Frank Sinatra
Frank Sinatra indeed had a colorful romantic life, famously doing things “My Way.” In 1939, he married his childhood sweetheart, Nancy Barbato, with whom he had three children. However, to advance his career, he left Nancy to marry Hollywood star Ava Gardner after her marriage to Mickey Rooney ended. Frank and Ava were married from 1951 to 1957.
Following his relationship with Ava, Sinatra had a notable involvement with Marilyn Monroe. In 1966, he married actress Mia Farrow, but their marriage ended after two years. Finally, in 1976, he married Barbara Marx, and they remained together until his passing in 1998.
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