The Truth About Kendall Jenner And Harry Styles’ Relationship

All that was visible from her dinner guest was dark brown trousers, a checkered blazer and an assortment of rings and black nail polish – which obviously caught the attention of some eagle-eyed fans. Harry and Kendall re-ignited romance rumours two years on when they were seen having dinner together in LA in April 2016. They’re thought to have had an on-off relationship before reuniting in December when they were pictured on holiday with their families in the Caribbean. A few weeks later, Jenner introduced Bad Bunny to her horse, Arizona, at the Hidden Hills Equestrian Center in California.

However, the model has recently managed to maintain an impressive air of mystery surrounding her dating life. They had an on-off relationship, even going on a double date with her now-ex boyfriend Devin and his then girlfriend and former Kardashian family friend Jordyn Woods. KYLIE and Kendall Jenner’s BFF, Hailey Bieber, has made a shocking confession about which sister’s style she admires the most. The model gave her opinion on The Kardashians stars’ wardrobes during an appearance on the Call Her Daddy podcast on Tuesday.

2016: Kendall Jenner … again

Then, on July 4th, the pair took a romantic trip to Southern Italy. In photos obtained by Page Six, you can see them really enjoying themselves while cuddling on a yacht. The couple’s https://loveexamined.net/littlepeoplemeet-review/ love was on full display during a recent stop on Harry Styles’ Love on Tour. One lucky TikToker captured footage of Olivia Wilde dancing her heart out while Harry sang on stage.

His romance with Taylor Swift might’ve inspired some hits

In 2018, Kendall and Australian NBA player Ben Simmons were spotted getting cosy in Khloe Kardashian’s Fourth of July Instagram post. Kendall and Aussie B-baller Ben Simmons reportedly dated for almost a year. These two were reportedly dating for over a year, though things were never really official. Unlike her on-and-off again relationship with Harry, her time with Jordan was apparently short and sweet, with no pictures of the pair even being snapped. Things died down between the pair, but they did reunite at the Met Gala where they reportedly hosted an impromptu after party together.

By May 2019 both Page Six and PEOPLE reported that the couple had split. “Things are not official between Kendall and Bad Bunny, but they’re seeing each other on a regular basis and getting to know each other better,” a source shared with the publication. Whilst we have to take most news from DeuxMoi with a pinch of salt, by March US Weekly was reporting that Kendall’s “feelings” for the Peurto Rican singer are “starting to grow.”

2013 Taylor Swift

Valentine’s Day wasn’t the first time Booker had publicly acknowledged being with Jenner. In January, the basketball player shared a photograph of Jenner sunbathing to his Instagram Stories commenting ‘whew’, according to E!. With regards to the pair’s day-to-day relationship, while they spent a lot of time apart due to their careers, this suited the fashion model who is a ‘very independent woman’, the source added. The photograph seemingly reconfirmed that the couple are back on, after they reportedly split in June due to their ‘very different lifestyles’ (see below). According to reports from Us Weekly, Swift and Styles were vacationing in the British Virgin Islands together but got into a heated argument and officially split.

Harry Styles, 2013-2014 & 2015-2016

Us confirmed in November 2022 that the couple had split after less than two years of dating. The “Ever Since New York” crooner was seen hugging and kissing the Portuguese model in June 2015 after reportedly spending the night together at an NYC hotel. And the two were even spotted ~in public~ at the 2022 Super Bowl game with Hailey and Justin Bieber—the foursome apparently double-date together a lot, casual. The guys were in sunglasses, the gals were snuggly in white tees—like, I want my life to look like that.

Swift reportedly cut her trip short and left early, which explains the iconic boat photo, while Styles stayed back to party with billionaire Richard Branson. Kendall and Ben reportedly dated for almost a year before a source told People in May 2019 that “the relationship ran its course”. They first sparked dating speculation in April 2020, after going on a road trip together. In June 2020, a friend of the pair told Us Weekly that the model and the basketball star weren’t labeling their relationship just yet. Since then, they’ve been spotted on a series of dates and left some pretty flirty comments for each other on Instagram.

Although she’s worked hard to keep her private life, well, private, a lot of information has been released about her dating life. Fans know Kendall was linked to Harry Styles for years before they ultimately called it quits and continued to stay friends. But she’s actually been romantically linked to a few NBA stars — like Jordan Clarkson, Blake Griffin and Ben Simmons — in the past. Serious rumors started flying in The stars were harry linked in January when they dating seen going out to dinner and hitting the slopes at Mammoth Mountain in California.

Kendall and the Grammy winning singer were spotted on what appeared to be a double date with her BFF Hailey Bieber and her husband, Justin Bieber. The foursome dined together at a Beverly Hills restaurant February 18, 2023, four months after Kendall’s split from Devin. Amid the possible new romance, eagle-eyed social media fans noticed the NBA star no longer follows his ex-girlfriend on Instagram, despite their amicable split, and Kendall has stopped following Devin.