
Former Playboy model Zoe Gregory recently claimed that she had a fling with Justin Timberlake while he was dating Cameron Diaz in the early 2000s. Gregory stated that she met Timberlake at a party at the Playboy Mansion and made the first move on him. Despite Timberlake initially declining due to his relationship with Diaz, Gregory alleged that he eventually gave in to her advances. The encounter reportedly involved fooling around but not having sex.
Gregory had previously made headlines for alleging that Alex Rodriguez had sexted her just weeks before proposing to Jennifer Lopez. She described Rodriguez as being inappropriate and unfaithful in his interactions with her.