See the highlights from their sweet young love, lasting friendship, and potential reconciliation.
"New Year's worked out perfect, and [Harry] loved it," anotherwhile the two have never been serious before this point, Styles was always attracted Jenner and has been "waiting for a chance to spend more time with her again."
Days later on January 7, Jenner's elder sister Khloé Kardashian seemingly confirms that the two are an item in some way. In an exclusive with, she tells the outlet that she bets the two of them are dating, even though she isn't sure whether Jenner and Styles have actually had "that talk" yet. "They were hanging out together. Do I think they're dating? Yes. I don't know if they're, like, boyfriend-girlfriend," Kardashian says. "Nowadays, I don't know, people are weird with stuff. So I don't know their 'title,'" she adds with air quotes. "But I mean, they were in St. Barts together hanging out, so to me that's dating. I would call that dating.
For their first captured night out, an 18-year-old Jenner and 19-year-old Styles are photographed in the singer's car following a date night at Craig's restaurant in West Hollywood. The date spurs the first rumors of a romance, though Jenner clarifies on Twitter that she is still, indeed, single.
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