Tracing Kendall Jenner's A-list boyfriends from Bad Bunny to Harry Styles
Updated Feb. 8, 2026, 11:39 p.m. ET

Kendall Jenner's latest Super Bowl 60commercial pokes fun at longstanding rumors about her dating life and her Kar-Jenner sisters. For the new Fanatics commercial that aired during the Big Game on Sunday, Feb. 8, Jenner trolls her basketball player ex-boyfriends and alludes to the Kardashian curse. “Haven’t you heard?” she says in the ad. “The internet says I’m cursed.”Cursed or not, Jenner has had her fair share of flings and relationships over the years, including this year’s Super Bowl halftime show performer, Bad Bunny.
The two briefly dated, on and off, from 2023-2024.
Kevork Djansezian, Getty ImagesThe two briefly dated, on and off, from 2023-2024.

Devin Booker, 2020-2022 and 2025
Fairchild Archive, WWD Via Getty Images
Ben Simmons, 2018-2019
James Devaney, GC Images
Blake Griffin, 2017-2018
Gary A. Vasquez, USA TODAY Sports
A$AP Rocky, 2016-2017
Pierre Suu, GC Images
Jordan Clarkson, 2016
Kirby Lee, USA TODAY Sports
Harry Styles, 2013 and 2016
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