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Kendall, 27, (pictured) was Ben's first long-term fling in the public eye, although things appeared to remain very casual between the genetically blessed pair
While they made their relationship official in May, 2018, they weren't pictured together until that July.
“I never even saw him, let alone left with him,” Pippen wrote in her post.
Months later, in February, 2018, the Aussie sportsman struck up another short-lived fling with American singer Tinashe
It was around this time that Ben's love life took a brutal turn.
He was first linked to ex-fiancée Maya in 2019 while he was casually seeing Kendall, but they didn't become official until May of 2021.
They’d never interact but being in the same venue would create the rumors.
Similar rumors came up when Larsa Pippen and Marcus Jordan were in the same orbit. They ended their casual on-again-off-again relationship in 2020
Meanwhile, Ben was first linked to ex-fiancée Maya in 2019 while he was casually seeing Kendall, but they didn't become official until May of 2021
According to sources close to the pair, Ben 'adored' Maya.
Her divorce from and custody agreement with Scottie Pippen was yet to be finalized.
However, it's unclear how long this romance will last as Daily Mail takes a look back at the basketball player's rollercoaster romances over the years.
The point guard's first public love came in June of 2017 with former women's basketball player Dylan Gonzalez.
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Larsa Pippen Recounts Ben Simmons Romance Rumors as She Doubles Down on Years-Old News
Remember for a hot minute in 2019, Larsa Pippen was linked to Ben Simmons. They’d make their relationship Instagram official in January 2023, but would later say that they weren’t even romantically together when the rumors first came up.
Before that, Larsa was linked to Ben Simmons.
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Larsa Pippen shut down Ben Simmons rumors quickly
Ben Simmons and Kendall Jenner were broken up by the time he was linked to Kar-Jenner family friend, Larsa Pippen.
Brooklyn Nets star Ben Simmons' complicated love life laid bare as his ex-fiancée Maya Jama gets back together with Stormzy
Ben Simmons has been unlucky in love of late after a whirlwind romance with Maya Jama saw the pair split just six months after he proposed with a 'million dollar' ring.
Now the Brooklyn Nets star, 26, appears to be quickly moving on with Mexican actor and singer Eiza Gonzalez as his former fiancée, 29, gets back with her ex Stormzy.
The couple vehemently maintained they were only friends despite travelling together on overseas vacations.
The point guard's first public love came in June of 2017 with former women's basketball player Dylan Gonzalez, 28, (pictured), but they split in November
Nevertheless, it seemed the pair had put an end to things when the Kardashian daughter was caught kissing Anwar Hadis in September, 2018.
Two months later, things were back on when Kendall started showing up to Ben's NBA games with his mother in November.
They stayed together off-and-on, making rare public appearances, until about April, 2020.
On July 20, 2021, Maya posted an Instagram tribute to Ben for his birthday, making their relationship official with photos and videos of the pair kissing.
Ben appeared enamoured with the radio DJ and just seven months later, he got down on one knee and popped the question to her with a diamond ring worth $800,000.
According to sources close to the lovebirds at the time: 'Ben adores Maya and has fallen head over heels for her.'
But their love story wasn't meant to be, with the whirlwind romance coming to an abrupt end in August, 2022.
They began 2025 dissecting Larsa’s love life in the spotlight.
Midway Larsa claimed, “I’ve definitely been linked to guys that I’ve never even hung out with.” And Pooch confirmed it. It would be a while before she’s even rumored to be dating Michael Jordan’s son. The scrutiny of the RHOM star’s love life is crazier than expected once you know the background of those Ben Simmons rumors.
Since her breakup from Marcus Jordan, their previous podcast is a no go.
Now in her return as a podcast host, Pippen laid out the absurdity of those wild rumors. The most prominent example of this Larsa gives is one of her most well-known rumors.
While there isn't much information available about the details of their fling, it seemed a shared love for professional sports couldn't keep the pair together.
Ben Simmons, 26, (left) has been unlucky in love of late after a whirlwind romance with Maya Jama saw the pair split just six months after he proposed with a 'million dollar' ring
Ben split from the Flex City Fashion founder, 28, in November that same year.
The couple were spotted earlier this week walking hand-in-hand as they ventured out on Hydra Island in Greece - their first public appearance since getting back together.
The Hide and Seek hitmaker, 30 first met Maya in 2014 at the beginning of their careers and began dating in 2015, but they went their separate ways in 2020.
In an interview with Louis Theroux in October last year, Stormzy confessed breaking up with Maya was the 'biggest mistake' he ever made.
“He dated my bff’s sister and I would never.”
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She’d be in a similar situation in 2022. She’d again state that, she and Marcus “have been friends for the last couple of years.”
Eventually they dated, made it public, were teasing marriage, broke up once, reunited briefly, and broke up again for good.
Larsa would set the record straight on the alleged romance. Pippen’s bestie, though, refused to air her business. Larsa admitted to Pooch it’s become difficult to date in the public eye because of these situations and she’s going to be very cautious who she’s seen with.