Style

Sean Sullivan of The Impossible Cool on Jack Dempsey, One Tough Style Icon

Jack Dempsey, World Heavyweight Champion from 1919 to 1926 with 61 wins (50 by KO)—he existed in a time when men still stood up as a lady entered the room and showboating was better left in the casino. In these six photos, Dempsey shows that classic men's style can be as simple as well-shined shoes, a proper Borsalino, and a respect for the double-breasted dinner jacket.



Happiness is a well-stocked travel bag.


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A brawny cardigan


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It's fine if someone shows up to the party with the same thing on as you,
just as long as you wear it better--or if the other person is Babe Ruth.


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Long legs capped off with perfectly polished shoes


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Freemans Sporting Club circa 1924


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You can't ever lose with a good cut and a heavy tweed.

To explore Sean's fantastic collection of inspiring pics, head over to his blog, The Impossible Cool.

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