20 Awesome Examples Of “Old School Cool”

No matter how cool you are, you will never be as cool as Frank Sinatra stepping out of a helicopter holding a glass of whiskey. History has had a lot of time to be cooler than you, and the enterprising members of the OldSchoolCool subreddit have compiled some of the baddest examples of people being kickass before you were born. Check out some of the coolest below:

A tank instructor, 1984

old school cool tank instructor


Harry Houdini, 1914

old school cool houdini


Michael J. Fox on the set of Back to the Future, 1985

old school cool bttf


Frank Sinatra stepping out of a helicopter with a drink, date unknown

old school cool sinatra


A school dance, 1950

old school cool school dance


The original selfie master, late 1800s

old school cool selfie


Sean Connery, circa 1960

old school cool connery


French girl and her cat, 1959

old school cool french cat


Elvis and Priscilla Presley, Graceland, 1971

old school cool elvis


Rwandan man with Amasunzu hairstyle, 1923

old school cool amasunzu


Marine cadet, 1941

old school cool marine


Neil DeGrasse Tyson in his wrestling days, 1970s

old school cool ndt


Guy in New Zealand actually pulling off a fedora, 1937

old school cool fedora


Businessman skateboarding barefoot in 1982

old school cool skateboard


The cast of The Outsiders (Tom Cruise, Emilio Estevez, Patrick Swayze, Ralph Macchio, Rob Lowe, Matt Dillon, and C. Thomas Howell), 1983

old school cool outsiders


Led Zeppelin singer Robert Plant holding a dove that flew into his hands, circa 1973

old school cool plant


An Iowa radio DJ, 1957

old school cool dj


Lou Reed and Nico, 1967

old school cool velvet


Motorcycle chariots, New South Wales, Australia, 1936

old school cool chariot


Dog with a corncob pipe, 1875

old school cool smoking dog


20 Awesome Examples of “Old School Cool”

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