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Ben Stiller News Archive

Penelope Cruz & Ben Stiller Dress Up Fancy While Owen Wilson Throws On A Confusing Sweater For Zoolander 2 In Madrid

| Filed under: Film FlickersFashion SmashionPenelope CruzOwen WilsonBen StillerRed CarpetVersace

Ben Stiller, Penelope Cruz, and Owen Wilson attend Zoolander 2 premiere.

Strike a pose!

Penelope Cruz and Derek Zoolander Ben Stiller had no trouble at all with giving their model best at the Zoolander 2 premiere in Madrid on Monday.

Related: Ben Defends Justin Bieber

Ben was all about that Blue Steel while Penelope kept it casual and still managed to look like a goddess.

Of course that strapless, white-and-gold Atelier Versace gown helped, but her exquisite beauty will always stand on its own!

Then there was Owen Wilson in a sweater with some sort of cave painting situation going on. Are those antelope or horses prancing around???

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Heidi Klum & Ben Stiller Show Who's The Better Model At A Zoolander 2 Screening

| Filed under: Film FlickersFashion SmashionHeidi KlumBen StillerRed Carpet

Ben and Heidi give Blue Steel in Sydney.

Too much Blue Steel!

We can't handle the combined hotness of Heidi Klum and Ben Stiller!

At a screening of Zoolander 2 in Sydney on Tuesday, the two were on their ridiculously good-looking game as seasoned red carpet professionals.

Related: Katy Perry & Derek Sing '80s Classics

Heidi may have even outranked Derek in her cut-out black Bec & Bridge gown that revealed skin from every angle, although the one-time male model of the year looked dashing in his blue suit.

However! Only one of these two can brag about having an American Vogue cover!

Hmm…we guess this one's a draw.

[Image via Getty Images.]

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Derek Zoolander & Penelope Cruz Bring Blue Steel To Vogue's February Cover!

| Filed under: Silly!Fashion SmashionPenelope CruzAnna WintourBen StillerSpread 'EmVogueJoan SmallsHIGHlariousCover ShotGigi Hadid

Derek Zoolander and <a href=
Holy crap, this is actually unbelievable!

Anna Wintour is like a president on the last year of her last term — she doesn't care anymore!

Related: Anna & Derek Meet BTS At Valentino

The formidable editor-in-chief of the world's most important fashion magazine has actually deigned to put Ben Stiller as Derek Zoolander on the cover of Vogue's February issue.

Penelope Cruz also makes the shot, but STILL! We would have expected Derek in the spread but not on the actual mag cover! And doing Blue Steel too? We're in fashion heaven!

The editorial features more of DZ and PC doing more really, really, ridiculously good-looking model stuff like having a walk-off and going out for orange mocha frappuccinos.

Just kidding! But it does have some hilarious shots of Derek with a saddle on his back while Penelope takes a pic, LOLz!

Enjoy the silly shoot in the gallery featuring models like Joan Smalls and Gigi Hadid (above)!

[Image via Vogue.]

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Anna Wintour Loves Her Some Zoolander

| Filed under: Fashion SmashionLove LineDiddyAnna WintourBen StillerBookzVogueGrace CoddingtonAnnie Leibovitz

anna-wintour-had-a-crush-on-ben-stiller-says-grace-coddington.jpg

Believe it or not, there was a time when Anna Wintour was all hot and bothered over a certain male model: Derek Zoolander!

In Grace Coddington’s memoir, she gives little peeks into what the Vogue editor is really like, including her crushes!

She talked about Benny, saying:

"I think (the Ben Stiller shot by Annie Leibovitz for a couture story in Paris) was decided upon, really, because Anna had a crush on Ben.”

We can see it. After all, he’s a model, idiot!

What's more shocking are Anna's other crushes like Roger Federer and, wait for it, PUFF DADDY!

That’s right, Puffy could have been Diddy-ing Anna back in the day. Ha!

Well, we can’t wait to read this memoir if there are juicy deets like this. Bring it on!

[Image via Daniel Deme and FayesVision/WENN.]

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Jennifer Aniston & Justin Theroux Are Stylin' For Stiller

| Filed under: Jennifer AnistonFashion SmashionLove LineAwardzBen StillerRed CarpetTom FordValentino

Twinsies!

Jennifer Aniston and her fiancé, Justin Theroux got all matchy matchy Thursday night for the American Cinematheque Award Gala honoring her Along Came Polly co-star Ben Stiller.

The couple arrived at the Beverly Hilton in coordinating ensembles, Jen in a black and white strapless Valentino gown and Tom Ford heels, and Justin in a classic tux.

A Valentino clutch, diamond jewels and messy tresses polished off the future Mrs. Theroux's look.

They're totes the A-list version of Kimye! Ha!

[Image via Brian To/WENN.]

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