Leonardo DiCaprio's Oscar win comes almost three decades into his career - which has given him plenty of time to star opposite some of the most beautiful and talented women in Hollywood. Leo's many memorable characters and on-screen relationships are part of the reason we love him.
Many of us were introduced to Leo when he was cast as the ultimate romantic in Romeo & Juliet opposite Claire Danes. No one before or since has ever made iambic pentameter so sexy, and he also rocks the suit of armour pretty well.
Another iconic and breakout role was in The Great Gatsby. He waited for requited love from Daisy Buchanan (Carey Mulligan) almost as long as he waited for an Oscar. But who could forget the flower-filled reunion at Nick Carraway's cottage?
His relationship with Margot Robbie's character in The Wolf Of Wall Street was less romantic and more turbulent, showing a different side of his on-screen relationship range. But who could forget this iconic scene and his gorgeous co-star?
Finally - the role that made him one of the most famous actors in the world. Titanic's Jack and Rose are easily our favorite on-screen relationship of all time. It's the role that made the world fall in love with Leo!