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90s nostalgia
June 20, 2013

Brad Pitt: 25 Years of Red-Carpet Looks

By Margaret Lyons

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Photo: Kevin Mazur Archive 1

It’s hard to remember a time when Brad Pitt wasn’t famous. It seems like his chiseled visage has always been a part of the hunk spectrum! Those blue eyes, those pouty lips, that ever-changing hairstyle — there’s a Brad Pitt for every era. Let’s look back at his red-carpet appearances since he first broke onto the scene in the eighties and marvel at some of the bafflingly hideous fashion choices he’s made along the way. Bring your own vests and sunglasses, friends.

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1 / 90 Photos
When this photo was taken, Dallas's Shalane McCall was the famous one. When this photo was taken, Dallas's Shalane McCall was the famous one.

When this photo was taken, Dallas's Shalane McCall was the famous one.

Photo: Ron Galella, Ltd./1988 Ron Galella, Ltd.
We're in for so many more hair/glasses/facial hair combos. We're in for so many more hair/glasses/facial hair combos.

We're in for so many more hair/glasses/facial hair combos.

Photo: Barry King
With Christina Applegate and the same leather jacket. With Christina Applegate and the same leather jacket.

With Christina Applegate and the same leather jacket.

Photo: Barry King
With scream queen Jill Schoelen and some serious bad-idea hats. With scream queen Jill Schoelen and some serious bad-idea hats.

With scream queen Jill Schoelen and some serious bad-idea hats.

Photo: Ron Galella, Ltd./1988 Ron Galella, Ltd.
Is that a Blossom hat — pre-Blossom? Is that a Blossom hat — pre-Blossom?

Is that a Blossom hat — pre-Blossom?

Photo: Ron Galella, Ltd./1989 Ron Galella, Ltd.
With Juliette Lewis at the premiere of Thelma & Louise. With Juliette Lewis at the premiere of Thelma & Louise.

With Juliette Lewis at the premiere of Thelma & Louise.

Photo: Ron Galella
And again at the Oscars the following year. Theory: This is the most 1992 photo ever. And again at the Oscars the following year. Theory: This is the most 1992 photo ever.

And again at the Oscars the following year. Theory: This is the most 1992 photo ever.

Photo: Jim Smeal/?2003 All Rights Reserved
Long hair, full beard, no glasses. Man, Brad Pitt wore some voluminous clothes. Long hair, full beard, no glasses. Man, Brad Pitt wore some voluminous clothes.

Long hair, full beard, no glasses. Man, Brad Pitt wore some voluminous clothes.

Photo: Ron Galella, Ltd./1992 Ron Galella, Ltd.
Longer hair, less beard, more mom jeans. Longer hair, less beard, more mom jeans.

Longer hair, less beard, more mom jeans.

Photo: Ron Galella/2003 All Rights Reserved
Message to Brad Pitt from 2013: GET A SMALLER JACKET. THANKS. Message to Brad Pitt from 2013: GET A SMALLER JACKET. THANKS.

Message to Brad Pitt from 2013: GET A SMALLER JACKET. THANKS.

Photo: Ron Galella
At the Independent Spirit Awards, a vesty occasion if ever there were. At the Independent Spirit Awards, a vesty occasion if ever there were.

At the Independent Spirit Awards, a vesty occasion if ever there were.

Photo: Ron Galella, Ltd./1993 Ron Galella, Ltd.
Shoulder-length hair, no glasses, just weird under-chin beard. Shoulder-length hair, no glasses, just weird under-chin beard.

Shoulder-length hair, no glasses, just weird under-chin beard.

Photo: Ron Galella/2003 All Rights Reserved
Bleached hair, oddly pointy beard, and another ill-fitting shirt. Bleached hair, oddly pointy beard, and another ill-fitting shirt.

Bleached hair, oddly pointy beard, and another ill-fitting shirt.

Photo: Jeff Kravitz
Oh no, the too-big tops disease is contagious. Oh no, the too-big tops disease is contagious.

Oh no, the too-big tops disease is contagious.

