#59: Frank Sinatra & Barbara Marx
Frank Sinatra had already lived one of the most famous romantic lives in entertainment before Barbara Marx became his final wife. The legendary singer and actor, known for “My Way,” “Fly Me to the Moon,” and From Here to Eternity, was 60 when they married. Before Barbara, he had three high-profile marriages.

Barbara brought a steadier presence into Frank’s later years, after the storms of his relationships with Nancy Barbato, Ava Gardner, and Mia Farrow. They married in 1976, and she remained by his side for more than two decades. Frank died in 1998, making Barbara his longest-lasting wife.
