Entertainment

'Zoolander's 20 Best Celebrity Cameos, Because 'Zoolander 2' Totally Needs To Take Inspiration From These

The Zoolander performances that cling to memory are those from star and director Ben Stiller and a villainous (and perfectly coiffed) Will Ferrell, but the true heroes of Zoolander are the many celebrities roped in to cameo and, thus, parody themselves.

Zoolander is filled to the brim with celebrity cameos, boasting actors, models, musicians, and business tycoons all laying waste to any sense of self-seriousness. In celebration of the grand characteristic of being able to laugh at yourself... and, yes, in anticipation of the upcoming Zoolander sequel... here's a quick ranking of the best and worst of Zoolander's self-skewering celebrity cameos.

Image: Paramount Pictures

by Michael Arbeiter

Donald Trump

“Look, without Derek Zoolander, male modeling wouldn’t be what it is.”

Celebrates Derek Zoolander’s influence when interviewed about the male model extraordinaire. Makes more sense than he does in actual life.

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Darren McCollester/Getty Images News/Getty Images

Paris Hilton

“You rule.”

Does pretty much nothing.

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TED ALJIBE/AFP/Getty Images

Fred Durst

(Points amicably)

First beautiful celebrity by whom not to be distracted.

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Frazer Harrison/Getty Images Entertainment/Getty Images

Christian Slater

“It’s almost like there’s a light around him. He exudes beauty.”

Celebrates the aesthetic appeal of Derek, reminds us that he exists.

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MIKE CLARKE/AFP/Getty Images

Victoria Beckham

“He is a fashion icon.”

Sung the praises of Derek. Displayed apropos poshness, ditto spice.

Image: Getty

MIGUEL MEDINA/AFP/Getty Images

Mark Ronson

(Drops appropriately somber beat)

Deejays the joint funeral of Rufus, Brint, and Meekus. Could stand to have dressed up a bit.

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CARL COURT/AFP/Getty Images

A five-way tie between...

Heidi Klum, Gwen Stefani, Stephen Dorff, Sandra Bernhard, and Lucas Haas

None of them does anything, but it’s cool that they’re there.

Image: Getty

FREDERIC J. BROWN/AFP/Getty Images

Winona Ryder

“I just loved the way that you handled losing that award to Hansel, and then you sort of laid low for a while and then made your comeback… it was so courageous.”

Flirts dreamily with Derek, and clearly misunderstands the nature of courage.

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GABRIEL BOUYS/AFP/Getty Images

Tommy Hilfiger

“He’s my muse.”

Undercuts the severity of his artistic voice. Assures us further that he’s cool, and not actually a racist.

Image: Getty

JEWEL SAMAD/AFP/Getty Images

Cuba Gooding Jr.

“It’s almost like the new afro for the white man, but it’s beautiful.”

Makes an astute analogy during the opening montage of interviews. Laments then-recent decision to star in Snow Dogs.

Image: Getty

VALERY HACHE/AFP/Getty Images

Tom Ford

“I think about Derek every time I design a collection.”

Bonus points because this guy went on to direct A Single Man.

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JUSTIN TALLIS/AFP/Getty Images

Lil' Kim

(Applauds encouragingly)

Second beautiful celebrity by whom not to be distracted.

Image: Getty

ROBYN BECK/AFP/Getty Images

Lenny Kravitz

“These ain’t no Slashies, folks.”

Presents the Male Model of the Year Award to Derek… despite the fact that he didn’t actually win it. Maintains poise.

Image: Getty

VALERY HACHE/AFP/Getty Images

Lance Bass

(Points admiringly)

Third beautiful celebrity by whom not to be distracted.

Image: Getty

DON EMMERT/AFP/Getty Images

Tyson Beckford

“You’re not a kid anymore. You could hurt yourself out there.”

Proves a loyal friend to Derek in his time of need: the walk-off.

Image: Getty

JOHN THYS/AFP/Getty Images

Fabio

“What this, the Slashie, means… is you consider me the best Actor-Slash-Model… and not the other way around.”

Wins the coveted Slashie, and accepts it with grace.

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David Livingston/Getty Images Entertainment/Getty Images

Natalie Portman

“He’s almost too good-looking. That would be my main deterrent in pursuing a relationship.”

Speaks in awe of Derek during interview.

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ANDREW COWIE/AFP/Getty Images

Garry Shandling

(Gives thumbs up menacingly)

Fourth beautiful celebrity by whom not to be distracted.

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AFP/AFP/Getty Images

David Bowie

“I believe I might be of assistance.”

Judges Derek and Hansel’s walk-off competition. Tears off sunglasses. Earns screen credit.

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RALPH GATTI/AFP/Getty Images

Billy Zane

“It’s a walk-off!”

Is a cool dude.

Image: Getty

CARL COURT/AFP/Getty Images
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