Kendall Jenner’s Dating History: From Harry Styles To Bad Bunny

Following their meal, the couple exited the restaurant to find what appeared to be a parking ticket on the windshield of the Range Rover they arrived in earlier. Perhaps, Rihanna and ASAP were looking at every model on the runway similarly, but fans wouldn’t waste an opportunity to focus just on their reaction to Kendall. The singer is seen looking at the model with a slight smirk, sassy as always, with her beau by her side doing exactly the same.

“They are keeping it a secret until they’re ready to share it with the world.” A source told news outlet Us. The photos come paired with a new dating report from Entertainment Tonight. Another source close to the family reiterated these two really are boyfriend-girlfriend. “I don’t think you will be seeing them make a public kasualapp com support announcement anytime soon, but there is something going on there for sure,” the source said. As reported earlier, Rihanna and Rocky have been dating since January 2020. The rumors about them also started around the same time and after months of speculation, the rapper confirmed the romance in an interview with GQ.

The Kardashian and rapper – whose real name is Benito – are alleged to be spending time getting to know one another after being introduced through mutual friends. Kendall Jenner has been linked to many famous faces over the years, including good pal Harry Styles, but she chooses to largely keep her love life out of the spotlight. Despite the suit, a source told PEOPLE at the end of February that “they’ve definitely cooled off and are taking things at a slower pace, but not because of any particular drama.” “Kendall was in a great mood,” an onlooker told PEOPLE of the supermodel, who rocked $10,000 Saint Laurent boots at the bash, sponsored by Tequila Avión. “Kylie and Kendall were both extremely loving and cuddly with their boyfriends,” the onlooker said.

Another source told PEOPLE that the two were playing around during A$AP Rocky’s set. The model and rapper reunited at Jeremy Scott’s Coachella party, where the pair were seen spending time together before Rocky performed at the event. The 21-year-old model and 28-year-old rapper were spotted out at Nobu Malibu with a few of Rocky’s friends. But Jenner and Rocky left the celebrity hot spot together in Jenner’s Ferrari. Sabrina Park is a Digital Fellow at HarpersBAZAAR.com where she covers news, fashion, and culture stories. When she’s not writing she loves hanging out with her cat, reading outdoors and scrolling the depths of TikTok.

But their relationship could prove challenging, as Ben will have to report to 76ers training camp on September 28, 2021, while Maya has a busy career with the BBC. She’s also an ambassador for Adidas and has an extensive modeling resume. But sadly, their busy lives got in the way – Us Weekly later said “weren’t seeing each other a lot. They weren’t really official but were obviously dating. Their schedules are really hard.”

As of October 2020, it looks like Kendall and Devin are still very much an item as she invited him to sister Kim Kardashian’s birthday celebrations on a private island with all her closest friends and family. Fans spotted the basketball player lurking in the back of a family photo which showed Scott Disick hugging son Mason. After a very tumultuous July in a Swedish jail–A$AP Rocky has returned home and headed right into the arms of an ex-flame. This Kendall Jenner and A$AP Rocky relationship clue stemming from Sunday Service has us so intrigued.

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“This is the happiest Kendall has ever been in a relationship,” a source told People in April 2021. “She and Devin started out slowly, but have dated for about a year now.” Kendall and her latest fling Devin Booker are one of our favorite 2020 quarantine couples! The stylish duo were first spotted on a road trip in Arizona back in April. They’ve since been spotted out and about, sharing meals in Los Angeles and spending time with their mutual friends. The Phoenix Suns point guard even took his romance with Kendall interstate, visiting pals Justin Bieber and Hailey Baldwin in Idaho on September 3.

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Thanks to Kris Jenner’s wise advice the family reality show Keeping Up With The Kardashians (KUWTK) has become a go-to-show for those who love a life of glamour. The Kardashian sisters – Kourtney Khloe and Kim as well as their half-sisters Kylie and Kendall Jenner never miss an opportunity to share most aspects of their personal lives with their millions of fans. Then came the news in January 2022 that they were expecting their first child together, before Rihanna reportedly gave birth to a baby boy on May 13. Drake Has Been Dating Johanna Leia for Several Months — and Reportedly Mentors Her Son.

The two reportedly went on a double date with the Biebers at Wally’s in Beverly Hills. After their split, Jenner and Simmons were spotted hanging out together on New Year’s Eve. Jenner and NBA baller Jordan Clarkson were first spotted together in March 2016.

Photographers glimpsed the couple heading out in Manhattan on July 8, with the ‘Problems’ rapper spotted driving Rihanna in a Rolls Royce. The cosy couple held hands, cuddled up and laughed together on the red carpet, with the rapper also leaning in to kiss his partner’s cheek in front of the camera. News’ Daily Pop the entrepreneur admitted they weren’t even sure if there were gong to attend the fashion night of the year. In the clip, the rapper is seen presenting his real-life partner with a gold grill, which is seemingly an ode to his commitment to her and the future of their relationship. Rihanna was spotted out with her beau ASAP Rocky in New York City on Saturday night. Eight months after becoming parents, Rihanna and A$AP Rocky made a surprise appearance and attended the Golden Globes together.

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The pair first sparked dating speculation when they were pictured together in 2016. The duo happened to do so by sharing pictures of them from the Met Gala. Rihanna and Rocky have been together for quite a while and with the pair breaking the pregnancy news, fans have become curious about the people the pair have dated in the past. The longtime friends were spotted making out in July 2018, shortly after Anwar ended his relationship with Nicola Peltz. The model and Styles have never officially confirmed their past romance, but her mother, Kris Jenner, told Ellen DeGeneres in March 2021 that “yeah,” they were an item.

Following the news, fans are keen to know who ASAP Rocky has dated in the past, and false rumours about him and Kylie Jenner are swirling online. Alyssa Bailey is the senior news and strategy editor at ELLE.com, where she oversees coverage of celebrities and royals (particularly Meghan Markle and Kate Middleton). When she’s not working, she loves running around Central Park, making people take #ootd pics of her, and exploring New York City. They never publicly confirmed their breakup, though split speculation began to circulate in November 2022 when Gabriela deleted all of her photos with Bad Bunny on Instagram. By the end of March, Kendall and Bad Bunny’s relationship appeared to be heating up. On the 30th, they hit Los Angeles and were “openly kissing” at popular spot Sushi Fumi, according to an eyewitness who spoke to Us Weekly.