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Celeb Storm Daily

Robert Downey Jr.: 30 Years of Red-Carpet Looks

Author

Emily Beck

Published Apr 04, 2026

By
Photo: Barry King/Sygma/Corbis and Gregg DeGuire/PictureGroup/Getty

Iron Man 3 opened this weekend to both box-office and critical success. But had you told anyone fifteen years ago that Robert Downey Jr. would be the face of that franchise, plus an Avenger, it would have sounded like a long shot. Downey’s infamous drug abuse derailed his career for a while — a long while, long enough for People magazine to have two different stories about him called “Hitting Bottom.” But he’s made quite the comeback! Now that he’s Sherlock Holmes, Iron Man, and a hell of a late-night guest, it seemed like the perfect time to go all the way back to the beginning and trace Robert Downey Jr.’s pop evolution, from the early bad-boy era to the modern-day Mr. Charming.

View 1 / 55 Photos
RDJ still wears jazzy jackets and statement glasses, but this is one of the few photos of him with his original teeth. RDJ still wears jazzy jackets and statement glasses, but this is one of the few photos of him with his original teeth.

RDJ still wears jazzy jackets and statement glasses, but this is one of the few photos of him with his original teeth.

Photo: Barry King/? Corbis. A...

RDJ still wears jazzy jackets and statement glasses, but this is one of the few photos of him with his original teeth.

Photo: Barry King/? Corbis. All Rights Reserved.
With Harvey Keitel. Think of RDJ's cigarettes in this slideshow like the silent cat in illustrated children's books. Is he on this page? There he is! With Harvey Keitel. Think of RDJ's cigarettes in this slideshow like the silent cat in illustrated children's books. Is he on this page? There he is!

With Harvey Keitel. Think of RDJ's cigarettes in this slideshow like the silent cat in illustrated children's books. Is he on this page? There he is!

...

With Harvey Keitel. Think of RDJ's cigarettes in this slideshow like the silent cat in illustrated children's books. Is he on this page? There he is!

Photo: Ron Galella, Ltd.
Anthony Michael Hall, Robert Rusler, and Robert Downey Jr. co-starred in Weird Science. But the real weird science is the variety of complexions on display in this one photo. Anthony Michael Hall, Robert Rusler, and Robert Downey Jr. co-starred in Weird Science. But the real weird science is the variety of complexions on display in this one photo.

Anthony Michael Hall, Robert Rusler, and Robert Downey Jr. co-starred in Weird Science. But the real weird science is the variety of complexions on di...

Anthony Michael Hall, Robert Rusler, and Robert Downey Jr. co-starred in Weird Science. But the real weird science is the variety of complexions on display in this one photo.

Photo: Ron Galella
There are so many eighties things going on here, but the most eighties thing of all is Sarah Jessica Parker's ankle bracelet. There are so many eighties things going on here, but the most eighties thing of all is Sarah Jessica Parker's ankle bracelet.

There are so many eighties things going on here, but the most eighties thing of all is Sarah Jessica Parker's ankle bracelet.

Photo: Ron Galella, Ltd...

There are so many eighties things going on here, but the most eighties thing of all is Sarah Jessica Parker's ankle bracelet.

Photo: Ron Galella, Ltd./1987 Ron Galella, Ltd.
That's the same jacket on SJP, right? That's the same jacket on SJP, right?

That's the same jacket on SJP, right?

Photo: Ron Galella, Ltd./1987 Ron Galella, Ltd.
At the fifth annual VMAs with Suzanne Vega. At the fifth annual VMAs with Suzanne Vega.

At the fifth annual VMAs with Suzanne Vega.

Photo: Ron Galella, Ltd./1988 Ron Galella, Ltd.
With Slash, also at the VMAs. With Slash, also at the VMAs.

With Slash, also at the VMAs.

Photo: Barry King
Look closely: That's a Dukakis/Bentsen pin. Look closely: That's a Dukakis/Bentsen pin.

Look closely: That's a Dukakis/Bentsen pin.

Photo: Ron Galella, Ltd./1988 Ron Galella, Ltd.
Oy, that beard is brutal. (With 1969 director Ernest Thompson.) Oy, that beard is brutal. (With 1969 director Ernest Thompson.)

Oy, that beard is brutal. (With 1969 director Ernest Thompson.)

Photo: Jeff Kravitz
With Justine Bateman and Leif Garrett, and the same jacket from the previous slide. With Justine Bateman and Leif Garrett, and the same jacket from the previous slide.

