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Frank improved with age. He was much more handsome as he grew older.

Frank Sinatra and wife Nancy - Sinatra had three children, Nancy, Frank Jr., and Tina, all with his first wife, Nancy Sinatra (née Barbato) (m. 1939–1951).

Frank Sinatra with a great expression on his face.

Sinatra. Part of the second Impossible Cool x Sonic Editions collection