Season 1 poster

Season 1

(1999)

Cast

Ivan Sergei as David 'Jill' Jillefsky
Ivan Sergei

as David 'Jill' Jillefsky

Amanda Peet as Jacqueline 'Jack' Barrett
Amanda Peet

as Jacqueline 'Jack' Barrett

Justin Kirk as Bartolomew 'Barto' Zane
Justin Kirk

as Bartolomew 'Barto' Zane

Sarah Paulson as Elisa Cronkite
Sarah Paulson

as Elisa Cronkite

Jaime Pressly as Audrey Griffin
Jaime Pressly

as Audrey Griffin

Simon Rex as Michael 'Mikey' Russo
Simon Rex

as Michael 'Mikey' Russo

Episodes

These Are the Days (a.k.a Pilot) poster

These Are the Days (a.k.a Pilot) 0.0

September 26, 1999

Sparks fly between Jacqueline "Jack" Barrett and David "Jill" Jillefksy when they meet in New York---after she leaves h…

The Awful Truth poster

The Awful Truth 0.0

October 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 reconciliat…

Moving On poster

Moving On 0.0

October 10, 1999

In an attempt to meet new women, Jill and Barto throw a party. Jill invites Elisa thinking she'll feel too uncomfortabl…

Welcome to the Working Week poster

Welcome to the Working Week 0.0

October 17, 1999

Jill's boss, Mr. Ashton dies before he can give Jill a promised promotion. Jill insults his new boss during a business …

Not Just a River in Egypt poster

Not Just a River in Egypt 0.0

October 24, 1999

While on an assignment together, Elisa and Jack get into a fight over the kiss with Jill that Jack lied about. Jill goe…

She Ain't Heavy poster

She Ain't Heavy 0.0

November 7, 1999

Jill's younger sister Abby comes to visit. Elisa goes to dinner and to a play solo. Audrey and Barto sleep together. Mi…

Fear and Loathing in Gotham poster

Fear and Loathing in Gotham 0.0

November 14, 1999

Jack agrees to have dinner with Jill, intending to tell him that she can't date him because of her friendship with Elis…

Men Will Be Boys poster

Men Will Be Boys 0.0

November 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 Nig…

Pseudos, Sex and Sidebars poster

Pseudos, Sex and Sidebars 0.0

December 19, 1999

Jill is sued for breaking up a marriage and Jack begins to doubt her relationship with Matt when Jill insinuates that J…

To Be Perfectly Honest poster

To Be Perfectly Honest 0.0

January 16, 2000

Jill's suspicions are aroused when he sees Matt with another women, and he contemplates telling Jack. Meanwhile, Jill's…

Bad Timing and Dirty Laundry poster

Bad Timing and Dirty Laundry 0.0

January 23, 2000

Barto takes Audrey to meet his snobbish parents after she overhears his mother's invitation on the answering machine. M…

When You Wish Upon A Car poster

When You Wish Upon A Car 0.0

January 30, 2000

In the morning, Jack and Jill lie sleeplessly in their respective beds when a passing ice cream truck sets off a loud c…

Animal Planet (1) poster

Animal Planet (1) 0.0

February 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…

Animal Planet (2) poster

Animal Planet (2) 0.0

February 13, 2000

Jack chooses between Jill and Matt; and Eliza swears to Jonathon that she doesn't want anything for Valentine's Day. Me…

The #@$%!*& Future poster

The #@$%!*& Future 0.0

February 20, 2000

Relationships become strained as Jack and Jill realize they're revealing too much about their love lives to their frien…

Under Pressure poster

Under Pressure 0.0

February 27, 2000

New roommates Mikey and Eliza clash when she becomes too chummy with one of Mikey's dates. Meanwhile, Jack and Jill spa…

Lovers and Other Strangers poster

Lovers and Other Strangers 0.0

March 5, 2000

Barto starts seeing the ghost of his mad school cadaver after he tries and fails to save a bystander suffering a heart …

A Key Exchange poster

A Key Exchange 0.0

March 12, 2000

Elisa and Mikey find that being roommates is difficult. Elisa is a complete slob, and Mikey eats all of her food. Mikey…

Starstruck poster

Starstruck 0.0

March 19, 2000

Audrey's Agent strokes her infatuation with Hollywood, leaving Barto feeling neglected and vulnerable to sympathy from …