With Justine Bateman and Leif Garrett, and the same jacket from the previous slide.

Photo: Ron Galella
With Christian Slater, and a cigarette. And still with that sorry-looking facial hair. With Christian Slater, and a cigarette. And still with that sorry-looking facial hair.

With Christian Slater, and a cigarette. And still with that sorry-looking facial hair.

Photo: Ron Galella
You could swap Bruce Willis, Demi Moore, and Downey's eyebrows, and not even be able to tell. You could swap Bruce Willis, Demi Moore, and Downey's eyebrows, and not even be able to tell.

You could swap Bruce Willis, Demi Moore, and Downey's eyebrows, and not even be able to tell.

Photo: Ron Galella/1989 Ron Galella
SJP and RDJ at the Oscars. Aw. SJP and RDJ at the Oscars. Aw.

SJP and RDJ at the Oscars. Aw.

Photo: Barry King
Man, they dated for a long time. Man, they dated for a long time.

Man, they dated for a long time.

Photo: Ron Galella, Ltd.
They probably started measuring time in jackets and blazers. "Today is our ninth jacket anniversary." They probably started measuring time in jackets and blazers. "Today is our ninth jacket anniversary."

They probably started measuring time in jackets and blazers. "Today is our ninth jacket anniversary."

Photo: Jim Smeal
"Many happy returns of the blazers." "Many happy returns of the blazers."

"Many happy returns of the blazers."

Photo: Jean-Paul Aussenard
White stockings! White stockings!

White stockings!

Photo: Tom Wargacki
The bigger the jacket, the closer to God. Right, Sheryl Crow? The bigger the jacket, the closer to God. Right, Sheryl Crow?

The bigger the jacket, the closer to God. Right, Sheryl Crow?

Photo: Jeff Kravitz
With his father, Robert Downey Sr. And shorts. With his father, Robert Downey Sr. And shorts.

With his father, Robert Downey Sr. And shorts.

Photo: Time & Life Pictures/Time & Life Pictures
That's his sister Allison Downey, who apparently shared his affection for massive coats. That's his sister Allison Downey, who apparently shared his affection for massive coats.

That's his sister Allison Downey, who apparently shared his affection for massive coats.

Photo: Ron Galella
Remember when tinted glasses were a thing? Remember when tinted glasses were a thing?

Remember when tinted glasses were a thing?

Photo: Jeff Kravitz
Don't call it a comeback. Actually, do: It was a comeback, thanks to Ally McBeal. Don't call it a comeback. Actually, do: It was a comeback, thanks to Ally McBeal.

Don't call it a comeback. Actually, do: It was a comeback, thanks to Ally McBeal.

Photo: Gregg DeGuire
At the SAG awards, with Rob Lowe and the ugliest pair of white shoes in the known universe. At the SAG awards, with Rob Lowe and the ugliest pair of white shoes in the known universe.

At the SAG awards, with Rob Lowe and the ugliest pair of white shoes in the known universe.

Photo: Ron Galella, Ltd./2001 Ron Galella, Ltd.
Singing with Sting, blisfully unaware that his cumberbund (or is that just a belt?) is trying to make an escape. Singing with Sting, blisfully unaware that his cumberbund (or is that just a belt?) is trying to make an escape.

Singing with Sting, blisfully unaware that his cumberbund (or is that just a belt?) is trying to make an escape.

Photo: LUCY NICHOLSON
Downey was presenting Elton John with an award, but they both went home winners. Downey was presenting Elton John with an award, but they both went home winners.

Downey was presenting Elton John with an award, but they both went home winners.

Photo: Frank Micelotta
Maybe Downey got his enthusiasm for tinted lenses from Elton John! Maybe Downey got his enthusiasm for tinted lenses from Elton John!

Maybe Downey got his enthusiasm for tinted lenses from Elton John!

Photo: J. Vespa/Call (212) 686-8900 or e-mail to license WireI...

Maybe Downey got his enthusiasm for tinted lenses from Elton John!

Photo: J. Vespa/Call (212) 686-8900 or e-mail to license WireImage images.
Now they both have super-thin eyebrows. And you could still switch them. Now they both have super-thin eyebrows. And you could still switch them.

Now they both have super-thin eyebrows. And you could still switch them.

Photo: Michael Caulfield Archive
We're with you, Malcolm McDowell. That hat is a nightmare. We're with you, Malcolm McDowell. That hat is a nightmare.

