Leonardo DiCaprio has a long, impressive romantic history. Many a joke has been made about his penchant for rifling through tall, young, leggy women, and they're all true. Over the course of his stardom he's found love with so many amazing and otherworldly women, from Blake Livelyto Bar Rafaeli and even Gisele Bundchen.
It's an enviable resumé, but one that has also proved somewhat unsuccessful for the elusive star. While he has found companionship with so many, he has found a soulmate in so few. In fact, there is really only one real and true romance in Leo's life, only one real and true partner who has been there through thick, thin and those many Oscar snubs.
And that would be...his newsboy cap.