Watch out, Brad! Ben Affleck ‘fell for’ one of Pitt’s famous exes and thinks she’s ‘so hot’ — 20 years after both dated the same actress

In a surprising turn of events following his recent divorce from Jennifer Lopez, actor Ben Affleck has stirred conversations in Hollywood by expressing his admiration for none other than Angelina Jolie.

The intrigue deepens considering that Jolie was once married to Affleck’s friend, Brad Pitt.

Affleck has openly declared how “hot” he finds Jolie, prompting many to wonder about the implications of this newfound celebrity crush.

Affleck’s Reflection on Romantic History

Ben Affleck’s romantic history is neither short-lived nor without its complexities. Affleck, now 52, is navigating through the dating landscape once again with a keen interest in Jolie, who is 49.

Both actors have endured high-profile divorces that have kept them in the limelight, yet have also influenced their outlook on relationships.

Affleck shares a parental commitment with three children from his previous marriage to actress Jennifer Garner, while Jolie has six children with her former spouse Brad Pitt.

Affleck and Jolie are no strangers in the film industry.

Their paths have crossed multiple times at award ceremonies and events, sparking conversations about their careers as they continue to evolve.

Affleck’s decade-long relationship with Gwyneth Paltrow, who was also engaged to Pitt years prior, adds an interesting layer to this scenario.

While Affleck and Jolie have not dated yet, their past connections to Paltrow add context to their current interactions.

Exploring Compatibility and Common Ground

Although the Hollywood landscape can often lead to whirlwind romances, Affleck’s approach appears to be thoughtful and measured.

Recent reports indicate that he is taking his time in re-entering the dating scene.

Affleck understandably prioritizes his children during this transitional period, which has also seen him receiving support from his ex-wife, Garner.

Their co-parenting relationship has reportedly improved post-divorce, which bodes well for Affleck’s emotional well-being as he potentially explores a connection with Jolie.

Both Affleck and Jolie are in a unique position to understand each other’s challenges.

They’ve each faced scrutiny and public interest in their personal lives, which could foster a deeper connection.

The mutual respect for each other’s careers and the challenges that come with fame might serve as a foundation for a rewarding relationship.

Their commitment to family values further aligns them, creating a space for understanding and empathy in their potential interactions.

Affleck’s Career Focus Amidst Personal Changes

Since finalizing his divorce on February 21, 2025, Affleck has redirected his energy toward his family and career.

While the dating landscape can often be overwhelming, he seems to be taking a pragmatic approach by focusing on his film projects and the well-being of his children.

The dynamics of his friendship with Garner, which some sources indicate has become more profound post-divorce, further complicate the narrative of Affleck’s romantic intentions, creating challenges and opportunities as he navigates his new chapter.

Rumors about Affleck potentially dating Jolie have captivated fans and media alike, but only time will reveal if there’s more than just admiration behind his words.

The Hollywood dating scene is notorious for its unpredictability, so whether Affleck’s comments lead to a rekindling of old connections or simply remain a fascinating footnote in celebrity history remains to be seen.

As Ben Affleck navigates his way through the intricacies of love, friendship, and family connections, one can’t help but speculate about the evolving dynamics in his life.

Whether he continues to pursue a relationship with Angelina Jolie or prefers to maintain a respectful distance remains a topic of interest.