Ben Simmons’ Sister Takes to TikTok to Playfully Troll Kendall Jenner
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Olivia Simmons, the sister of NBA player Ben Simmons, recently took to TikTok to share a light-hearted story about her brother’s ex-girlfriend, Kendall Jenner. In the video posted on October 20, Olivia reminisced about a baking incident involving Jenner and the KarJenner sisters during a game night. She playfully mocked Jenner’s baking skills, calling the family “weird” in a humorous tone.

The viral TikTok clip featured Olivia recounting a moment when Kendall decided to bake ready-made cookies for the group while they were playing Cards Against Humanity. Olivia expressed confusion over Kendall’s choice to bake, particularly highlighting the memory of Jenner awkwardly slicing cucumbers in a 2022 episode of The Kardashians. She described the uneven cookie slices that resulted from Kendall’s baking attempts, finding the situation amusing.

During the TikTok video, Olivia jokingly suggested that Kendall should have just called her chef to handle the baking task, given the outcome of the cookies. Despite the baking mishap, Olivia appeared to take the experience in good humour, laughing off the incident as “hilarious.” Her light-hearted banter in the TikTok resonated with viewers, sparking amusement and entertainment across social media platforms.
The playful trolling of Kendall Jenner by Olivia Simmons offered a glimpse into the casual and fun dynamic between the Simmons family and the KarJenner clan. The light-hearted jab at Jenner’s baking skills added a touch of levity to the story, showcasing the bond between Ben Simmons’ sister and his former girlfriend. The TikTok video served as a playful moment of shared memories and inside jokes, further humanizing the public personas involved.
Ben Simmons and Kendall Jenner’s relationship garnered attention in 2018, with speculation swirling around their romance before it was confirmed by Caitlyn Jenner on The Ellen DeGeneres Show. Despite occasional public appearances together, the couple chose to keep their relationship largely private, opting to shield it from the public spotlight. Kendall emphasised the importance of maintaining privacy in relationships, citing the detrimental effects of external opinions on personal dynamics.
By spring of 2019, reports surfaced that Ben Simmons and Kendall Jenner had decided to take a break from their relationship, with sources indicating that they had mutually agreed to part ways. The news of their separation marked the end of their romantic involvement, as Kendall focused on spending time with friends and prioritising a lighter, more carefree lifestyle post-breakup. The amicable nature of their separation reflected a mature approach to handling the end of their relationship.
In retrospect, Olivia Simmons’ playful teasing of Kendall Jenner through the TikTok video highlighted a moment of shared laughter and camaraderie amongst the Simmons and KarJenner families. The light-hearted banter showcased the genuine and relatable interactions that can occur even between public figures, offering a glimpse into the humorous side of their personal lives. The TikTok video served as a reminder of the universal experience of bonding over shared memories and inside jokes, transcending celebrity status.
In conclusion, Olivia Simmons’ TikTok video playfully trolling Kendall Jenner not only entertained viewers but also humanised the public personas involved, showcasing a moment of lighthearted humour and shared memories between the two families. The story serves as a reminder that even celebrities have relatable moments of fun and laughter, creating a sense of connection and camaraderie with their audience.
