A master entertainer, Sinatra sang and acted equally well. Sinatra didn't flaunt his womanising skills in the streets like Russell Brand and he always denied having affairs, yet he couldn't stop himself from sending gifts and flowers to his flavour of the week. It was the thrill of the hunt for him and Ol' Blue Eyes never missed the target.

Mia Farrow, Ava Gardner, Lauren Bacall, Judith Campbell-Exner, Barbara Marx