Kendall Jenner’s Boyfriend: Bad Bunny & Her Other Exes – Hollywood Life

Kendall Jenner’s Boyfriend: All About Her Romance With Bad Bunny & Past Relationships

Kendall Jenner and Bad Bunny's romance has been heating up for months. Here's everything to know about the duo and Kendall's past loves.

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Image Credit: JosiahW / BACKGRID

  • Kendall Jenner and Bad Bunny sparked dating rumors in February 2023 following her split from Devin Booker just months earlier.
  • Kendall and Bad Bunny have been out together dozens of times, but she refused to publicly comment on the romance in a June 2023 interview.
  • Kendall’s other famous exes include the NBA’s Ben Simmons and singer Harry Styles.

Kendall Jenner and Bad Bunny have been going strong since at least February 2023, which was when they went on their first public date. Kendall and the Puerto Rican singer have been spotted out and about together numerous times, but they still haven’t verbally confirmed their romance. In fact, when Kendall was asked about the relationship in a June 2023 interview with the Wall Street Journal, she simply said, “No comment.”

Kendall started spending time with Bad Bunny roughly four months after her split from NBA star Devin Booker. News of Kendall and Devin’s breakup emerged on Nov. 21, 2022 via People. “Both have incredibly busy schedules right now with their careers and they’ve decided to make that a priority,” an insider revealed about the split, which happened a month earlier. Since then, Kendall has been moving full-steam ahead with Bad Bunny. Here’s what you need to know about their relationship, and her previous public romances..

Kendall Jenner & Bad Bunny

Kendall Jenner
Kendall Jenner and Bad Bunny head to a Met Gala afterparty on May 1, 2023 (Photo: JosiahW / BACKGRID)

In Feb. 2023, an insider revealed that Kendall and Bad Bunny were seeing each other. “Kendall recently started hanging out with him. They were introduced by friends. He moved to L.A. a few weeks ago and bought a house,” the source told PEOPLE. “She likes him and is having fun. He is different from guys that she dated in the past. He is very charming.” In February, the pair were seen exiting a Beverly Hills restaurant after a supposed double date with Justin and Hailey Bieber, per TMZ.

Since then, Kendall and Bad Bunny have been spotted out and about together numerous times — including packing on the PDA following a dinner date that included Kendall’s sister Kylie Jenner. They were also seen leaving an Oscars party together, reportedly kissing during a dinner date in Los Angeles, and enjoying a horseback riding date at an equestrian center in LA in April. The pair got cozy with each other at Coachella in April after Kendall supported Bad Bunny during his set. Kendall and Bad Bunny both attended the Met Gala in New York City on May 1, 2023. but they didn’t walk the carpet together. Later that night, they were seen heading to an afterparty at Zero Bond for more fun.

In June 2023, Kendall opened up to WSJ about why she’s decided to keep tight-lipped about her relationship with Bad Bunny. She gave a “no comment” when pressed about her love life, and then expanded on her decision not to share more. “I try to find the balance of keeping things private and keeping things sacred,” she admitted. “Also not letting the unfortunate frustration and stress of everyone trying to get in on it stop me from enjoying my side. I’ll go out of my way to do things as privately as possible because I just think that that’s the healthier way of dealing with relationships anyway.”

Who Has Kendall Jenner Dated?

Devin Booker

Devin Booker, Kendall Jenner
Kendall Jenner and Devin Booker enjoy halftime of Super Bowl LVI between the Los Angeles Rams and the Cincinnati Bengals at SoFi Stadium in Los Angeles on February 13, 2022. (Shutterstock)

Kendall and Devin sparked romance rumors when they were seen outside a rest stop in Sedona, Arizona on April 28, 2020, escaping Los Angeles amid the COVID-19 pandemic. They officially started dating in June 2020, which Kendall confirmed by posting about their one-year anniversary on Instagram in 2021.. However, she also opened up on the KUWTK reunion about why she’s chosen to keep her relationship with her “boyfriend” private despite being in the public eye so much.

“I feel like it’s always worked better for me that way,” Kendall admitted in front of her sisters. “And no offense to my older sisters at all, but I think that Kylie [Jenner] and I specifically have had the opportunity to watch my older sisters go through marriages and relationships and breakups and all these things and do them pretty publicly.”

