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.

Not every sequel can capture the magic — or the audience numbers — of its predecessor. Just ask Ben Stiller about Zoolander 2. In an excerpt from David Duchovny‘s upcoming Fail Better podcast shared ...

Stiller portrayed model Derek Zoolander in the comedy, which he also wrote and directed. He then starred in The Royal Tenenbaums, Along Came Polly, Starsky & Hutch, Dodgeball: A True Underdog Story ...

These models shouldn’t have walked the runway a second time. Ben Stiller said that the failure of “Zoolander 2” blindsided him, as he reflected on the film with David Duchovny on Duchovny’s podcast, ...

Add Yahoo as a preferred source to see more of our stories on Google. Is Derek Zoolander ready to show off his really, really, ridiculously good looks once more? As she pointed out, the 2001 film wasn ...

It’s been 20 years, and Hansel is still “so hot right now.” But it was almost Jake Gyllenhaal, not Owen Wilson, as the hippy-dippy male model in “Zoolander.” Gyllenhaal, 40, was in the running to play ...

Other nominees include Shailene Woodley from 'Divergent Series: Allegiant' for worst actress and "The Entire Cast of Once Respected Actors" from 'Collateral Beauty' for worst screen combo. By Kimberly ...

Despite creating a laugh-out-loud legacy with hit films like "Meet the Parents," "Zoolander" and "Tropic Thunder," the actor-director-writer-producer shows THR his very serious, private side in a far ...

With a reported budget of $50 million and a U.S. box office gross of only $29 million, “Zoolander 2” is one of the biggest flops of Ben Stiller‘s career. The writer-director-actor recently told ...

Bieber features prominently in the trailer as the victim of an assassination, and Cruz's character explains that he's the latest target in a plan to eliminate the ...