Although we knew that Kendall Jenner's most recent (confirmed) boyfriend was Ben Simmons, both parties were extremely private on the matter. This is not surprising for the 23-year-old model, who, unlike her sisters, is always low-key with the men in her life. But that doesn't mean she hasn't dated a handful.
Kendall has been rumored to date tons of celebrities, from Chris Brown to Justin Bieber to Drake. Here's everyone Kendall has definitely dated.
Julian Brooks (2012 - 2013)
Kendall's first public boyfriend was Julian Brooks, who she dated in high school. However, rumors started circulating that he cheated on her while he was away at college, and Kendall broke it off.
Harry Styles (2013 - 2014)
Most will remember Kendall's relationship with Harry Styles, although they only dated for a few months. Many hardcore One Direction fans were against the relationship, while fans of the model were all for it. Their whirlwind romance didn't last long, but they were spotted hooking up again in 2016. Since then, we haven't seen them together at all, so it's safe to say they're done.
Jordan Clarkson (2016 - 2017) [UPDATE]
UPDATE: Kendall took to Twitter on July 16, 2019 to seemingly debunk she dated Jordan. She responded to a meme claiming she dated five basketball players, saying only two were accurate.
Kendall was spotted on a number of dates with Cleveland Cavaliers basketball player Jordan Clarkson. Ultimately, they weren't seen together again after a few months, so it's safe to assume they maybe had a fling.
ASAP Rocky (2016 - 2017)
Kendall was linked to ASAP Rocky for about a year, although it was reported later that they weren't ever exclusive because of their conflicting schedules. They did look amazing together, though. The pair were spotted on a number of outings, and were adorable at the 2017 Met Gala.
Blake Griffin (2017 - 2018)
Kendall and Blake Griffin were extremely private with their relationship, which lasted a few months. Drama arose when the basketball player was sued for palimony by the mother of his children, and Kendall's name was involved. Griffin's ex-fiancé said he left her and their children for the model. Yikes.
Ben Simmons (2018)
And that brings us to Ben! Kendall and the 76ers star were dating on and off since May, with Khloé Kardashian being the one to confirm their relationship on social media. It seemed that they were getting more serious, as Kendall was seen at virtually every single one of Ben's games. By May 2019, unfortunately, the couple called it quits.