We're with you, Malcolm McDowell. That hat is a nightmare.

Photo: George Pimentel
More tinted glasses. More tinted glasses.

More tinted glasses.

Photo: Gregory Pace
You can't quite see, but trust us: These glasses are tinted, too. You can't quite see, but trust us: These glasses are tinted, too.

You can't quite see, but trust us: These glasses are tinted, too.

Photo: J. Merritt
Stop it! No more tinted lenses! Stop it! No more tinted lenses!

Stop it! No more tinted lenses!

Photo: Carlo Allegri/2003 Getty Images
With Woody Harrelson, Obba Babatunde, and a merciful lack of eyewear. With Woody Harrelson, Obba Babatunde, and a merciful lack of eyewear.

With Woody Harrelson, Obba Babatunde, and a merciful lack of eyewear.

Photo: Vince Bucci/2004 Getty Images
Did you know that he released an album in 2004 called The Futurist? Well, he did. Did you know that he released an album in 2004 called The Futurist? Well, he did.

Did you know that he released an album in 2004 called The Futurist? Well, he did.

Photo: Kevin Winter/2004 Getty Images
And now we segue into red-carpet-goofball phase. Put up your dukes, etc., along with Shane Black, Michelle Monaghan, and Val Kilmer, promoting Kiss Kiss Bang Bang. And now we segue into red-carpet-goofball phase. Put up your dukes, etc., along with Shane Black, Michelle Monaghan, and Val Kilmer, promoting Kiss Kiss Bang Bang.

And now we segue into red-carpet-goofball phase. Put up your dukes, etc., along with Shane Black, Michelle Monaghan, and Val Kilmer, promoting Kiss Ki...

And now we segue into red-carpet-goofball phase. Put up your dukes, etc., along with Shane Black, Michelle Monaghan, and Val Kilmer, promoting Kiss Kiss Bang Bang.

Photo: Evan Agostini/2005 Getty Images
Never doubt RDJ's commitment to sneakers. He wore lavender kicks to his own wedding. Never doubt RDJ's commitment to sneakers. He wore lavender kicks to his own wedding.

Never doubt RDJ's commitment to sneakers. He wore lavender kicks to his own wedding.

Photo: WireImage House
More promotional goofballing with Kilmer. More promotional goofballing with Kilmer.

More promotional goofballing with Kilmer.

Photo: Kevin Winter/2005 Getty Images
Fear not, men who struggle to grow facial hair even into their twenties. Whatever patchiness seemed to plague Downey in the eighties and early nineties seems to have resolved itself by 2006. There is hope. Fear not, men who struggle to grow facial hair even into their twenties. Whatever patchiness seemed to plague Downey in the eighties and early nineties seems to have resolved itself by 2006. There is hope.

Fear not, men who struggle to grow facial hair even into their twenties. Whatever patchiness seemed to plague Downey in the eighties and early ninetie...

Fear not, men who struggle to grow facial hair even into their twenties. Whatever patchiness seemed to plague Downey in the eighties and early nineties seems to have resolved itself by 2006. There is hope.

Photo: KMazur
Though Keanu Reeves is more than happy to remind everyone sometimes patchiness will always be there. Though Keanu Reeves is more than happy to remind everyone sometimes patchiness will always be there.

Though Keanu Reeves is more than happy to remind everyone sometimes patchiness will always be there.

Photo: Venturelli
The awfulness of the hair doesn't distract from the awfulness of the sunglasses. For someone with a reputation for being handsome and dapper, the man has had a few red-carpet missteps. (His wife Susan looks nice, though.) The awfulness of the hair doesn't distract from the awfulness of the sunglasses. For someone with a reputation for being handsome and dapper, the man has had a few red-carpet missteps. (His wife Susan looks nice, though.)

The awfulness of the hair doesn't distract from the awfulness of the sunglasses. For someone with a reputation for being handsome and dapper, the man ...

The awfulness of the hair doesn't distract from the awfulness of the sunglasses. For someone with a reputation for being handsome and dapper, the man has had a few red-carpet missteps. (His wife Susan looks nice, though.)

Photo: Scott Wintrow/2007 Getty Images
This is better, though it's hard not to look like a dumpy troll hobo next to Gwyneth Paltrow. This is better, though it's hard not to look like a dumpy troll hobo next to Gwyneth Paltrow.

