Ben Simmons’ sister, Olivia Simmons, is stirring up attention online after taking a jab at her brother’s ex-girlfriend, Kendall Jenner, more than six years after their relationship ended.

In a TikTok video posted recently, Olivia recalled a moment from when the model spent time with the Simmons family, poking fun at her kitchen skills. 

“So my brother used to date Kendall Jenner, and I will never forget the time we — as a family — were sitting around playing Cards Against Humanity, and she was like, ‘I’m gonna bake some cookies,’” Olivia said in her selfie-style clip.

Olivia went on to say that she was surprised Jenner even wanted to bake. 

“First of all, you’re Kendall Jenner. Don’t you guys have a chef? We saw you cutting up cucumbers, b-tch. You don’t know how to cook,” she added, referencing the viral 2022 episode of The Kardashians where Jenner struggled to slice a cucumber.

According to Olivia, the model grabbed “ready-made cookie dough” but still somehow managed to mess it up. 

“You really don’t have to do much but, like, put it in the right place at the right time,” she said. “Like, the only thing that you need to do is chop them up evenly.”

But apparently, Jenner didn’t get that right either. 

“I have never seen so many uneven cookies. … What in tarnation?” Olivia said, before directly addressing Jenner in the video. 

“You rich b-tch. If you don’t call your f–king chef to come and cook these cookies for you?”

Olivia wrapped up her story by calling the Kardashian-Jenner family “weird b-tches” and captioned the video, “Cause girl we seen that cucumber video what the HELLY……… call The chef please cause the cookies were terrible.”

Her remarks quickly sparked a wave of mixed reactions in the comments. 

Some users found the story unnecessary, asking, “I don’t get the purpose of this story??” and “is the punchline in the room with us?” Others mocked her back, writing, “This did not go the way you anticipated it,” while a few criticized her tone, calling the video “weirdly mean for no reason” and saying, “bullying is so normalized.”

While Kendall Jenner has yet to respond, Olivia’s post has certainly reignited conversation about the infamous cucumber-cutting moment, and her brother’s past with the reality star.

Kendall Jenner, Ben Simmons relationship timeline
Kendall Jenner and Ben Simmons

Kendall Jenner and Ben Simmons 

Jenner and Simmons’ relationship has been one of the most talked-about celebrity romances of the late 2010s.

The supermodel and the NBA star were first linked in May 2018, when rumours began swirling that they were spending time together in Los Angeles. 

The pair were spotted at several restaurants and parties, sparking speculation that Jenner had moved on from her previous rumoured romance with fellow NBA player Blake Griffin.

As the summer heated up Kendall and Ben were frequently seen courtside at his games, cheering him on during his time with the Philadelphia 76ers. 

The two even started living together temporarily in a $25,000-a-month rental home in Los Angeles, showing that things were becoming serious.

Despite their growing closeness, Kendall kept things low-key. 

In early interviews, she hinted that she preferred to keep her relationships private, saying that once she makes something public, “it’s like inviting everyone to weigh in.”

By early 2019, the couple seemed to be going strong. Kendall even attended several of Ben’s games and was spotted celebrating his birthday with him. 

However, by May 2019, reports suggested that the pair had split. 

Insiders said the breakup was amicable and largely due to their busy schedules. Still, fans continued to speculate about a possible reunion after the two were seen together again at the end of the year, though neither confirmed rekindling their romance.

In the years since, both have moved on, Kendall later dated NBA player Devin Booker, while Ben focused on his basketball career, but their brief, high-profile relationship remains a pop culture staple from that era.