‘The Hills’ star Whitney Port regrets turning down ‘one-night stand’ with Leonardo DiCaprio in 2009

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Maya Hawke attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Joe Manganiello and Sofia Vergara attend the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Tallulah Willis attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Scout WIllis attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Sydney Sweeney attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Leonardo DiCaprio attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Vanessa Hudgens attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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John Stamos and Caitlin McHugh attend the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Austin Butler attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Mike Moh attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Reality star Whitney Port says she once turned down Oscar winner Leonardo DiCaprio for a date, a choice she (understandably) regrets years later.
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Rumer Willis attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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(L-R) Brad Pitt, Margot Robbie and Leonardo DiCaprio arrive at the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Margot Robbie attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Travis Scott attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Pierce Brosnan (L) and his son Dylan Brosnan attend the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Adriana Lima attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Topher Grace attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Kevin Smith and Jennifer Schwalbach Smith attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Britney Spears and Sam Asghari attend the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Harley Quinn Smith attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Quentin Tarantino attends the premiere of "Once Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.
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Chris Hemsworth and wife Elsa Pataky attend the premiere of "One Upon a Time in Hollywood" at the Chinese Theatre in Hollywood, Calif. on July 22, 2019.

By Jami Ganz | jganz@nydailynews.com | New York Daily News

PUBLISHED: August 16, 2019 at 5:29 p.m. | UPDATED: August 16, 2019 at 9:37 p.m.

Once upon a time … Whitney Port made a huge mistake.

The “Hills: New Beginnings” reality star says she turned down a “one-night stand” with Leonardo DiCaprio in 2009, a choice she says still haunts her years later, according to People.

Port, 34, was recently joined by bestie Andrea Cuttler on her podcast “With Whit,” who was with her when Port allegedly met now 44-year-old DiCaprio in Manhattan.

Port allegedly exchanged numbers with the Oscar winner and continued texting for about six months before reconnecting in person “one more time,” she said.

“I saw him at the Roosevelt Hotel,” Port recalled. “He invited me out to Teddy’s and invited me back over to his house, and I said no.”

The fashion designer admitted she “was too nervous” having “never had a one-night stand.”

“I didn’t want to be with him alone,” she explained. “I lost my chance and it’s really one of my bigger regrets in life.”

The “Wolf of Wall Street” star, Port said, “never spoke to me again.”

‘The Hills’ star Whitney Port regrets turning…

‘The Hills’ star Whitney Port regrets turning down ‘one-night stand’ with Leonardo DiCaprio in 2009

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