• Gwyneth Paltrow highlighted Leonardo DiCaprio’s unsuccessful advances.
• A 1994 photo sparks curiosity in Gwyneth, Leo’s past.
• Gwyneth, always tactful, didn’t reveal all the details.

Gwyneth Paltrow shared a funny and slightly awkward story about a time when she and Leonardo DiCaprio were younger.

Leo tried to flirt with Gwyneth, but she politely turned him down. This happened in the mid-90s when chokers were trendy and grunge music was popular. Gwyneth, who was 21, and Leo, who was 19, were together in New York City for a movie awards event. It was a memorable moment from their past.

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During his youthful and charming phase, Leonardo gathered his courage to take a step forward. However, Gwyneth had a different recollection to share, saying: “He tried back in the day. But he was already like, you know, he was very loose with the goods from when he was 19.”

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Gwyneth, always tactful, didn’t reveal all the details about when this charming moment happened. But a bit of digging shows that they were photographed together in 1994, all dressed up and prepared to have a great time at the 65th Annual National Board of Review of Motion Pictures Awards.

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