Jack & Jill 1999 | TV Show Watchlist

Back To:Episode Guide

Season 1, Episode 8 Men Will Be Boys

First Aired: November 21, 1999

When a co-worker (Sean O'Bryan) takes credit for his idea, Jill challenges him to a boxing match that becomes a story assignment for Matt (Josh Hopkins) and Jack. Meanwhile, Barto's pursuit of Audrey (Jaime Pressly) hits another obstacle when she begins flirting with an influential theatrical agent; and Elisa rhapsodizes over a mystery man (Chad Willett). Jack: Amanda Peet. Jill: Ivan Sergei.

Guest Cast

Chad Willett Mystery Man
Victor Togunde Bartender/Referee
Timothy Omundson Travis Cutler
Gary Marks Eddie Naima
Vito D'Ambrosio Mark Botel
Sean O'Bryan Stan
Joseph D. Reitman Frankie
Josh Hopkins Matt

Cast & Details See all »
  • Premiered: September 26, 1999
  • Rating: None
  • Premise: Soapy, romantic drama about twentysomethings wrestling with modern love. They meet in Manhattan after one leaves her groom at the altar and the other's girlfriend asks him to move in. (more)
Cast
Amanda Peet Amanda Peet Jacqueline `Jack' Barrett
Ivan Sergei Ivan Sergei David `Jill' Jillefsky
Jaime Pressly Jaime Pressly Audrey
Justin Kirk Justin Kirk Barto
Simon Rex Simon Rex Mikey
Sarah Paulson Sarah Paulson Elisa

Show More »

Trending TonightSee all »

Watch This

Conviction
You won't believe the Conviction cast's secret talents

Who knew?

Shop

Popular Shows

Popular Movies

Popular Celebrities

Popular Videos