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Kendall Jenner's Dating History: A Look Back at Her High-Profile Boyfriends, from Devin Booker to Bad Bunny
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"Harry was her first real relationship, so there is a lot of history there," a source told PEOPLE at the time.
In December, they enjoyed a whirlwind trip to Art Basel in Miami, where a source told PEOPLE they looked "very flirty."
Bad BunnyKendall Jenner; Bad Bunny.
Kendall Jenner and Bad Bunny in 2023.
Kevork Djansezian/GettyA few weeks later, Jenner introduced Bad Bunny to her horse, Arizona, at the Hidden Hills Equestrian Center in California.