep 26, 1999 Sparks fly between Jacqueline "Jack" Barrett and David "Jill" Jillefksy when they meet in New York---after she leaves her unfaithful fiancé and his girlfriend asks him to move in with her.
S01 E02Oct 3, 1999
The Awful Truth Oct 3, 1999 While up for a promotion, Jack's ex-fiancé shows up at her job and asks for her forgiveness and a chance at reconciliation. As Jill and Elisa try to adjust to living together, Jill's job is in jeopardy if he doesn't find a prototype toy he borrowed and lost. Meanwhile, Mikey moves into an unwilling Barto's apartment.
S01 E03Oct 10, 1999
Moving On Oct 10, 1999 In an attempt to meet new women, Jill and Barto throw a party. Jill invites Elisa thinking she'll feel too uncomfortable to go, but she shows up anyway and causes him to feel jealous the whole night while Barto spends his night trying to talk to Audrey. Meanwhile, Jill tries to have a one night stand to get over Danny.
S01 E04Oct 17, 1999
Welcome to the Working Week Oct 17, 1999 Jill's boss, Mr. Ashton dies before he can give Jill a promised promotion. Jill insults his new boss during a business meeting. Jack takes a job at a dirty restaurant in order to get a story on poor restaurant sanitation. Audrey is afraid to break up with her director boyfriend after he gets her an important role. Jack tries to help Elisa and Jill get back together but Elisa can't help feeling that there is something between Jack and Jill. Jill contemplates leaving Major Toys but later makes peace with the new boss, Theodore.
S01 E05Oct 24, 1999
Not Just a River in Egypt Oct 24, 1999 While on an assignment together, Elisa and Jack get into a fight over the kiss with Jill that Jack lied about. Jill goes on a date with a woman he had a crush on in high school. When Jill starts falling in love with her, he realizes that she is not being completely honest with him and Jack realizes that she is in denial over having feelings for him. Meanwhile, Barto tries to start things up with Audrey by helping her get over her fear of singing a solo.
S01 E06Nov 7, 1999
She Ain't Heavy Nov 7, 1999 Jill's younger sister Abby comes to visit. Elisa goes to dinner and to a play solo. Audrey and Barto sleep together. Mikey takes Abby to a night club and Jill goes to find her. Jill and Abby have a fight but later part on good terms. Barto sees Audrey hanging out with Travis, the director again and he is crushed.
S01 E07Nov 14, 1999
Fear and Loathing in Gotham Nov 14, 1999 Jack agrees to have dinner with Jill, intending to tell him that she can't date him because of her friendship with Elisa, but when a new reporter, Matt Prophet, comes to WNKW, Jack cancels her dinner plans in order to work with Matt. Meanwhile, Barto's grades suffer because he can't stop thinking about his one-night stand with Audrey; Audrey begins to doubt her relationship with Travis; and Mikey attends a singles sminar with Elisa.
S01 E08Nov 21, 1999
Men Will Be Boys Nov 21, 1999 When Jill's co-worker Stan takes credit for his idea, Jill challenges him to a boxing match at Mikey's Office Fight Night at the bar. Jack and Matt cover the story of Jill's fight for WNKW and which causes Jill's jealousy to rise. Meanwhile, Barto asks Audrey out to celebrate a good review of her musical and Elisa feels a connection with a stranger she passes on the street.
S01 E09Dec 19, 1999
Pseudos, Sex and Sidebars Dec 19, 1999 Jill is sued for breaking up a marriage and Jack begins to doubt her relationship with Matt when Jill insinuates that Jack may not be the only lady in Matt's life. Meanwhile, Audrey frets when Barto starts hanging out with a female study buddy; Elisa continues to hunt for her mystery man; and Mikey gets an unwanted promotion that requires him to fire one of the waitresses.
S01 E10Jan 16, 2000
To Be Perfectly Honest Jan 16, 2000 Jill's suspicions are aroused when he sees Matt with another women, and he contemplates telling Jack. Meanwhile, Jill's tactless girlfriend offends Mikey.
S01 E11Jan 23, 2000
Bad Timing and Dirty Laundry Jan 23, 2000 Barto takes Audrey to meet his snobbish parents after she overhears his mother's invitation on the answering machine. Meanwhile, Elisa finally gets to man, and Jack and Jill get stuck in the laundry room, ruining their dates with Matt and Allison.
S01 E12Jan 30, 2000
When You Wish Upon A Car Jan 30, 2000 In the morning, Jack and Jill lie sleeplessly in their respective beds when a passing ice cream truck sets off a loud car alarm. Both of them run out to shut it off, but Jill must finally yank out a wire. The Ice Cream Man is so grateful that he promises to grant Jill his greatest wish. The next day, at Major Toys, Jill's boss announces that he is putting one of Jill's creations, Zantopia, into development. Jill tells the great news to Allison, who focuses on the career implications. Later, Jill becomes concerned when his boss makes changes to the project. Jack understands Jill's disappointment and sympathizes with him, while Allison thinks Jill shouldn't be upset since he is going to be promoted to vice president.Meanwhile, Jack is deeply in debt. She refuses to let Matt lend her money, choosing instead to work as a waitress at the @ Bar, where Mikey is a bartender. She is a terrible waitress and must quit. She pawns an antique brooch that her grandmother gave her. Matt buys it and g
S01 E13Feb 6, 2000
Animal Planet (1) Feb 6, 2000 As Jack ponders Jill's passionate declaration of his feelings for her, she learns Matt has gotten an offer for a job in Washington, D.C.
S01 E14Feb 13, 2000
Animal Planet (2) Feb 13, 2000 Jack chooses between Jill and Matt; and Eliza swears to Jonathon that she doesn't want anything for Valentine's Day. Meanwhile, Audrey injures her leg.
S01 E15Feb 20, 2000
The #@$%!*& Future Feb 20, 2000 Relationships become strained as Jack and Jill realize they're revealing too much about their love lives to their friends, Audrey and Barto.
S01 E16Feb 27, 2000
Under Pressure Feb 27, 2000 New roommates Mikey and Eliza clash when she becomes too chummy with one of Mikey's dates. Meanwhile, Jack and Jill spar over saying "I love you."
S01 E17Mar 5, 2000
Lovers and Other Strangers Mar 5, 2000 Barto starts seeing the ghost of his mad school cadaver after he tries and fails to save a bystander suffering a heart attack, Jill asks Jack to pose nude for his photography class.
S01 E18Mar 12, 2000
A Key Exchange Mar 12, 2000 Elisa and Mikey find that being roommates is difficult. Elisa is a complete slob, and Mikey eats all of her food. Mikey and Elisa hire Belinda as their maid. Meanwhile, Jill leaves a key to his apartment with Jack after locking himself out for the third time in a week. Jack sneaks a peek at Jill's journal and reads about the best sex of his life with another woman. Paranoid, she asks Mikey for advice, then surprises Jill by seducing him in a new way. Audrey and Barto's relationship is jeopardized when Barto gets a new study partner, Annie. While Barto contemplates an internship in Atlanta, Audrey gets a movie offer in Los Angeles. Barto scores a top grade in his final examination and celebrates with Annie. A jealous Audrey sees them together.
S01 E19Mar 19, 2000
Starstruck Mar 19, 2000 Audrey's Agent strokes her infatuation with Hollywood, leaving Barto feeling neglected and vulnerable to sympathy from Annie. Meanwhile, Jack and Jill consider moving in together.