The Most Stylish Men in Oscars Red Carpet History

  • <p>On 12 March, the Dolby Theatre will (once again) play host to the most anticipated award show of the season: the Oscars. Actors, producers, directors and more will congregate together to celebrate the best of film, and better yet, attendees and viewers at home will also get a screening of some very, very nice red carpet outfits. </p><p>Thanks to all the impeccable tailoring and one-of-a-kind watches on display – as well as all the best-dressed lists that cascade down our Twitter feeds in the immediate aftermath – it's the perfect opportunity for actors to gain the highly covetable status of Style Icon. Or whatever the opposite of that is, if they make the wrong decision. So it's probably a good idea that they learn some lessons from Oscars menswear icons throughout the ages, ranging from the Golden Age of Hollywood to the present day.</p>
    1/22

    The Most Stylish Men in Oscars Red Carpet History

    On 12 March, the Dolby Theatre will (once again) play host to the most anticipated award show of the season: the Oscars. Actors, producers, directors and more will congregate together to celebrate the best of film, and better yet, attendees and viewers at home will also get a screening of some very, very nice red carpet outfits.

    Thanks to all the impeccable tailoring and one-of-a-kind watches on display – as well as all the best-dressed lists that cascade down our Twitter feeds in the immediate aftermath – it's the perfect opportunity for actors to gain the highly covetable status of Style Icon. Or whatever the opposite of that is, if they make the wrong decision. So it's probably a good idea that they learn some lessons from Oscars menswear icons throughout the ages, ranging from the Golden Age of Hollywood to the present day.

    Bettmann - Getty Images
  • <p>In 2022</p>
    2/22

    Andrew Garfield

    In 2022

    Jeff Kravitz - Getty Images
  • <p>2022</p>
    3/22

    Timothée Chalamet

    2022

    David Livingston - Getty Images
  • <p>1955</p>
    4/22

    Marlon Brando

    1955

    Michael Ochs Archives - Getty Images
  • <p>2019</p>
    5/22

    Jason Momoa

    2019

    Steve Granitz - Getty Images
  • <p>2005</p>
    6/22

    Clint Eastwood

    2005

    Michael Caulfield Archive - Getty Images
  • <p>2021</p>
    7/22

    Riz Ahmed

    2021

    Pool - Getty Images
  • <p>1963</p>
    8/22

    Frank Sinatra

    1963

    ABC Photo Archives - Getty Images
  • <p>1981</p>
    9/22

    Robert Redford

    1981

    ABC Photo Archives - Getty Images
  • <p>2017</p>
    10/22

    Pharrell Williams

    2017

    Steve Granitz - Getty Images
  • <p>2015</p>
    11/22

    Eddie Redmayne

    2015

    Jason Merritt - Getty Images
  • <p>1957</p>
    12/22

    Cary Grant

    1957

    Michael Ochs Archives - Getty Images
  • <p>1998</p>
    13/22

    Jack Nicholson

    1998

    Russell Einhorn - Getty Images
  • <p>2018</p>
    14/22

    Chadwick Boseman

    2018

    Steve Granitz - Getty Images
  • <p>1978</p>
    15/22

    Fred Astaire

    1978

    ABC Photo Archives - Getty Images
  • <p>1995</p>
    16/22

    Denzel Washington

    1995

    Ron Galella - Getty Images
  • <p>2022</p>
    17/22

    Jake Gyllenhaal

    2022

    Momodu Mansaray - Getty Images
  • <p>1987</p>
    18/22

    Willem Dafoe

    1987

    Ron Galella, Ltd. - Getty Images
  • <p>1968</p>
    19/22

    Gregory Peck

    1968

    Bettmann - Getty Images
  • <p>1998</p>
    20/22

    Samuel L. Jackson

    1998

    Steve Granitz - Getty Images
  • <p>1988</p>
    21/22

    Sean Connery

    1988

    Ron Galella - Getty Images
  • <p>1989</p>
    22/22

    Dustin Hoffman

    1989

    Bob Riha Jr - Getty Images
<p>On 12 March, the Dolby Theatre will (once again) play host to the most anticipated award show of the season: the Oscars. Actors, producers, directors and more will congregate together to celebrate the best of film, and better yet, attendees and viewers at home will also get a screening of some very, very nice red carpet outfits. </p><p>Thanks to all the impeccable tailoring and one-of-a-kind watches on display – as well as all the best-dressed lists that cascade down our Twitter feeds in the immediate aftermath – it's the perfect opportunity for actors to gain the highly covetable status of Style Icon. Or whatever the opposite of that is, if they make the wrong decision. So it's probably a good idea that they learn some lessons from Oscars menswear icons throughout the ages, ranging from the Golden Age of Hollywood to the present day.</p>
<p>In 2022</p>
<p>2022</p>
<p>1955</p>
<p>2019</p>
<p>2005</p>
<p>2021</p>
<p>1963</p>
<p>1981</p>
<p>2017</p>
<p>2015</p>
<p>1957</p>
<p>1998</p>
<p>2018</p>
<p>1978</p>
<p>1995</p>
<p>2022</p>
<p>1987</p>
<p>1968</p>
<p>1998</p>
<p>1988</p>
<p>1989</p>
Esquire

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