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While Oprah Winfrey can be deemed as one of the most recognizable people on the planet, the same can only be said for a few other celebrities like Leonardo DiCaprio.

In a recent appearance on The Ellen DeGeneres Show, Oprah praised Ellen’s star-studded 60th birthday bash last weekend, which Oprah called the “most fun she’s ever had in her life,” but also admitted that she didn’t even recognize a lot of stars that were in attendance.

She explained that she never recognizes celebrities when they’re casually attending parties, since they’re always dressed like celebrities. Case in point, Leonardo DiCaprio. Oprah recalls how “this guy” passes by, and tries to strike up a conversation with her. She then explains, “This guy comes back, I know it’s somebody, I know it’s somebody… Who is it? Is it Justin Timberlake? I don’t think it’s Justin Timberlake.”

Oprah then revealed the conversation was joined by The Weeknd, whom she also did not recognize because “he cut his hair and he’s wearing a baseball cap.” The Weeknd then says to him, ‘Hey man, I really loved the film you did,’” Oprah recalled, then “He says, ‘No, that wasn’t a good film for me, it wasn’t my favorite film.’”

A post shared by The Weeknd (@theweeknd) on

Seizing her opportunity to save herself from embarrassment, Oprah then slides in saying “So what was your favorite film?” — which Leo says The Aviator. And without missing a beat, Oprah replied, “Leonardo, you’re so funny!”

Check out the entire recap in the video above, then and after, watch billionaire Bill Gates guess grocery store prices.

Words by Renz Ofiaza
Staff Writer

Renz Ofiaza is a Staff Writer at Highsnobiety and based in Brooklyn.

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