Explore Like A Boss, Helicopters, and more!

Sinatra. Helicopter. Bourbon. 1960s.

Picture: Frank Sinatra stepping off of a helicopter with a drink in his hand, by Yul Brynner, 1964

Frank Sinatra and his Thunderbird, photographed by Frank Worth, 1955

Happy Birthday to The Chairman Of The Board! Frank Sinatra and his Thunderbird, photographed by Frank Worth, 1955

"Vintage Vegas....Baby" - James  Couldn't have said it better!  Love them

The Rat Pack - Frank SInatra, DeanMartin and Peter Lawford at the Vegas movie premiere of Ocean's 11 - Las Vegas, 1960

Louis Armstrong playing for his wife at the Giza Plateau

a 1961 new york times photo, showing louis armstrong playing trumpet for his wife, lucille, in front of the great sphinx and pyramids in giza, egypt. i wanna play for you in egypt!

Sinatra. Timeless.

Frank "Blue Eyes" Sinatra poses for a mug shot after being arrested and charged with "carrying on with a married woman" in Bergen County, New Jersey in Photo by Michael Ochs Archives. S) Dayum, a mug shot never looked so good

Lifestyle of the Unemployed

vintage everyday: 50 Candid Behind the Scences Photos from the and by Bob Willoughby

Frank Sinatra is such a badass--I love when men wear hats!

Singer/actor Frank Sinatra (Ol' Blue Eyes), was born on Dec. He died on May CMFB

Marlon Brando and Frank Sinatra by Avedon.

Marlon Brando & Frank Sinatra by Richard Avedon: Together in one of my all time favorite movies - "Guys and Dolls"

Frank Sinatra- good 'ol blue eyes... his music always cheers me up

Ol' Blue Eyes started wearing one to cover his balding head. In doing so he secured a spot as one of the classiest men of all time.

Dean Martin and Frank Sinatra

Frank Sinatra & Dean Martin waving to fans after they exit a flight. I think the only man in Hollywood now that epitomizes this kind of class now is George Clooney ❤️