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Long before meeting her now-husband Justin Timberlake, Biel was in a serious, five-year relationship with Captain America. In fact, it was so serious that the two considered marriage. “We always talk about it,” the 7th Heaven actor told Cosmo in 2005. “We both want to be married, and we both want to have children. But we’re not engaged, so the rumors are false … so far.”
Madonna’s daughter shook the Chalamet hive when she revealed that she used to date the Call Me By You Name actor. “I respect him a lot,” Leon told Vanity Fair in an April 2021 interview. “We were a little item. My first boyfriend.”
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When the former *NSYNC was still, well, an active member of *NSYNC, he dated the Black Eyed Peas vocalist very casually. “It wasn’t all that serious,” Fergie told Andy Cohen on a 2017 episode of Watch What Happens Live when she was asked to dish about their past relationship. “Am I allowed to pass on this? Pass. Plead the fifth.”
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“He did a little bit in a movie that I did and a bunch of us hung out. And then later on he’s like, ‘Let’s go get dinner,’” Poehler told Howard Stern of her history with the Full House star. The Parks and Recreation actor also added that the two did not have sex and she was wearing a Leslie Knope shirt on their date — which are obviously two very important details that we can’t leave out.
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Long before her marriage to Kanye West (and her marriage to Kris Humphries before that), the SKIMS founder dated Nick Lachey. The two reportedly went on one date, but the Keeping Up With the Kardashians star totally turned him off when she allegedly called the paparazzi in hopes that they would capture their date on camera.
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When people think about Glee co-stars who’ve dated IRL, Lea Michele and the late Cory Monteith automatically come to mind. But prior to dating Cory and starring on the show, Michele dated another member of the cast: Matthew Morrison. “Matt had been a friend of mine for years, and in fact, we’d actually dated back in the day for a Broadway beat,” the actor wrote in her 2014 book, Brunette Ambition.
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In 2007, rumors surfaced that LaBeouf and the pop star were an item. However, two years later, the Pieces of a Woman actor squashed all speculation by confirming that they did, in fact, go out on one date. “It never got beyond one date,” LaBeouf told Playboy, according to MTV News. “The spark wasn’t there. We weren’t passionate about each other in that way, so we remain friends.”