51 Incredible Photos Showing the Best Of Old School Cool

Paul Newman boating in Venice, Italy during a 1963 film festival.
Louis Armstrong serenades his wife at the Sphinx. 1961
Steve McQueen resting after completing a 500 mile race in the Mojave Desert. 1963
Hugh Hefner in the late 1950s.
The mugshot of David Bowie after being arrested for marijuana possession in Rochester, New York in March 1976.
A high school student in Los Angeles in the late 1960s.
Tony Hawk in the early 1980s.
John and Jacqueline Kennedy take in the America’s Cup. 1962
Showgirls play chess before a show in 1958.
Ice skating in Rockefeller Center in New York City during the early 1930s
Arnold Schwarzenegger poses with a glass of cognac in the early 1980s.
Audrey Hepburn
Jimi Hendrix
Princess Yvonne And Prince Alexander of Sayn-Wittgenstein-Sayn, Germany, enjoy some mid-day activities in 1955.
Franklin D Roosevelt takes a break during crew at Harvard.
Debbie Harry poses for the camera while driving in New York City.
James Brown in 1967
A photograph from the Krazy Kat Club in Washington DC in 1921.
The coolest bowling team ever.
Muhammad Ali poses with his prize winnings during a photoshoot in 1964.
Guardian Angels patrol the New York City subway in 1985.
Sophia Loren lining up a shot in pool.
Stanley Kubrick takes a selfie during the filming of The Shining.
Nikola Tesla casually works in his laboratory.
Mick Jagger hangs out with Andy Warhol in New York City.
Jamaican immigrants in Tilbury, 1948.
A California biker gang member
Retro beach fashion, 1950s
Chicago Bears coach Mike Ditka waves to reporters before a game.
A woman poses for the camera on the Upper East Side of New York City in 1969.
Sean Connery teaches handstands during breaks of shooting a James Bond film.
Waiting for a bus in Iran in the late 1970s
A woman sells flowers on the roadside of California in the early 1970s.
When the Beatles arrived in America.
Skateboarding to the office.
Couple 1970s
Giving a friend a hand, 1950s
Marilyn Monroe & Sammy Davis Jr.
Chicago, 1941
Elspeth Beard, shortly after becoming first Englishwoman to circumnavigate the world by motorcycle.
Marilyn Monroe & James Dean
Cary Grant
Lost in the moment.
Steve McQueen

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