Secret Affair Unveiled: Justin Timberlake’s Alleged Tryst with Playboy Model Amidst Romance with Cameron Diaz Sends Shockwaves

More than 15 years after Justin Timberlake and Cameron Diaz called it quits, a former Playboy model is now claiming that the Mirrors hitmaker wasn’t as faithful as he seemed in the relationship. 

While speaking to the Daily Mail earlier this week, former Playboy model, Zoe Gregory alleged she once hooked up with Timberlake while he was dating Diaz.

Zoe Gregory recalled meeting Justin Timberlake at a Playboy Mansion party. After making a move on him, Timberlake initially rejected Gregory and said he was dating Diaz.

However, after Gregory continued to hit on him, Timberlake said Diaz wasn’t with him at the moment and he allegedly gave in. “He didn’t want to look like a wimp,” Gregory explained. “We both got in the grotto, and we both got our kit off — down to his shorts — and we ended up fooling around.”

Gregory did point out that she and Justin Timberlake did not have sex, they just made out. “I didn’t have sex with him, but we had a fondle and we made out.”

Justin Timberlake and Cameron Diaz reportedly met at the Kids Choice Awards in 2003. The duo went on to date for nearly four years before calling it quits in Jan. 2007.

Prior to talking about Timberlake, Gregory previously claimed she
received text messages from Alex Rodriguez just weeks before he proposed to Jennifer Lopez in 2019. “He was being like a dirty dog. He seemed like a needy, horny bloke,” Gregory said. “If he is doing this right up until the point he is proposing to her, it is just not fair.”