50 Classy People From The Past Who Remind Us What

Our society has come a long way in the past few decades but we’ve completely forgotten what it’s like to be classy. Let’s take a lesson from these masters of “old school cool.”


6 time Golden Globe winner Paul Newman boating in Venice during a film festival (1963)

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Elspeth Beard, shortly after becoming first Englishwoman to circumnavigate the world by motorcycle. The journey took 3 years and covered 48,000 miles.

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Marlon Brando’s screen test in “Rebel Without A Cause” (1955).

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Children of Chicago (1941)

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The gorgeous necklines of the 1950s

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Audrey Hepburn at a premiere on September 14, 1953.

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An old family photo from the early 1900s

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Sigourney Weaver in a suit

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Women boxing on a roof in LA (1933)

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A young Harrison Ford

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Cosmos host and astrophysicist Neil DeGrasse Tyson at a college wrestling match

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Clint Eastwood with actresses Olive Sturgess and Dani Crayne in San Francisco, 1954

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The original way to ‘text’ in Class (1944)

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A young Sean Connery relaxing on the couch

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A gang of greasers in NYC, 1950

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Caroline Kennedy walks ahead while her father, the most powerful man in the world, carries her doll. (1960)

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Teenagers and their first car (1950s)

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Canadian Prime Minister Pierre Trudeau and his cabinet – 1968. These men knew how to wear a suit.

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Diana Rigg (Olenna Tyrell from Game of Thrones) in 1967

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Sophia Loren, one of the only actresses to win an Oscar, Grammy, and Golden Globe awards.

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A famous quote of hers: “Sex appeal is fifty percent what you’ve got and fifty percent what people think you’ve got.” Ellen O’Neal, the greatest woman freestyle skateboarder in the 1970s.

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Three boys pose for a camera on the streets of Jamaica

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A man ice skating in a suit (1937)

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A businessman doubling as a graffiti artist

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The Beatles before they were famous

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This is how teenagers dated in the 1950s

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High school fashion feature in Life Magazine (1969)

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Leather clad English rocker girl

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Frank Sinatra stepping out of a helicopter with a drink

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A young Kevin Spacey (1980s)

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Dean Martin & Angie Dickinson on the set of Rio Bravo, 1959

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Girl with typewriter and a smoke

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A couple on Michigan Avenue in Chicago (1975)

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A stylish couple in the rain in London (1963)

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Queen Elizabeth and Prince Phillip at the horse races (1968)

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Muhammad Ali looking dapper

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David Bowie’s mugshot

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Paul McCartney and Mick Jagger sit opposite each other on a train to Bangor. (1967)

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A salesman has his motorized roller skates refueled at a gas station (1961)

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A young Michael Caine in 1959

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Brigitte Bardot visits Pablo Picasso at his studio near Cannes in 1956

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A couple dancing in a 1950’s “Be Bop” theater as everyone looks on.

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Jimi Hendrix backstage at Monterey Pop Festival, 1967

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Girl on a scooter (1969)

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Ernest Hemingway’s striking passport photo (1923)

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The definition of old school cool. Cary Grant in the 1950s

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The people we aspired to be decades ago are much different than the celebrities we look up to today. The values of our past have nearly vanished, but I’m hoping that if everyone sees this, they might be convinced to get back to our roots. Please share and remind everyone what “cool” used to be like!

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