Jennifer Aniston’s love life might soon cross paths with her past. Nearly twenty years after her split from Brad Pitt, the Friends star is reportedly ready to bring her new man face-to-face with her famous ex.
According to HeatWorld, Aniston is dating businessman Jim Curtis, and the two could soon share a dinner table with Brad Pitt and his current girlfriend, Ines de Ramon. Sources say the high-profile double date is in the works—and that Aniston is genuinely excited for her boyfriend to meet Pitt.
“She has no doubt Jim and Brad will click,” one insider claimed. “She’s really looking forward to it.” The source added that Curtis, who’s heard plenty about Pitt from Aniston and her circle, isn’t the least bit intimidated by the actor’s Hollywood stature. “Jim’s confident and grounded,” the insider said. “He’s intrigued to meet Brad in person.”
As for Pitt’s girlfriend, Ines de Ramon, she reportedly isn’t fazed by the ex-factor. In fact, sources say she’s looking forward to the evening and may even get along well with Aniston. “Ines and Jen have similar energy,” the insider explained. “And Jen believes Jim and Brad will hit it off right away.”
Aniston’s new relationship has sparked renewed interest in her love life after years of staying single. In a 2022 Allure interview, the actress said she wasn’t sure marriage was in her future but admitted she still wanted companionship. Now, insiders say that with Jim Curtis, things just feel different.
“She’s genuinely happy and at ease,” a source told People. “Jim’s supportive, grounded, and has a really positive impact on her life.”
If the rumored dinner happens, it could be Hollywood’s most talked-about reunion—one that brings the past, present, and a bit of curiosity all to the same table.
