Advertisement
As the world's highest paid model, it comes as no surprise that has moved in elite circles for years.
Still, even she likely never anticipated a set up quite this uncomfortable on Sunday.
The model, 30, found herself in a luxury VIP box with , whom she was rumoured to have had a fling with - and is now dating her sister .
As if that wasn't awkward enough, she also had front row seats to her romantic past.
Her ex boyfriend, , took over Levi's Stadium in Santa Clara, for his halftime Super Bowl performance.
Cameras showed Kendall stood awkwardly as she watched her ex put on quite the spectacle as he was joined by the likes of , Ricky Martin and among others.
Advertisement
For many it was a day of celebrations, but for Kendall, it was an event where family and exes collided in front of the one of the world's biggest sporting stage.
Kendall Jenner likely never anticipated a Super Bowl set up quite this uncomfortable on Sunday (pictured behind rumoured flame Lewis Hamilton who is now dating sister Kim Kardashian)
The model, 30, also had to watch her ex Bad Bunny headline the game at halftime
Kendall enjoyed the Super Bowl while in the company of her rumoured fling Lewis.
The model was seen awkwardly stood behind the F1 star and her sister Kim while watching the game.
Kendall and Lewis first made headlines in 2015 when they were spotted together at the Monaco Grand Prix.
Advertisement
They later fueled romance rumours when they enjoyed days out in London and New York.
Despite the rumours, they continued to call each other friends.
Lewis was quick to shut down rumours, telling E! News: 'Me and Kendall have been friends for a while, so we're just friends.'
Praising the supermodel, he added: 'She's doing incredible, she's very focused, very level-headed, and she's just - for such a young woman, she's very grown up.'
The sentiment is clearly mutual, with Kendall and her mother Kris Jenner pictured hanging out with Lewis at various events over the years.
Kendall enjoyed the Super Bowl while in the company of her rumoured fling Lewis (Kendall pictured holding Hailey Bieber's hand)
Advertisement
The model was seen awkwardly stood behind the F1 star and her sister Kim while watching the game
Kendall and Lewis first made headlines in 2015 when they were spotted together at the Monaco Grand Prix
Back in 2015 it was even claimed that Kris wanted Lewis for a son-in-law, with a source telling The Sun that she wanted Kendall to date the F1 ace.
'She really wants Kendall to date him,' an insider said at the time. 'Lewis and Kris have become friendly in recent months and she thinks he's perfect for her daughter. She really enjoyed being in Monaco with Lewis, who personally invited her.'
Well Kris was in luck but it was Kim who managed to take him off the market.
Since 2026, the F1 star has been dating the SKIMS founder, with the pair making their first join public outing together at the Super Bowl.
Advertisement
The couple appear to be going from strength to strength, having spent time together in LA with Kim's family.
New reports have claimed Kim's family 'adore and approve' of Lewis, with the pair 'keen to keep their romance moving forward'.
A source said: 'Kim and Lewis's relationship is intense but they are both keen to keep moving forwards. He wants to spend as much time with her as possible, especially as he'll be back getting ready for the new F1 season in a couple of weeks.
'Lewis has been in LA, spending time with Kim and her family. They all adore him, especially her mum Kris [Jenner], who has loved having Lewis around.
'They're all really approving of this relationship. They just want to see Kim happy', according to The Sun.
Daily Mail has contacted Kim and Lewis' representatives for comment.
Advertisement
Kendall watched her ex-boyfriend Bad Bunny, whose real name is Benito Antonio Martínez Ocasio, take over the stadium during halftime
The Kardashians star and Bad Bunny— who previously appeared to shade Kendall for 'not getting' his music — dated between February 2023 and October 2023
Kendall then had to watch on as her ex-boyfriend Bad Bunny, whose real name is Benito Antonio Martínez Ocasio, take over the stadium during halftime.
Cameras captured Kendall entering the arena wearing skintight blue jeans and a skimpy black crop top that exposed her bare stomach.
However, her mood appeared to shift when her ex stepped onto the field.
In a now viral video, Kendall was seen holding onto Hailey Bieber's hand while they swayed through the 31-year-old Puerto Rican hitmaker's set, which has become the most-watched Super Bowl show of all time with more than 135 million viewers.
Advertisement
Kendall famously dated the Grammy-winning artist between February and October in 2023.
They rekindled their romance briefly in 2024 before separating again.
A year after their split, Bad Bunny appeared to make a veiled dig at the star.
Sharing a post on his Instagram Stories, he was seen wearing a hat and saying: 'Stop dating people who don't get your music.'
Kendall and Bad Bunny first sparked dating rumors in early 2023 and confirmed their relationship shortly afterward when they were spotted sharing a kiss following a sushi date in Los Angeles.
The couple largely kept their relationship private, but fans began speculating about a split later that year after Kendall shared cryptic messages and celebrated her birthday without the performer.
Advertisement
The pair first sparked dating rumors in early 2023, but split 10 months later in December 2023 (seen in May 2023)
By December 2023, multiple outlets reported that the pair had gone their separate ways.
Sources previously told Us Weekly that Jenner saw long-term potential with Bad Bunny, describing him as 'the complete package' and praising his confidence and how well he fit in with her friends.




