Harry Styles
Jenner and the former One Direction member were first linked in January 2014 after they had dinner together and went skiing at Mammoth Mountain in California. They were spotted getting cozy and kissing once more in December 2015 aboard yachts in Anguilla and St. Bart’s. Though their romance didn’t last long, the pair have maintained a close friendship: Jenner even cheered on Styles in the audience at one of his concerts at The Forum in Inglewood, California, in July 2018.
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