Frank Sinatra

Christmas is the perfect time to listen to classic Frank Sinatra, but as we've found over the years, it's also the perfect period to dress like him too. Frank Sinatra's sartorial style is the very definition of classic elegance. So, as the Christmas parties kick off, here's some much-needed points of outfit inspiration.

Frank Sinatra smoking a cigarette with a statue, 1943

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A look at Frank Sinatra's first five years as a recording artist, and the three men who helped shape it: bandleaders Tommy Dorsey and Harry James, and arranger Axel Stordahl.

Frank Sinatra circa 1945. At home in Toluca Lake, CA. Note the portrait of FDR on the wall. Sinatra said after meeting him – "He's the greatest man alive today and here's me, a little guy from Hoboken shaking his hand.”

Frank Sinatra 1944

Listen to Somethin' Stupid on Spotify. Song · Frank Sinatra, Nancy Sinatra · 1967

Christmas is the perfect time to listen to classic Frank Sinatra, but as we've found over the years, it's also the perfect period to dress like him too. Frank Sinatra's sartorial style is the very definition of classic elegance. So, as the Christmas parties kick off, here's some much-needed points of outfit inspiration.