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Hollywood’s Most Stylish Men From The Golden Age!

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golden age

The time period between 1917 and 1960 is what many refer to as Classical Hollywood cinema, and within that, from 1930-1959, you have The Hollywood Golden Age! This was a time when films where characterized by a certain type of visual and audio style, as well as newfound creativity and exploration of genres. Many of today’s classics come from the Golden Age of Hollywood, such as The Wizard of Oz, Gone With the Wind, King Kong, and many more! Along with these great films came a high standard for fashion, and really everyone looked good! Check out the best dressed & stylish men from the golden age:

20. Humphrey Bogart

Humphrey Bogart is regarded as the greatest male star of Classic American cinema, with roles in great American 1940s films like Casablanca and The Maltese Falcon!

golden age

Bogie was slightly weathered and a little bit rugged. He was both a bit brooding, sharp and suave at the same time. He always wore a suit or tux, and of course a classic trench-coat, and boy did he wear the hell out of them! He set the standard for all other men!

19. Cary Grant

This British-American actor is one of Hollywood’s most well-known classic leading men, starring in films like Arsenic and Old Lace and North by Northwest!

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Suave and debonair, Cary Grant rocked a tuxedo unlike any other leading man. His dramatic acting chops in the post-war U.S. quickly made him a highly charismatic star!

18. Gregory Peck

Gregory Peck is easily one of the most popular film stars of the 1940s, 50s, and 60s! His most famous role was as Atticus Finch in To Kill A Mockingbird, for which he won the Academy Award for Best Actor. This was just one of his many brilliant roles!

golden age

Gregory Peck was well-known for what is called the “Ivy League” look – tweed jackets and Oxford cloth button downs. He sure was a looker!

17. Marlon Brando

Marlon Brando transcended decades of film-making. He is very well-known for his work in The Godfather movies, but he was acting long before that, in films like On The Waterfront and A Streetcar Named Desire.

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Brando’s acting paved the way for modern acting methods, and his career was highly impressive and varied. Not to mention that he was one of the sexiest men alive! He could make a plain old white t-shirt look like the hottest thing ever.

Can you guess who else made our list?

16. Errol Flynn

Errol Flynn was an Australian actor that became famous in American cinema during the late 1930s and 40s. He was the romantic lead that every woman wanted to work with in theater and film!

golden age

Errol Flynn always had his hair slicked back, setting the precedent for Hollywood playboys. His sport coats, trench coats, and felt hats always looked very dapper on him! Swoon.

15. Fred Astaire

He’ll put on his top hat and tap dance the night away! Fred Astaire is best known as a dancing and singing legend during Hollwood’s golden era of film.

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You would never catch this tap-dancer in anything but a three piece suit and the shiniest pair of shoes you could possibly find! He was always so clean cut and stylish.

The next leading man is everyone’s favorite.

14. Frank Sinatra

This honey-voiced singer sang all of your favorite jazz songs, like New York, New York, My Way, and Fly Me to the Moon, among many other timeless classics.

golden age

Being a leading member of the Rat Pack, you could expect the singer to always look good. He always had a hat, a collared shirt, and a snappy suit ready to make him look sleek.

He sure is dapper, don’t you think? Click on to read more!

13. Gary Cooper

We’re all “trying hard to look like Gary Cooper.” Gary began working during the silent film era all the way through the golden era of Hollywood! He was a true American hero.

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He made many cowboy flicks, but added his own charm and grace to them. He was handsome and stylish, and won the heart of America in one fell swoop.

12. Jack Lemmon

Jack Lemmon was a highly talented and successful actor, starring in films such as Some Like It Hot and Missing! He won no less than 8 Academy Awards over the course of his career. Wow!

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Lemmon was the master of the clean cut, strong and handsome look. He always wore the sharpest sports coats, with dark ties and crisp white shirts that made him look sharp af. He’s one spiffy guy!

Our next leading man died in a horrible crash. Can you guess who he is?

11. James Dean

James Dean is a huge cultural icon, especially after having made the iconic film Rebel Without a Cause. The actor had a short career, only making three films before dying in a tragic accident.

