Kendall Jenner's playful jab at her ex-boyfriends in an ad sparks widespread discussion! Foreign media digs into her romantic history: 8 exes including 4 NBA players

On February 9th Beijing time, supermodel Kendall Jenner recently attracted fan interest with a commercial. In the ad, she teased her many NBA ex-boyfriends without specifying names, but it still caused quite a stir.

In this commercial, Kendall joked that her pool, luxury cars, and even her plane are all connected to her exes. Yet, as of February 2026, she has been single for a while. On a podcast aired January 10th, she mentioned that after experiencing many serious relationships in her twenties, she no longer actively dates.

“When I just turned 29, I thought, I really want to put myself first now, and that’s exactly where I am,” she explained. Despite this, her romantic past remains well-known since most of her partners are celebrities, especially athletes.

The foreign media outlet ELLE thoroughly examined Kendall’s relationship history, reviewing her 8 ex-boyfriends, 4 of whom are NBA players—

Harry Styles: 2013, 2016

Nick Jonas: 2015

Jordan Clarkson: 2016

A$AP Rocky: 2016–2017

Blake Griffin: 2017–2018

Ben Simmons: 2018–2019

Devin Booker: 2020–2022, 2025

Bad Bunny: 2023–2024

Harry Styles: 2013, 2016

In November 2013, shortly after Harry Styles broke up with Taylor Swift, he was spotted going out with Kendall Jenner. However, they denied dating, insisting they were just “friends.”

By early January the following year, they took a New Year's ski trip together, and their relationship gradually warmed. The singer and reality star maintained a “more than friends, less than lovers” status for years. In New Year's 2016, they were again photographed vacationing on a private yacht in Saint Barthélemy.

“There was plenty of flirting, physical contact, and cuddling between them. Their behavior was totally couple-like, looking intimate and happy,” a source told People magazine at the time.

As public interest in their relationship grew, Kendall’s sister Khloé Kardashian openly commented on their romance.

“They definitely hung out together, and I think they were dating, yes. But I don’t know if it was official boyfriend-girlfriend. Relationships these days are complicated; I can’t say what their ‘status’ was,” Khloé told ET. “But seeing them together in Saint Barthélemy looked like dating to me. I’d call it dating.”

She added, “I don’t know if they ever had a serious talk about it.”

In November 2016, Harry attended Kendall’s birthday party, where NBA player Jordan Clarkson was also present—Clarkson had been rumored to be dating Kendall since March that year. Years later, Kendall and Harry seem to remain friends but have both moved on.

“Harry was her first real relationship, so there’s a lot of history,” a source told People. “But now they’re just friends.”

In 2017, Harry released his debut solo album. Fans believed the ex mentioned in his Rolling Stone interview, who inspired his work, was Kendall.

“She’s a big part of this album,” he said about the mysterious muse. “Sometimes you want to give a little nod, sometimes you want to dedicate everything... I hope she knows it’s written for her.”

In 2019, they appeared together on The Late Late Show playing “Truth or Dare,” showing their relationship was still friendly.

After hearing a question, Kendall laughed and said, “I really want to know: which song on your last album was written about me?”

Harry didn’t answer and instead ate a cod sperm sac.

In 2022, Kendall was photographed attending Harry’s concert with her sister Kylie and friend Hailey Bieber, enjoying songs possibly written for her.

Nick Jonas: 2015

During the on-again, off-again period with Harry, rumors circulated that Kendall was also involved with singer Nick Jonas. In August 2015, she met Nick through his brother Joe Jonas, who was dating model Gigi Hadid at the time.

“Gigi always wanted Kendall to hang out,” a source told Us Weekly. “She thought it would be fun for everyone to get together.”

Nick had recently broken up with Olivia Culpo, and insiders said the texts between him and Kendall were “full of flirtatious vibes” from the start.

“Nick was single and looking to date. The attraction between them was obvious; he definitely found her charming,” the source continued. “Once their relationship became official, they would naturally be photographed.”

But that day never came. Nick soon denied any romantic involvement with Kendall.

“We’re not dating,” he told E! News. “Kendall is really nice, and since she’s friends with Gigi and Joe and Gigi is dating Joe, we sometimes show up at the same events and just hang out.”

Jordan Clarkson: 2016

In March 2016, Kendall was spotted with Cleveland Cavaliers player Jordan Clarkson, sparking dating rumors. They appeared together publicly multiple times in Hollywood and attended the Coachella music festival as a pair.

“They kept a low profile in public but were very close privately,” a source said in April 2016. “He really likes her.”

Months later, another insider stated, “He gets along well with her friends. They still see each other but aren’t seriously dating. Jordan is also seeing other women.”

Like Harry, Clarkson attended Kendall’s 21st birthday party in November that year, but their relationship cooled soon after.

A$AP Rocky: 2016–2017

Before A$AP Rocky dated Rihanna and had three children, he was rumored to be involved with Kendall. They had known each other for a while and were first photographed dining together in Paris in June 2016, officially sparking romance rumors. In October, they arrived together at a hotel in Los Angeles.

In December 2016, they attended the Miami Basel art exhibition together. By March 2017, their relationship seemed more serious. A friend of Kendall’s told People they were “spending more time together” and she was “willing to see where it could go.”

At that year’s Coachella, Kendall was seen in the audience at Rocky’s performance. Witnesses told People that after the show, they were “very affectionate and inseparable.” At the May Met Gala charity dinner, they posed closely in the famous bathroom photo. However, their relationship eventually faded. Sources told Us Weekly they “didn’t see each other often, never made it official, but were clearly dating — their schedules just didn’t align.”

Blake Griffin: 2017–2018

A few months after attending the Met Gala with the rapper, Kendall was spotted dating another NBA player, Blake Griffin, frequently going out all summer.