She added, “Again, no offense to you guys at all, but I think it was a personal preference from a really young age that I didn’t really want to like… I think it makes my life a lot easier and our relationship a lot better to be completely honest. I just feel like it’s a private matter. It’s not really for anybody else to judge or know.”

Kendall and Devin were all about having fun during their two-plus years together. In addition to their many road trips and vacations, Kendall was also seen supporting him at his games with the Phoenix Suns, with fans snapping pics of her in the stands watching her man play ball.

One of the first public sightings of Kendall and Devin. (BACKGRID)

They made some PDA-packed appearances in 2021, spotted walking hand in hand while en route to NYC hotspot Carbone or West Coast celeb favorite Nobu. They also attended several high-profile sporting events, like the U.S. Open men’s tennis championship and the 2022 Super Bowl. Kendall first pulled the plug on the relationship after Devin failed to impress during sister Kourtney Kardashian’s wedding to Travis Barker in Italy in May 2022. A source EXCLUSIVELY told HollywoodLife, “Kendall broke up with him because she didn’t think he was taking the relationship as seriously as she was.

However, Kendall took Devin back in the summer of 2022. After their initial breakup, insiders said Devin was more dedicated than ever. “He’s been laser-focused on making her happy ever since,” the source told HollywoodLife EXCLUSIVELY in July 2022. “It’s like they’re back in the honeymoon stage. Her friends and family are thrilled that they’re back together; everyone would love to see them get married.”

Kendall and Devin on a date night. (BACKGRID)

Kendall and Devin broke up, for good, in Oct. 2022. “Both have incredibly busy schedules right now with their careers and they’ve decided to make that a priority,” a source told People. One more added, “They have a lot of love and respect for each other and wish only the best.”

Nick Jonas

Disney Channel star Nick Jonas was linked to the supermodel back in 2015 when his older brother Joe Jonas was dating Kendall’s BFF Gigi Hadid. It was reported at the time that Gigi set up the pair, however, the Jonas Brothers star denied the claims. “We’re not dating. Kendall is great, and naturally, with her being good friends with Gigi and with Joe and Gigi dating, there are times we’ll be in the same place and we all hang out,” Nick told E! at the time.

Harry Styles

Kendall with Harry Styles. Image: Shutterstock

Kendall’s relationship with “Watermelon Sugar” chart-topper Harry Styles was big news in the early 2010s. The pair were first linked when they were spotted having dinner together in Los Angeles in November 2013, but it was reported that they parted ways a few months later. Things weren’t over for the duo, who spent New Years’ Eve 2014 canoodling on a yacht together.

Kendall’s big sis Khloe Kardashian seemingly confirmed the romance. “Do I think they’re dating? Yes,” she told Entertainment Weekly. “I don’t know if they’re like boyfriend-girlfriend. Nowadays I don’t know. People are weird with stuff. So, I don’t know their title.” Fans didn’t see much from them until they were spotted shopping together in April 2016, however, they split later that year. It seems the pair ended on good terms, as they appeared on James Corden‘s The Late Late Show together in 2019, and even joked about their past romance.

Jordan Clarkson & Blake Griffin

Kendall casually dated NBA player Jordan Clarkson in July 2016. They were reportedly seen cozying up to each other at Drake’s 2016 American Music Awards after-party. She then sparked romance rumors with rapper A$AP Rocky after they attended Kanye West’s Yeezy fashion show together in August 2016, and were later spotted together at the 2017 Met Gala.

A few months later, Kendall reportedly began dating NBA star Blake Griffin. Although their romance was brief, she opened up about their relationship in a March 2018 Vogue interview. “I’m happy. He’s very nice,” she said. “I have someone being very nice to me.” The two were spotted out and about together for around seven months before calling it quits in April 2018.

Ben Simmons

The supermodel’s last beau before Devin was Australian-born basketball player Ben Simmons. Kendall had an on-again, off-again relationship with the Philadelphia 76ers star for nearly two years, breaking up for the first time in May 2019 before rekindling their relationship.

Kendall Jenner, Ben Simmons
Kendall Jenner and Ben Simmons out and about during New York Fashion Week Feb. 2019. (Shutterstock)

She even confirmed that they dated on a February 2019 episode of The Ellen DeGeneres Show. Things began heating up again in early 2020 when she spent time with his parents during a Sixers game in Philadelphia. They appeared to call it quits shortly afterward as the coronavirus pandemic began.