Frank Sinatra

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One of the towering figures of the 20th century, the first teen idol and the definitive saloon singer, the latter exemplified on a series of '50s concept albums.
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Grammy Awards

Year Album/Track Award
1995 A Duets II Best Traditional Pop Vocal Performance
1966 A Man and His Music Album Of The Year
1966 T Strangers in the Night Best Male Pop Vocal Performance
1966 T Strangers in the Night Record Of The Year
1965 T It Was a Very Good Year Best Male Pop Vocal Performance
1965 A September of My Years Album Of The Year
1959 A Come Dance with Me! Album Of The Year
1959 A Come Dance with Me! Best Male Pop Vocal Performance
1958 A Only the Lonely Best Album Package - Incl. Album Cover, Graphic Arts, Photography