This is better, though it's hard not to look like a dumpy troll hobo next to Gwyneth Paltrow.

Photo: Elisabetta Villa/2008 Getty Images
Or like a sensible, well-dressed adult next to Jack Black. Or like a sensible, well-dressed adult next to Jack Black.

Or like a sensible, well-dressed adult next to Jack Black.

Photo: Jeffrey Mayer/2008 Jeffrey Mayer
RDJ is giving Ben Stiller a run for his money as best-dressed at the Tropic Thunder premiere, but that mustache is a slight negative. RDJ is giving Ben Stiller a run for his money as best-dressed at the Tropic Thunder premiere, but that mustache is a slight negative.

RDJ is giving Ben Stiller a run for his money as best-dressed at the Tropic Thunder premiere, but that mustache is a slight negative.

Photo: Kevin Wi...

RDJ is giving Ben Stiller a run for his money as best-dressed at the Tropic Thunder premiere, but that mustache is a slight negative.

Photo: Kevin Winter/2008 Getty Images
Don't be fooled by Jack Black wearing the same lightning jacket twice! This is a different occasion. One where Downey has decided to scrap the 'stache. Don't be fooled by Jack Black wearing the same lightning jacket twice! This is a different occasion. One where Downey has decided to scrap the 'stache.

Don't be fooled by Jack Black wearing the same lightning jacket twice! This is a different occasion. One where Downey has decided to scrap the 'stache...

Don't be fooled by Jack Black wearing the same lightning jacket twice! This is a different occasion. One where Downey has decided to scrap the 'stache.

Photo: Dave M. Benett/2008 Dave M. Benett
That is a shiny, shiny jacket. But it's better than what Guy Ritchie is wearing. That is a shiny, shiny jacket. But it's better than what Guy Ritchie is wearing.

That is a shiny, shiny jacket. But it's better than what Guy Ritchie is wearing.

Photo: Dave Hogan/2008 Getty Images
Dapper effect in full force. If only he'd striaghten Jonah Hill's tie. Dapper effect in full force. If only he'd striaghten Jonah Hill's tie.

Dapper effect in full force. If only he'd striaghten Jonah Hill's tie.

Photo: Eric Charbonneau/VF/2009 Getty Images/VF
Everything's a little quirky and weird in this outfit, but it works. Except for those G-D tinted glasses, making a reappearance. Everything's a little quirky and weird in this outfit, but it works. Except for those G-D tinted glasses, making a reappearance.

Everything's a little quirky and weird in this outfit, but it works. Except for those G-D tinted glasses, making a reappearance.

Photo: Jason Merritt...

Everything's a little quirky and weird in this outfit, but it works. Except for those G-D tinted glasses, making a reappearance.

Photo: Jason Merritt/2010 Getty Images
Great, now you've summoned the patchy-beard demon, too. Great, now you've summoned the patchy-beard demon, too.

Great, now you've summoned the patchy-beard demon, too.

Photo: Jeff Vespa/2010 Jeff Vespa
Can't those just be sunglasses? Regular sunglasses? Can't those just be sunglasses? Regular sunglasses?

Can't those just be sunglasses? Regular sunglasses?

Photo: Gregg DeGuire/2010 Gregg DeGuire
How come the dog doesn't get to wear a hat, too? How come the dog doesn't get to wear a hat, too?

How come the dog doesn't get to wear a hat, too?

Photo: Gareth Cattermole/2010 Getty Images
... Kiss? ... Kiss?

... Kiss?

Photo: Jeff Vespa/VF11
... Kiss? ... Kiss?

... Kiss?

Photo: Elisabetta A. Villa/2011 Elisabetta A. Villa
... Kiss? ... Kiss?

... Kiss?

Photo: Dave M. Benett/2012 Dave M. Benett
... Kiss? (But also, take those glasses off.) ... Kiss? (But also, take those glasses off.)

... Kiss? (But also, take those glasses off.)

Photo: Epsilon/2013 Epsilon
Finally, a kiss. But these molester-style glasses with a slight yellow tint have got to go. Finally, a kiss. But these molester-style glasses with a slight yellow tint have got to go.

Finally, a kiss. But these molester-style glasses with a slight yellow tint have got to go.

Photo: Alberto E. Rodriguez/2013 WireImage
Aw. Iron Man hand-warmers. Aw. Iron Man hand-warmers.

Aw. Iron Man hand-warmers.

Photo: David M. Benett/2013 David M. Benett
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