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Since their relationship started in April this year, Kendall Jenner and Jacob Elord has been the newest IT couple. However, before they found each other, she had her fair share of love failures in several high-profile relationships.
It’s no surprise that the latest episode of “The Kardashians” sees Jenner lamenting the past in a candid conversation with longtime friend Cara Delevingne. While addressing rumors about being a lesbian, Jenner joked that she preferred to date women because “men were jealous”.
Here’s a trip down memory lane of some of Jenner’s famous exes and what went down in between.
Harry styles
Kendall Jenner and Harry Styles were rumored to be dating in November 2013, but they said they were just friends at the time. However, their relationship seemed to continue on and off for several years, including a New Year’s trip to St. Barts in 2016.
Jenner’s sister, Khloé Kardashian, suggested that they were dating but she was not sure if they had officially explained their relationship. In 2019, the couple reunited on “The Late Late Show” and performed “Fill Your Guts or Spill Your Guts”.
Jenner asked Styles which songs on his previous album were about her, but he chose to eat cod sperm rather than answer, as reported by E! News.
Nick Jonas
Jenner was linked to Nick Jonas in 2015 through her relationship with Gigi Hadid, who was dating Jonas’ brother Joe at the time.
The two reportedly started texting with a dating connection, but Nick denied they were dating. He said that Jenner and Hadid were friends and that they would sometimes spend time together because of their shared social circle. It was never confirmed that they were romantically involved.
Jordan Clarkson
The New York Knicks player seemed to be Jenner’s first introduction to meeting athletes.
The “KUWTK” alum was linked to basketball player Jordan Clarkson in 2016 after they were spotted together.
According to Hollywood Life, they spent time together throughout the year, and an eyewitness said they were affectionate at the American Music Awards after-party in 2016. They were also seen together at Coachella.
However, their relationship seemed to remain on the loose, and the couple reportedly went their separate ways later in the year.
A$AP Rocky
Before his family life with Rihanna, A$AP Rocky and Jenner were romantically involved.
The pair sparked romance rumors after attending Kanye West’s Yeezy fashion show together in August 2016. They were later spotted together at the 2017 Met Gala.
Although they were romantically linked for over a year, they never made their relationship official. By September 2017, reports suggested that they were not seeing each other often and that their busy schedules made it difficult to maintain their relationship.
Blake Griffin
It was reported that Jenner was engaged to basketball player Blake Griffin in August 2017. Their relationship seemed to worsen in the following months, and Jenner was seen attending his games.
In March 2018, she said she was happy and had someone who treated her well in an interview with Vogue, without directly confirming that Griffin was the person she meant.
Their relationship reportedly ended after Griffin moved from Los Angeles to Detroit, making it harder for them to spend time together.
Ben Simmons
Shortly after, Jenner began dating basketball player Ben Simmons in 2018. She acknowledged their relationship when she appeared in February 2019 on “The Ellen DeGeneres Show”, saying that they had been dating “for a little bit”.
In that May, she said that marriage would be possible in the future. However, the relationship was reported to have broken up later that month. The couple’s romance was on and off, with reports of them reuniting before finally splitting.
Devin Booker
Another high-profile relationship of the model was with Devin Booker. Jenner and Booker were first linked in 2020 after taking a road trip through Arizona.
Their relationship became more public in 2021 when Jenner shared a Valentine’s Day post featuring the basketball player. They continued to date until 2022, briefly separated, and later reconciled before splitting again that October.
Jenner was linked to Booker again in 2024 and early 2025, fueling speculation of another reunion. However, in January 2026, she said she was single and had been for a while.
Bad Bunny
Jenner was linked to Bad Bunny in early 2023 when they were seen leaving a restaurant together. Their relationship became more public in the following months, and they appeared together at Gucci’s Milan Fashion Week show.
They reportedly split in December 2023 but were later seen spending time together again. In May 2024, reports indicated that they had reconciled and were prioritizing time together after seeing a hotel.
By September, however, they had separated again, although they remained friendly.
Jacob Elord
After a series of failures and being single for a while, Jenner emerged with Elordi as her love interest in April 2026, when they were reportedly getting to know each other.
The pair were then spotted together in Hawaii and at Paris Fashion Week in September.
Their romance has drawn attention, but Jenner has generally kept her personal life private as she has yet to comment on her relationship with the “Euphoria” actress.
