On the occasion of Zoolander's 20th anniversary, Ben Stiller recalls how Jake Gyllenhaal tried out for the 2001 film Jake Gyllenhaal was almost part of an iconic comedy that premiered 20 years ago.

Sure, Jake Gyllenhaal may be really, really, ridiculously good looking, but it seems that even his charm and good looks couldn't land him the role of Hansel in Zoolander. This is where Jake comes into ...

Zoolander didn’t initially do well. It was released just weeks after the infamous date of 9/11/2001 on September 28. As a result, the country wasn’t in the mood for silliness. In a group phone ...

Ben Stiller said that Jake Gyllenhaal auditioned for the part of Hansel in "Zoolander." Stiller told Esquire that Owen Wilson was a doubt due to scheduling conflicts so they held auditions. Will ...

The role of Hansel in Zoolander almost went to another "really, really, ridiculously good looking" actor, according to Ben Stiller. Stiller told Esquire that although Wilson was his first choice for ...

This year marks the 20th anniversary of the cult classic comedy Zoolander and Ben Stiller and crew had a number of interesting revelations to share about the film. In an exclusive interview with ...

Zoolander‘s 20th anniversary presents plenty of opportunity for reflection. Not only did the film receive a sequel but also some SNL Weekend Update face time, along with this ^^^ surprise appearance ...

Great comedy often comes in duos. It’s true of classic comedy like Abbott and Costello, stoner comedy like that from Cheech and Chong, and modern-day comedy from the likes of Key and Peele. A joke ...

Add Yahoo as a preferred source to see more of our stories on Google. Gyllenhaal was at one point considered for the role of Hansel, which ultimately went to frequent Stiller collaborator Owen Wilson.

Sure, Jake Gyllenhaal may be really, really, ridiculously good looking, but it seems that even his charm and good looks couldn't land him the role of Hansel in Zoolander. This is where Jake comes into ...