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Despite having such a short career, he has become incredibly influential and is one of the most important film stars of the Golden Age. Can you even see a leather jacket without thinking of him? He’s one of the most dashing men of all time!

10. William Holden

William Holden saw huge amounts of box office success throughout the 1950s, 60s, and 70s. He starred in films such as The Bridge on the River Kwai, Sunset Boulevard, and won an Academy Award for Stalag 17!

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Acting during the post-war age, William Holden captivated his audiences with his sleek jackets and collars, and Western shirts. Everyone loved him, and so do we!

The next dashing star is responsible for one of the most famous phrases in film history. Can you guess who he is?

9. Clark Gable

“Frankly my dear, I don’t give a damn.” This iconic line was uttered by Clark Gable in the classic film Gone With the Wind, though he had many other films.

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This “king” of Hollywood, as people often called him, was suave and debonair, with a constant smirk under his trimmed mustache. He was one refined gentleman!

8. Anthony Perkins

This great actor could be both terrifying and charming at the same time. He is best known for his role as Norman Bates in the Alfred Hitchcock film Psycho, but he had many other films, such as Murder on the Orient Express.

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Anthony Perkins was one of the greatest stars of the 1950s and 60s! He was well-known for wearing tailored suits, boots, and knit ties- a.k.a. the Ivy look, which he wore so well!

7. Sidney Poitier

A great actor, Sidney Poitier made history as the first black man to win an Academy Award for Best Actor for his work in Lillies of the Field. All in all, he had an incredibly successful film career.

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Sidney Poiter was an all-around Renaissance man, being an author, director, author, and diplomat. He all was super spiffy, great at rocking those tuxedos!

The next leading man is famous for his way with the ladies.

6. Warren Beatty

Warren Beatty has done it all – he’s a fantastic actor, writer, and director! He’s acted in films such as Splendor on the Grass and Bonnie and Clyde, and has written and directed films such as Heaven Can Wait.

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He is also one of Hollywood’s most stylish icons, often wearing things such as tweed suits and penny loafers. Beatty was known for looking sharp, and boy did the ladies love him!

5. Rock Hudson

Rock Hudson was an extremely popular leading man in the 1950s and 60s. He was one of the biggest heartthrobs of the Hollywood Golden Age, appearing in films such as Giant alongside Elizabeth Taylor, and Pillow Talk with Doris Day. Later on, he even starred in the television series Dynasty.

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He had a great and long career, and looked the part of the star! His suits were always perfectly tailored and his hair was always perfectly slicked back. He was the bee’s knees!

The next leading man is not your typical style icon!

4. Woody Allen

Comedic genius extraordinaire, Woody Allen has had a career spanning over six decades, and is still at work today! He has won multiple Academy Awards for his wok in films such as Annie Hall, and is considered to be one of the great American masters.

golden age

His style has changed from decade to decade, but when Woody Allen first debuted in the 1950s, he was a well-dressed man with his corduroy suits and crisp white kicks.

3. Paul Newman

Paul Newman is one of the great American actors and entrepreneurs. He has acted in films such as The Color of Money, won several road racing competitions, and co-founded Newman’s Own, a food company which donates all of its profits to charity.

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He was also incredibly handsome and charming – there wasn’t anybody who didn’t love Paul Newman! His style varied throughout his career, but he always looked lovely to the bone.

The next great actor hasn’t lost his good looks to this day!

2. Robert Redford

Robert Redford has also had a long and successful career! From Butch Cassidy and the Sundance Kid to All The President’s Men to The Great Gatsby to Captain America: The Winter Soldier, Robert Redford has done it all.

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He is also one of the leaders of Indie film, having founded the Sundance Film Festival. His career is still going strong, and he still looks just as sharp today as he did back when he started in 1960. How does he do it?

1. Steve McQueen

Steve McQueen is an icon, and has a legacy of being a huge box office draw of the 1960s and 70s. His films range from blockbusters like The Magnificent Seven to more prestigious roles like in The Sand Pebbles.

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This “King of Cool” left a huge legacy when it came to style and fashion. Everyone wanted to be a little bit like him, though he’ll always be irreplaceable!

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Source: Esquire

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