As the fall and winter “steady dating season” arrived, their relationship appeared more serious. In October 2017, sources told Us Weekly they had confirmed their relationship.

“They’re serious and officially together,” a source close to Kendall said. “She went to many of his games, and when Blake was in town, they enjoyed spending time at home. Things were going well.”

She went to Halloween Horror Nights with Griffin, her sister Kylie, and Kylie’s then-boyfriend Travis Scott, and was also seen cheering for Blake at Clippers games.

“Kendall and Blake are happy together,” a source told People. “It started more like friends, then they easily became a couple, but lately it looks more serious. Even when apart, they keep in touch by phone. Her family has accepted Blake and is slowly getting to know him.”

In March 2018, Kendall gave an interview to Vogue, seemingly denying the romance. Just after Valentine’s Day, she vaguely said on the phone she was seeing “a friend.”

“I’m very private,” she added. “Um... not really. I’m happy, he’s nice, someone treats me very well.”

However, after Griffin was traded from the Clippers to the Detroit Pistons, their relationship didn’t last. Sources later said, “He’s no longer local, and the distance caused them to drift apart.”

Ben Simmons: 2018–2019

In May 2018, Kendall dated rising NBA star Ben Simmons. They were photographed having lunch at a Beverly Hills hotel and had an on-again, off-again relationship throughout the year. In February 2019, Kendall officially confirmed the romance on The Ellen Show.

“It’s obvious you’re dating this 76ers player. How long have you been together?” Ellen asked.

Kendall smiled and replied, “For a while.”

In a May interview with Australian Vogue, when asked about marriage, Kendall showed a serious attitude toward Simmons.

“Not now for sure, but maybe someday,” she said. “I’ve seen how my sisters handle the spotlight, learned a lot, and it feels great.”

However, that same month, People reported they had entered a “cooling-off period.”

“The relationship ended,” an insider said. “She’s now with friends and back to a relaxed, happy state.”

Devin Booker: 2020–2022, 2025

In April 2020, Kendall was spotted road-tripping in Arizona with Phoenix Suns player Devin Booker. In September, they went on a lake outing with Justin Bieber and Hailey Bieber.

“Kendall looked very happy,” a source told People. “Devin is gentle with her and spends a lot of time with her family and friends. They both enjoy quiet moments together.”

On Valentine’s Day 2021, Kendall publicly confirmed her relationship with Booker on Instagram, a rare official announcement.

“It started as casual flirting and grew into a serious relationship,” a source said. “They’re exclusive, and Kendall is very happy with Devin.”

On their one-year anniversary in June 2021, she posted more photos. After dating another year, they briefly broke up in summer 2022. ET reported, “Kendall felt their life directions differed. They talked about the future but didn’t see eye to eye.”

Just a month later, she celebrated him again on Instagram. They vacationed together and attended the US Open in September.

However, in October 2022, they broke up again. Sources told E! News, “Their schedules never matched... The relationship naturally ended.”

After Kendall split from rapper Bad Bunny at the end of 2023, rumors emerged that she reconnected with Booker. On May 30, 2024, People reported she briefly considered getting back with Booker but ultimately chose to return to Bad Bunny.

Kendall and Bad Bunny broke up in September that year. By mid-February 2025, rumors circulated again that she reunited with Booker. Sources told Us Weekly they “are indeed together. Kendall finds Devin very interesting, and their relationship is stable.”

Insiders added they are intentionally keeping things low-key: “Kendall and Devin want to keep their romance private but are very affectionate when with friends.”

Although no breakup was reported, Kendall confirmed in January 2026 that she is single and has been for a while.

Bad Bunny: 2023–2024

In February 2023, Kendall and Bad Bunny were photographed leaving a Los Angeles restaurant together after reports they had a double date with the Biebers at Wally's restaurant.

A source told ET, “Kendall and Bad Bunny are attracted to each other, with a very flirtatious vibe. The relationship is new, but they enjoy each other’s company and like each other. They share mutual friends and had dinner with Hailey, Justin, and others at Wally’s in Beverly Hills on a Saturday night. Both are happy.”

The insider added, “Bad Bunny recently bought a new house in LA and spends more time here. Kendall met him through mutual friends, and they hit it off immediately. It’s casual for now, just easygoing.”

Just a month later, Bad Bunny began singing about her in his songs. Lyrics in his single “Coco Chanel” are believed to hint at her ex, Booker. One line says, “Puerto Rico’s sun is hotter than Phoenix,” and “she knows it in her heart.”

He also referenced Scorpio, Kendall’s zodiac sign. They spent the summer together, publicly confirmed their relationship in September, and even appeared together in a Gucci luggage commercial.

In December 2023, they broke up. Sources told Us Weekly, “Friends weren’t surprised by the breakup. The relationship was never expected to last long. Everyone wants the best for her but feels Kendall and Bad Bunny’s compatibility isn’t as strong as her previous relationships. However, Kendall has had many on-again, off-again romances, so if they get back together someday, it wouldn’t shock anyone.”

As predicted, their story didn’t end completely. They celebrated New Year’s Eve with friends and were seen cozying up again at the Met Gala party in May. Weeks later, Kendall appeared at his Orlando concert wearing his merch and danced in the VIP area.

At the end of May, People confirmed Kendall and Bad Bunny had reconciled. “Things are going well. They prioritize spending time together and gradually clarify their relationship,” a source said. “There was no conflict when they broke up, just missing each other.”

However, by September, they officially split again. On September 25, sources told Us Weekly they “remain friendly but have stepped back from dating.” Insiders added, “After their brief separation, they tried to take things more seriously but ultimately couldn’t sustain a long-term relationship.”