The new It Couple? Kendall Jenner and Harry Styles reunited at a birthday party for music manager Jeff Azoff at the Troubadour in West Hollywood on Saturday, January 23. The pair arrived separately, with Jenner’s mom, Kris Jenner, right behind them.
Kendall, 20, rocked a pair of high-waist pants, a black crop top that showed off her toned stomach and a fur jacket. Styles, 21, donned a similar black rockstar-inspired ensemble with a striped jacket.
The Keeping Up With the Kardashians star and the One Direction singer were first spotted together on a dinner date in 2013. Their relationship was short-lived but they remained friendly until they reunited at the end of 2015, taking a PDA-filled vacation to St. Bart’s.

On January 7, Kendall’s big sister Khloé Kardashian told Entertainment Tonight, “Do I think they’re dating? Yes. I don’t know if they’re, like, boyfriend-girlfriend. … I would call that dating.”
Last month, a source told Us Weekly, “Now that he has a little hiatus [from One Direction] and is on vacation, this is him trying to win her back, and it appears to be working.”