Photo: Jim Smeal/2003 All Rights Reserved
The Se7en-era short hair begins. The Se7en-era short hair begins.

The Se7en-era short hair begins.

Photo: Jim Smeal
Sigh. Sigh.

Sigh.

Photo: Fred Duval
Even Gwyneth fell prey to the super-sleeves. Even Gwyneth fell prey to the super-sleeves.

Even Gwyneth fell prey to the super-sleeves.

Photo: SGranitz
Brad Pitt was really into these sunglasses. Brad Pitt was really into these sunglasses.

Brad Pitt was really into these sunglasses.

Photo: Kevin Mazur Archive
Really, really. Really, really.

Really, really.

Photo: KMazur
He even got a pair for GP. He even got a pair for GP.

He even got a pair for GP.

Photo: Ron Galella, Ltd./1996 Ron Galella, Ltd.
If you were that good-looking, you'd want to date your twin, too. If you were that good-looking, you'd want to date your twin, too.

If you were that good-looking, you'd want to date your twin, too.

Photo: Kevin Mazur Archive 1
Now Pitt has segued into his big-open-collar phase. Now Pitt has segued into his big-open-collar phase.

Now Pitt has segued into his big-open-collar phase.

 

Photo: Jim Smeal/2003 All Rights Reserved
Short mussy hair, tiny scraggly chin beard. Short mussy hair, tiny scraggly chin beard.

Short mussy hair, tiny scraggly chin beard.

Photo: Brenda Chase
Slightly more beard, a lot more collar. Slightly more beard, a lot more collar.

Slightly more beard, a lot more collar.

Photo: Ron Galella, Ltd./1998 Ron Galella, Ltd.
Oh, sigh again. Oh, sigh again.

Oh, sigh again.

Photo: Jeff Kravitz
The man likes distinctive eyewear. The man likes distinctive eyewear.

The man likes distinctive eyewear.

Photo: Dan Callister
Enough weird chin hair, Brad Pitt! Enough weird chin hair, Brad Pitt!

Enough weird chin hair, Brad Pitt!

Photo: Brenda Chase
What an innocent time for all of us. What an innocent time for all of us.

What an innocent time for all of us.

Photo: Steve Granitz
Back to short hair! For both Brad and Jen. Back to short hair! For both Brad and Jen.

Back to short hair! For both Brad and Jen.

Photo: Kevin Winter
These are not wax figures, these are actual humans. These are not wax figures, these are actual humans.

These are not wax figures, these are actual humans.

Photo: Gregg DeGuire
Again with the glasses. Again with the glasses.

Again with the glasses.

Photo: Gregg DeGuire
Those are not even good-looking glasses! Come on. Those are not even good-looking glasses! Come on.

Those are not even good-looking glasses! Come on.

Photo: KMazur/2002 Wireimage.com
Upgrade on the glasses, downgrade on the beard. Upgrade on the glasses, downgrade on the beard.

Upgrade on the glasses, downgrade on the beard.

Photo: SGranitz
So much beard. So much beard.

So much beard.

Photo: LUCY NICHOLSON
Can you flatiron a beard? Can you flatiron a beard?

Can you flatiron a beard?

Photo: Kevin Winter
Back to those effin' sunglasses! Back to those effin' sunglasses!

Back to those effin' sunglasses!

Photo: Vinnie Zuffante
Just a normal orange leather zip-up shirt, like everyone has. Just a normal orange leather zip-up shirt, like everyone has.

Just a normal orange leather zip-up shirt, like everyone has.

Photo: Jon Kopaloff/2002 Getty Images
Back at the Independent Spirit Awards. Back at the Independent Spirit Awards.

Back at the Independent Spirit Awards.

Photo: Gregg DeGuire
FINALLY. Dress and groom yourself like this at all times, Brad Pitt. FINALLY. Dress and groom yourself like this at all times, Brad Pitt.

FINALLY. Dress and groom yourself like this at all times, Brad Pitt.

Photo: Steve Granitz
Or this. Or this.

Or this.

Photo: Sylvain Gaboury/Copyright DMI Photo™
This is not bad, either. This is not bad, either.

This is not bad, either.

