By Emily Krauser
9:00 AM PDT, April 23, 2020
Brad Pitt only gets better with age! The 56-year-old actor has been wowing us with his acting chops, good looks and charm for decades now, and we just can't get enough of the Hollywood heartthrob. Take a peek at some of the Oscar winner's hottest looks over the years.
January 1988
Pitt looked James Dean-cool in his black leather jacket at the Jimmy Stewart Relay Marathon Kick-Off Cocktail Reception in Beverly Hills.
June 1988
The heartthrob even made nerd chic look good!
October 1991
Everything good about '90s heartthrobs is in this very picture.
August 1992
The bearded babe smized years before Tyra Banks even taught us that word when he stepped out for the New York City premiere of Johnny Suede.
October 1992
Pitt was a casual cutie at the Los Angeles premiere of Zebrahead.
March 1993
You are not wrong -- there is virtually no one else, even in 1993, who could have pulled off these long locks and that brown vest, which is what the Legends of the Fall actor donned for the 8th Annual West Independent Spirit Awards.
November 1994
Sure, the actor looked like he should have been surfing in Venice at the Los Angeles premiere of The Legends of the Fall, but it worked for him!
January 1996
Pitt looked quite handsome as he took home the award for Best Supporting Actor in a Motion Picture Drama for his role in 12 Monkeys during the 53rd Golden Globe Awards.
March 1997
Pitt and then-girlfriend Gwyneth Paltrow sported matching haircuts, black jackets and sexy stares at The Devil's Own premiere in New York City.
October 1997
The actor was pure hunk status at the Seven Years in Tibet premiere.
June 1998
The 12 Monkeys star looked like a total rockstar in his orange sunglasses and white tee during the Tibetan Freedom Concert in Washington, D.C.
November 1998
Pitt looked devilishly handsome at the New York City premiere of Meet Joe Black.
August 2000
The hunky actor looked sharp at the London premiere of Snatch. In the Guy Ritchie film, Pitt played Irish boxer Mickey O'Neill.
September 2002
Pitt smiled wide as he supported then-wife Jennifer Aniston at the 54th Annual Primetime Emmy Awards, where she took home an Emmy for Best Actress in a Comedy Series for Friends.
May 2004
The tan Troy star looked like he had reverse-aged when he appeared on MTV's TRL.
June 2005
Even blonde looked good on him! Pitt showed off his lighter locks when he hit the red carpet for the Mr. & Mrs. Smith premiere in L.A.
September 2006
It was hard to take our eyes off the Babel babe during his film's gala presentation at the Toronto International Film Festival.
December 2008
The dad of six was one dapper dude during a press conference for The Curious Case of Benjamin Button in Burbank, California.
January 2009
We can't get over how good both Pitt and Angelina Jolie looked in their shades of gray at the Paris premiere of The Curious Case of Benjamin Button.
February 2009
The Oklahoma native looked terrific in a tux at the 81st Annual Academy Awards.
May 2009
Oui, oui! The Se7en stud looked lucky in love with then-girlfriend Angelina Jolie when they hit the red carpet for the Inglourious Basterds premiere during the 2009 Cannes Film Festival.
December 2010
Pitt and then-girlfriend Angelina Jolie smoldered at the world premiere of The Tourist in New York City.
January 2011
Sunglasses on the Golden Globes red carpet? Only if you're this hottie!
February 2012
Pitt was the fashion king of our dreams at the Orange British Academy Film Awards 2012.
September 2013
If you think Pitt can't pull off a ponytail, please look back fondly at his 'do from the 12 Years a Slave premiere at the 2013 Toronto International Film Festival.
January 2014
The Fury actor looked anything but furious at the 20th Annual Screen Actors Guild Awards.
January 2015
Hats and glasses and necklaces, oh my! The Big Short star was well accessorized at the 15th Annual AFI Awards in Beverly Hills.
November 2016
Pitt was a mustachioed stud at the London premiere of Allied.
January 2018
That stare! That 'do! That slightly unbuttoned shirt! Pitt was the epitome of not trying too hard at the 7th Annual Sean Penn & Friends HAITI RISING Gala Benefit in Hollywood.
August 2019
The Ad Astra star was glowing at the 76th Venice Film Festival.
January 2020
A three-piece suit at the 2020 Golden Globes? Be still, our hearts!
February 2020
The Oscar winner subtly amped up a traditional tux by donning a velvet black jacket for the 92nd Annual Academy Awards.