In a scandal hotter than any episode of The Kardashians, Hollywood insiders are spilling unsettling details about Kylie Jenner’s bizarre obsession with actress and model Lily-Rose Depp — Timothée Chalamet’s former flame. What started as harmless curiosity has reportedly escalated into something far darker, and according to several sources, it’s causing tension in Hollywood’s tight celebrity circles.
According to multiple insiders, Kylie first took interest in Lily-Rose shortly after she began dating Timothée. At the time, it was seen as innocent — just Kylie wanting to know more about her boyfriend’s past. But it didn’t stay innocent for long. Close friends of the Kardashian-Jenner family claim Kylie soon began asking pointed questions about Lily-Rose, digging into her social media, and even contacting mutual acquaintances for personal details.
“She wanted to know everything about Lily-Rose,” one source close to the situation told PageSix. “At first it was just curiosity, but then it turned obsessive. She started checking her social media every day, tracking who she was with, what events she attended. It was like Kylie was trying to keep tabs on her 24/7.”
The obsession reportedly went beyond online stalking. Insiders claim Kylie created a private Instagram account dedicated solely to following Lily-Rose’s fan pages, friends, and whereabouts. Through this, she allegedly left anonymous comments, liked old posts, and even engaged in heated DMs with fan account admins who posted about Lily-Rose and Timothée’s history.
But perhaps the most shocking claim came last week when an anonymous Hollywood source told TMZ that Kylie allegedly hired a private investigator to gather intel on Lily-Rose. The investigator was reportedly tasked with uncovering who Lily was dating, what events she attended, and whether she still maintained any contact with Timothée.
A second source added, “Kylie didn’t just want public info. She wanted the private, behind-the-scenes stuff too — the kind you can’t find on Instagram. She was desperate to know if Timothée still spoke to Lily-Rose or if they were meeting in secret.”
The situation boiled over during a high-profile afterparty in Beverly Hills last month. Both Kylie and Lily-Rose were in attendance, and according to eyewitnesses, things got tense fast. “Kylie cornered her by the bar,” a guest told DeuxMoi. “She accused Lily-Rose of trying to sabotage her relationship with Timothée. It almost got physical. Security had to step in before it escalated.”
Since then, fans have been quick to pick up on the eerie signs. Reddit threads and celebrity gossip pages have documented Kylie liking old Lily-Rose posts, attending the same events as her, and being spotted at restaurants frequented by Lily’s friends. Celebrity gossip blogger Tasha K even claimed to have leaked DMs between Kylie and a notorious paparazzi asking for private, unfiltered shots of Lily-Rose leaving clubs late at night.
Adding fuel to the fire, several insiders have hinted that this obsession is part of a much bigger pattern with Kylie. “She’s always been insecure about her relationships,” one Hollywood agent claimed. “She doesn’t like any of her boyfriends’ exes and will go out of her way to erase them or outshine them.”
Neither Kylie Jenner nor Lily-Rose Depp has officially addressed the controversy, but sources close to Lily-Rose say she’s deeply disturbed by the situation and has considered seeking legal protection if the stalking continues.
As for Timothée Chalamet? Sources say the actor is “caught in the middle” and growing increasingly frustrated with Kylie’s erratic behavior. One insider commented, “He’s aware of what’s going on, and it’s putting a strain on their relationship.”
With Hollywood insiders continuing to leak shocking details, and fans demanding answers, it seems this scandal is only getting started. What Kylie does next — and how Lily-Rose responds — could turn this simmering feud into one of the biggest celebrity showdowns of the year…