Photo: Evan Agostini/2004 Getty Images
Also excellent! A streak! Also excellent! A streak!

Also excellent! A streak!

Photo: Jon Kopaloff
Streak over. That is a weird coat. Streak over. That is a weird coat.

Streak over. That is a weird coat.

Photo: Vince Bucci/2004 Getty Images
At least he's not wearing those sunglasses. At least he's not wearing those sunglasses.

At least he's not wearing those sunglasses.

Photo: Franco Origlia/2004 Getty Images
No comment. No comment.

No comment.

Photo: Vince Bucci/2005 Getty Images
Just a month after Mr. & Mrs. Smith came out. Just a month after Mr. & Mrs. Smith came out.

Just a month after Mr. & Mrs. Smith came out.

Photo: Kevin Winter/2005 Getty Images
Better! Better!

Better!

Photo: KMazur
No shame in sticking with what works. No shame in sticking with what works.

No shame in sticking with what works.

Photo: Bryan Bedder/2006 Getty Images
Hmm. Something is off about this. Hmm. Something is off about this.

Hmm. Something is off about this.

Photo: Kevin Winter/2007 Getty Images
This is how movie stars should look. This is how movie stars should look.

This is how movie stars should look.

Photo: Frazer Harrison/2007 Getty Images
Controversial but true: Brad Pitt looks better as a non-blond. Controversial but true: Brad Pitt looks better as a non-blond.

Controversial but true: Brad Pitt looks better as a non-blond.

Photo: Sean Gallup/2007 Getty Images
We are so jubilant and beautiful! We are so jubilant and beautiful!

We are so jubilant and beautiful!

Photo: Kevin Winter/2007 Getty Images
More sunglasses. More sunglasses.

More sunglasses.

 

Photo: Ethan Miller/2007 Getty Images
Good Lord. Good Lord.

Good Lord.

 

Photo: George Pimentel/2007 George Pimentel
WTF?! WTF?!

WTF?!

Photo: FRANCOIS GUILLOT/2007 AFP
That is some perfectly imperfect hair toussling. That is some perfectly imperfect hair toussling.

That is some perfectly imperfect hair toussling.

Photo: Francois Durand/2007 Getty Images
This is actually a different gray three-piece suit. This is actually a different gray three-piece suit.

This is actually a different gray three-piece suit.

Photo: George Pimentel/2007 George Pimentel
That hat is not your friend. That hat is not your friend.

That hat is not your friend.

Photo: Frederick Brown/2007 Getty Images
Neither is that haircut. Neither is that haircut.

Neither is that haircut.

Photo: Frazer Harrison/2008 Getty Images
Help him, Angelina. Help him, Angelina.

Help him, Angelina.

Photo: George Pimentel/2008 George Pimentel
Millennia from now, when alien civilizations discover our artifacts, they will assume these people were our gods. I am fine with that. Millennia from now, when alien civilizations discover our artifacts, they will assume these people were our gods. I am fine with that.

Millennia from now, when alien civilizations discover our artifacts, they will assume these people were our gods. I am fine with that.

Photo: Dominiq...

Millennia from now, when alien civilizations discover our artifacts, they will assume these people were our gods. I am fine with that.

Photo: Dominique Charriau/2008 Dominique Charriau
Scarf-y! Scarf-y!

Scarf-y!

Photo: Stephen Lovekin/2008 Getty Images
Spoke to soon. That's scarf-y. Spoke to soon. That's scarf-y.

Spoke to soon. That's scarf-y.

Photo: Jon Furniss/2008 Jon Furniss
When in doubt, always go for a classic look. When in doubt, always go for a classic look.

When in doubt, always go for a classic look.

Photo: Jon Kopaloff/2008 Jon Kopaloff
Even when not in doubt! Classics are always the right choice. Even when not in doubt! Classics are always the right choice.

Even when not in doubt! Classics are always the right choice.

Photo: Jason Merritt/2009 Getty Images
Somehow even the mustache works. Somehow even the mustache works.

Somehow even the mustache works.

Photo: Jason Merritt/2009 Getty Images
Though this facial hair is better. Though this facial hair is better.

