And now supermodel Kendall, 18, is reportedly regretting being so hasty in ending things with the One Direction frontman – and she wants him back!
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According to sources, Kendall is working on a plan to win back 20-year-old Harry, and it involves sneaking backstage at their Where We Are world tour when it reaches New Jersey.
An insider told the Daily Star: "The few times Kendall's seen Hazza since their split have made her all the more desperate to get her claws into him again.
"She believes he's 'The One' and has been telling her friends they are meant to be together."
Sounds like most of the Directioners out there, to be honest.
When their short lived relationship came to an end, Kendall and Harry reportedly cited their busy schedules as the reason.
Harry is of course busy being one fifth of the world's biggest boy band and Kendall is making waves in the fashion industry.
But Kendall is reportedly desperate to make it work around their hectic lives.
The insider continued: "They only broke up because they realised a long-term relationship wouldn't be realistic with their heavy work commitments.
READ: COULD HARRY STYLES BE SWAPPING ONE DIRECTION FOR A HOLLYWOOD MOVIE CAREER?
"But now she bitterly regrets agreeing to call it quits and is certain she can rekindle the fire between them."
However, the friend added that Kendall's efforts could be doing more harm than good as Harry apparently can't stand clingy girls.
The source added: "If she isn't careful her neediness might drive Harry further away, rather than bringing them back together…"