When Jennifer Aniston was cast as Chotchkie's waitress—and Peter's love interest—Joanna, she was Judge's fulfillment of Fox's desire for some star power. And the casting of the Friends star, then halfway through the hit show's 10-year reign, meant that the role had to beefed up and altered in ways befitting the star—most notably, writing her out of the film's sex-dream sequence. In the years following the film's release, she went on to become, you know, one of Hollywood's biggest stars. After Friends wrapped in 2004, she found continued success on the big screen, starring in films like The Break-Up, Marley & Me, Horrible Bosses, Cake, and Dumplin', though she'll be making her long-awaited return to series regular TV in Apple's upcoming untitled morning show drama co-starring Reese Witherspoon.

And then there's her personal life, which has made her a tabloid fixture ever since the tied to knot with Brad Pitt a year after Office Space was released. They famously split in 2005 when he fell for Angelina Jolie. After dating the likes of Vince Vaughn and John Mayer, she married Justin Theroux in 2015. They split after two years. And only one of her ex-husbands was invited to her 50th birthday celebration in February 2019. Sorry, Justin!