Though this facial hair is better.

Photo: JEWEL SAMAD/2009 AFP
More scarves! More scarves!

More scarves!

Photo: Gareth Cattermole/2009 Getty Images
More perfect tuxes! More perfect tuxes!

More perfect tuxes!

Photo: Pascal Le Segretain/2009 Getty Images
More sunglasses! More sunglasses!

More sunglasses!

Photo: Lester Cohen/2009 Lester Cohen
Uh-oh. Uh-oh.

Uh-oh.

Photo: Frazer Harrison/2010 Getty Images
I get that you have to grow your hair and your beard in certain ways for certain roles. But that knit hat is 100 percent Pitt's choice, and it's 100 percent wrong. I get that you have to grow your hair and your beard in certain ways for certain roles. But that knit hat is 100 percent Pitt's choice, and it's 100 percent wrong.

I get that you have to grow your hair and your beard in certain ways for certain roles. But that knit hat is 100 percent Pitt's choice, and it's 100 p...

I get that you have to grow your hair and your beard in certain ways for certain roles. But that knit hat is 100 percent Pitt's choice, and it's 100 percent wrong.

Photo: Fergus McDonald/2010 Getty Images
Whew, thank God. Whew, thank God.

Whew, thank God.

Photo: John Shearer/2010 Getty Images
Scarves and sunglasses! (And is that an angora sweaterdress?) Scarves and sunglasses! (And is that an angora sweaterdress?)

Scarves and sunglasses! (And is that an angora sweaterdress?)

Photo: Jamie McCarthy/2010 FilmMagic
Intrigue! Intrigue!

Intrigue!

Photo: Elisabetta Villa/2010 Getty Images
Why the affection for gradient lenses? Why the affection for gradient lenses?

Why the affection for gradient lenses?

Photo: Jason Merritt/2011 Getty Images
Not that these glasses are much better. Not that these glasses are much better.

Not that these glasses are much better.

Photo: Ian Gavan/2011 Getty Images
Good God, man. Good God, man.

Good God, man.

Photo: Kevin Winter/2011 Getty Images
Return of the longer hair! Stay-turn of the gradient glasses. Return of the longer hair! Stay-turn of the gradient glasses.

Return of the longer hair! Stay-turn of the gradient glasses.

Photo: Michael Buckner/2011 Getty Images
Retire those glasses, friend. Retire those glasses, friend.

Retire those glasses, friend.

Photo: Jun Sato/2011 Jun Sato
Another three-piece suit. Another three-piece suit.

Another three-piece suit.

Photo: Jemal Countess/2011 Getty Images
And another. And finally some respectable eyewear. And another. And finally some respectable eyewear.

And another. And finally some respectable eyewear.

Photo: Jason Merritt/2011 Getty Images
You are so pretty, Brad Pitt. You are so pretty, Brad Pitt.

You are so pretty, Brad Pitt.

Photo: Christopher Polk/2012 Getty Images
Even with a cane. Even with a cane.

Even with a cane.

Photo: Frazer Harrison/2012 Getty Images
Do those lenses have to be tinted? Do those lenses have to be tinted?

Do those lenses have to be tinted?

Photo: Pascal Le Segretain/2012 Getty Images
Remember? Remember?

Remember?

Photo: Kevin Mazur/2012 Kevin Mazur
You're a global superstar. Someone will hem your pants for you. You're a global superstar. Someone will hem your pants for you.

You're a global superstar. Someone will hem your pants for you.

Photo: Mike Marsland/2012 Mike Marsland
And wash your hair for you too. And wash your hair for you too.

And wash your hair for you too.

Photo: Stephen Lovekin/2012 Getty Images
He's holding sunglasses. That still counts. He's holding sunglasses. That still counts.

He's holding sunglasses. That still counts.

Photo: Pascal Le Segretain/2013 Getty Images
That's some long hair for a 49-year-old. That's some long hair for a 49-year-old.

That's some long hair for a 49-year-old.

Photo: AFP/2013 AFP
1 / 90

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  • slideshow
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  • fashion
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