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Fortunately, both Winslet and Di Caprio have had an incredible, awards-studded post- career, which means the strong friendship between these two relatively private celebrities continues to play out on the awards-season red carpet around this time each year.

As the two head into an Oscar night that promises a long-delayed victory for him and maybe even another statue to add to her collection, we take a look back at the lovely and long-lasting awards-season friendship of Kate and Leo.

And she just so happens to have been the first, too.

Yesterday, as Sunday night’s action from the Dolby Theatre in Hollywood was digested, social media melted with nostalgic pride at clips of Kate Winslet, Di Caprio’s original maritime fling, watching her old friend sate his two-decade hunger for an Academy Award, with his performance as a post-watershed Ray Mears in the 19th-century survival epic the Revenant.

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“He gave me a big, fat wink and a little, quiet thumbs up. We’ve no confirmation this story is true, but it’s too charming to leave out, so here’s an image of Leo winking and video of Winslet presenting.It’s been almost 20 years since Kate Winslet and Leonardo Di Caprio first set sail on the ship of dreams and, no, we’re not talking about the Titanic.We’re talking about the chemistry both on-screen and off that has kept fans of Kate and Leo (and, let’s be honest, Jack and Rose) coming back for more.Kate and Leo first sparked wishful thinking when, at the tender ages of 23 and 24, respectively, the two attended the Golden Globes as each other’s dates. ” an interviewer asked with a tonal wink and nudge. We’re good buddies,” Leo responded, not for the last time.Di Caprio, Winslet, and a little film they did called .

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