Benjamin Bratt
The 24: Live Another Day actor, who arrived with then-girlfriend Julia Roberts (in vintage Valentino), donned a classic black tux at the 2001 award show.
Brad Pitt
In 2009, Brad Pitt dressed up in a Tom Ford tux with a David Yurman ring, while Angelina Jolie stunned in a black Elie Saab gown.
Bradley Cooper
The actor, nominated for his role in American Hustle, looked dapper in a midnight blue tux at the 2012 Vanity Fair Oscar party.
Channing Tatum
In 2013, the actor, who danced onstage during the award show's opening, chose a made-to-order navy three-piece tux by Gucci with Martin Katz studs.
Chris Pine
The Jack Ryan: Shadow Recruit actor walked the 2013 red carpet in an Ermenegildo Zegna tux.
Denzel Washington
The award-winning actor, who scored an Oscar for his role in Training Day, looked sharp in his tuxedo backstage at the 2002 award show.
Edward Norton
The Grand Budapest Hotel actor looked cool and relaxed in his tux on the 2003 red carpet, as he arrived with then-girlfriend Salma Hayek, who was nominated for her role in Frida.
Ethan Hawke
In 2005, the actor-writer looked handsome posing next to his Before Sunset co-writer Julie Delpy. The pair was nominated for an Oscar for best adapted screenplay for their film.
George Clooney
The Monuments Men actor hit the 2006 carpet in classic black Giorgio Armani. That year, the actor scored an Oscar for his role in Syriana.
Hugh Jackman
The 2009 Oscar host donned three custom-made three-piece tuxedos with Burberry dress shirts, Salvatore Ferragamo tuxedo shoes and Fred Leighton accessories.
Jake Gyllenhaal
The Prisoners star rocked his Burberry tux at the 2010 award show.
Jamie Foxx
The Annie actor, seen with daughter Corinne Fox, brought the cool factor in his gray tuxedo by Calvin Klein with black peak lapels at the 2013 Vanity Fair Oscar party.
Johnny Depp
In 2004, the Lone Ranger star — dressed in a large-collared shirt with a shawl-collared jacket — arrived with former girlfriend Vanessa Paradis to the red carpet.
Jude Law
The Side Effects star stepped out in a three-piece midnight-blue tuxedo by Dunhill for the 2004 award show.
Keanu Reeves
In 2003, the 47 Ronin star looked sophisticated on the carpet in a traditional tux, bow tie and wing collar.
Kevin Costner
The award-winning actor — whose film Dances With Wolves won seven Oscars, including best picture, in 1991 — was a fashion champ, too.
Lenny Kravitz
Cool and classy: The Hunger Games: Catching Fire actor arrived in a classic number, with daughter Zoe Kravitz at the 2010 Oscars.
Leonardo DiCaprio
Even at a young age, the Wolf of Wall Street actor looked dapper on the red carpet, especially when he stepped out for the 1994 award show.
Mark Wahlberg
The Lone Survivor actor kept it classy on the 2007 red carpet as he arrived with then-girlfriend, now wife Rhea Durham.
Matt Damon and Ben Affleck
Pals Matt Damon and Ben Affleck wore almost identical tuxedos at the 1998 Oscars, where they won for Good Will Hunting.
Patrick Swayze
The late actor, who arrived with wife Lisa Niemi to the 1992 award show, kept it sophisticated in a sleek piece.
Pierce Brosnan
The former James Bond actor — while presenting the Best Costume Award with Claudia Schiffer, left, and Naomi Campbell at the 1996 ceremony — kept it smooth in a timeless tux.
Ryan Gosling
Not only did the Only God Forgives actor win our hearts by bringing his mom, Donna Gosling, right, and his sister, Mandi Gosling, to the 2007 Oscars, his sophisticated tux also made us swoon.
Tom Cruise
The Oblivion star was all smiles and waves in his black tux when he arrived with ex-wife Nicole Kidman at the Shrine Auditorium in 1997.
Will Smith
The two-time Oscar nominee looked dapper in his tux at the 2009 Vanity Fair Oscar party.
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