In a shocking revelation, former Playboy model Zoe Gregory has claimed that she had a steamy encounter with pop sensation Justin Timberlake while he was dating Cameron Diaz in the early 2000s. Gregory, now 49, disclosed to the Daily Mail on Sunday that she met Timberlake, now 43, at a party at the iconic Playboy Mansion, where she made the first move on him.
Gregory recounted that Timberlake initially hesitated, citing his relationship with Diaz, but she further enticed him by suggesting that the “Charlie’s Angels” star was not with him at the moment. According to Gregory, Timberlake, not wanting to appear weak, eventually joined her in the Playboy Mansion’s grotto, where they engaged in intimate activities. However, Gregory clarified that they did not have sex but fondled and “made out.”
This is not the first time Gregory has been in the spotlight for her encounters with taken men. In 2019, she claimed that Alex Rodriguez had sexted her just weeks before proposing to Jennifer Lopez, describing him as “a needy, horny bloke.”
Justin Timberlake’s Relationship Rollercoaster
Timberlake’s dating history has also been marred by controversies. Britney Spears, his ex-girlfriend, recently accused him of cheating on her multiple times throughout their three-year relationship. In her bestselling memoir “The Woman in Me,” released in October 2023, Spears claimed that Timberlake had been unfaithful to her with “another celebrity.”
Despite these allegations, Justin Timberlake’s relationship with Jessica Biel has endured. The couple, who married in 2012 and have two children together, overcame rumors of infidelity. However, in November 2019, Timberlake was photographed holding hands with his then-co-star Alisha Wainwright, leading to speculation about their relationship. Timberlake later issued an apology, admitting to a “strong lapse in judgment” but denying any inappropriate behavior with Wainwright.
Justin Timberlake’s love life continues to be a topic of interest and speculation, with fans and critics alike eagerly following his romantic journey. Stay tuned for more updates on this captivating story.
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