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After finalizing his divorce from Jennifer Lopez in early 2025, Ben Affleck has been navigating his newfound single status, and according to a recent report by The Daily Mail, the actor has set his sights on a new Hollywood crush: Angelina Jolie. Despite their past connections to other high-profile relationships, including Jolie’s marriage to Ben’s friend Brad Pitt, Affleck reportedly admires Jolie not only for her striking looks but also for her impressive career, particularly her work as a director.
A source shared that Ben finds Angelina smart and respects how she has balanced her career and personal life, especially her decision to focus on her six children. Both Ben and Angelina are seasoned professionals in the film industry, and the source believes they would have a lot to talk about over dinner, given their shared experiences behind the camera. Like Jolie, Affleck also has three children from his previous marriage to Jennifer Garner, which could create common ground in their conversations as well.
Interestingly, Ben and Brad Pitt have both been romantically involved with Gwyneth Paltrow at different points in time, with Brad being engaged to her in the mid-90s and Ben dating her a few years later. Currently, Brad is dating jewelry executive Ines de Ramon, but it seems Ben is intrigued by the idea of connecting with Angelina.
The timing of this revelation coincides with Ben’s public reflections on his recent split from Jennifer Lopez. He has expressed that the breakup was devoid of drama and scandal, explaining that they simply grew apart. He also complimented Lopez for managing fame better than he does. Meanwhile, Jennifer Lopez has been keeping busy, not only filming a new movie with Ted Lasso star Brett Goldstein but also spending quality time with her daughter Emme. In a heartfelt post on Instagram, she referred to Emme as her “best date ever” after a night out at Broadway.
As Ben navigates his post-divorce life, it seems that he is open to new connections and opportunities, with his admiration for Angelina Jolie now making headlines. Whether or not this leads to a new chapter for the two remains to be seen, but it’s clear that both stars have led interesting lives full of personal and professional evolution.