Did Timothee Chalamet Cheat On Kylie Jenner? Reality Star Allegedly 'Rattled' by Secret Hookup Claims

Kylie Jenner is reportedly pressing Timothée Chalamet for answers over claims he had a three-year fling with a former adult film star before their romance began, leaving the reality TV billionaire in a state of high anxiety.

The 29-year-old cosmetics mogul and the 30-year-old Dune actor, who have been dating since 2023, are said to be under strain from these fresh allegations surfacing just days after the Oscars on 15 March. A source close to the couple told In Touch that Jenner feels 'rattled' by the persistent rumours threatening their bond.

Jenner and Chalamet have kept much of their relationship out of the spotlight since going public three years ago, though they've shared glimpses at events like the Golden Globes. Tensions boiled over recently when Sarah Tena, a 32-year-old former adult performer, told the Daily Mail that she dated Chalamet non-exclusively from 2020 to early 2023, including meet-ups in Los Angeles and New York, during which they exchanged gifts, such as matching bracelets.

She claimed to have been 'blindsided' by his shift to Jenner, insisting their last contact was a birthday party on Instagram in January 2023, right before the power couple emerged.

Chalamet has stayed silent on Tena's story, which echoes earlier blind items and tabloid whispers about his pre-Jenner liaisons. Insiders paint Jenner as unusually vulnerable here; she's got that trademark resilience for business battles, but love? That's her soft spot.

'Kylie normally has a pretty thick skin, but not when it comes to her relationship with Timmy,' the source revealed. 'She's so attached to him, the thought of losing him sends her into a total panic, so any sort of threat to their relationship is magnified times a hundred.'​

Timothée Chalamet and Kylie Jenner's Rocky Oscars Spotlight

The Oscars added fuel just last weekend, with viral clips showing Jenner attempting an effusive hug towards Chalamet's sister, Pauline, amid the Dolby Theatre buzz, only for it to land awkwardly, Pauline offering a quick, polite nod before moving on.

Body language experts pored over the footage, noting Jenner's wide eyes and flapping hand as signs of surprise or unease, while Pauline kept it formal. This came as Chalamet, nominated for Best Actor, lost to Michael B. Jordan for Sinners, and ex Travis Scott, Jenner's baby daddy, posted shady social media jabs seemingly aimed at the actor.

It's not just strangers fuelling the fire. The source points to scepticism from Chalamet's inner circle and family, who apparently view Jenner as mismatched for their artsy world, whispering setups with more 'suitable' partners.

Exes keep resurfacing, too, each tale chipping away. 'It's very tough to navigate because there seems to be something to get her anxiety going every other day,' the insider said.

'She says it feels like there's a constant stream of people trying to tear them apart. And it's not only random strangers on the internet, but there are also people in his circle, as well as his family.'​

Kylie Jenner Grills Timothée Chalamet Amid Hookup Doubts

When Jenner confronts him, Chalamet shuts it down. 'But when she tries to grill him for details, he won't even go there,' the source said.

'He says he doesn't want to dignify this gossip with his energy, which just leaves Kylie even more upset and anxious.' That's classic Chalamet methodical, evasive under pressure, prioritising his craft over drama.

Yet for Jenner, juggling two kids and a billion-dollar empire, this stonewalling amplifies the paranoia. She's flown to his sets before, pushing for commitment during Dune: Part Three shoots in Budapest, but he revels in that elusive bachelor glow.

Friends describe their dynamic as 'super serious' at times, with shared homes in Hidden Hills and New York, family approvals from Kris and Kim on her side. But these leaks expose cracks: the class divide gossip, the Hollywood purists eyeing Jenner's reality roots askance.

Tena's yarn, starting with her DM slide after The King, details steamy nights and her confessed 'feelings' for him, unreciprocated, she says. Chalamet made the first move; they hooked up monthly, and she fell hard. No public denial from him, leaving room for doubt.

Jenner's no fool; she's built fortresses against scrutiny, but this hits different. Whispers of her own alleged dalliances circulate, too, flipping the script, yet the focus stays on his past.

As cameras flash and timelines blur, one wonders if their low-key pact can weather the tabloid gale. The couple, spotted courtside at Knicks games and red carpets, seemed solid post-Oscars. Still, with Tena's claims unrefuted and family side-eyes immortalised online, Jenner's grilling sessions might just turn seismic.