Is Ben Affleck Moving On With Brad Pitt’s Ex? Insider Spills On His Feelings for Angelina Jolie
Ben Affleck Is Single Again—And He’s Reportedly Eyeing Angelina Jolie
Ben Affleck is back on the market, and according to a new report, he's already caught feelings for someone unexpected—Angelina Jolie. Yes, the same Angelina who was once married to Affleck’s old friend Brad Pitt.
According to The Daily Mail, the newly single actor has confided in friends about having a low-key crush on Jolie. The report claims Affleck admires her not just for her beauty, but for her brain and her achievements behind the camera.
Let’s break down this juicy Hollywood development.
Affleck and Lopez: Officially Over in Early 2025
Ben Affleck and Jennifer Lopez finalized their divorce earlier this year. Their relationship—famously rekindled in 2021 after a nearly 20-year break—grabbed headlines when they tied the knot in 2022. But despite the fairy tale reunion, the marriage didn’t last.
Affleck has been mostly private since the split, and sources say the breakup was amicable. He recently opened up about the split, saying there was no scandal—just two people growing apart.
“She handles fame better than I ever could,” Ben admitted, praising JLo while also making it clear that their differences eventually drove them apart.
Enter: Angelina Jolie—The Woman Who Has Ben’s Attention Now
Ben Affleck is now reportedly turning his attention to another iconic Hollywood beauty: Angelina Jolie.
According to the insider quoted by The Daily Mail, Ben told a close friend that he finds Angelina "smart, talented, and graceful". He’s drawn to how she has lived her life with purpose, balancing her high-profile career with humanitarian work and parenting six children.
Why Jolie?
- Same age range: Both are in their 50s and have lived through the highs and lows of Hollywood fame.
- Directorial experience: Affleck admires Jolie’s shift into directing—something they both share passion for.
- Life perspective: He reportedly appreciates how she has dealt with public and personal challenges with grace.
The source added:
“They’d probably have a lot to talk about over dinner—from parenting to movie projects.”
Affleck Doesn't Care That Jolie Was With Brad Pitt
One thing that’s raising eyebrows? The fact that Angelina Jolie is Brad Pitt’s ex-wife. But Ben Affleck reportedly isn’t worried about that at all.
In fact, it wouldn’t be the first time Affleck and Pitt have dated the same woman. Both were romantically linked to Gwyneth Paltrow back in the late '90s. Brad was engaged to her before Ben dated her.
Brad is currently in a relationship with jewelry executive Ines de Ramon, so it’s unlikely this would stir up any real drama—at least not yet.
Their History: Have Ben and Angelina Crossed Paths Before?
Yes—and those encounters weren’t exactly forgettable.
Past Public Interactions Between Ben and Angelina:
- 2001: The two were seen having a cozy chat at the Vanity Fair Oscar Party.
- 2014: They were spotted sharing what some described as “an intense moment” at the Hollywood Film Awards, locking eyes and smiling warmly.
While nothing romantic came of those encounters, fans are now wondering if the sparks were there all along.

Meanwhile, What’s Jennifer Lopez Up To?
JLo isn’t letting the divorce slow her down. She’s back to work, currently filming a new movie with Ted Lasso star Brett Goldstein.
She’s also spending quality time with her daughter Emme, recently calling her “my best date ever” after a mother-daughter night out on Broadway.
JLo seems focused on her family, work, and keeping things drama-free in the public eye.
Is a Ben-Angelina Love Story Actually Possible?
Right now, there’s no confirmation that Jolie even knows about Affleck’s interest. She’s famously private and hasn’t publicly dated anyone since her split from Brad Pitt in 2016. In past interviews, Jolie has made it clear that her top priority is raising her six children.
Still, fans can’t help but speculate: could this be Hollywood’s next surprising couple?
Hollywood Fans Are Buzzing With Theories
The idea of Ben Affleck and Angelina Jolie together has the internet in a frenzy. Some fans say it’s a match made in Hollywood heaven—two talented actors-turned-directors with a lot of shared experience. Others wonder if it’s just another headline grabber.
But one thing’s for sure: Ben seems to be ready for a fresh start. And if Angelina Jolie is even a little bit interested, this could be a plot twist worthy of its own movie.
A New Chapter for Ben Affleck?
Ben Affleck’s reported crush on Angelina Jolie may just be wishful thinking for now, but it shows he’s moving forward—and perhaps dreaming a little bigger when it comes to love. Whether it turns into anything or not, this surprising update has already sparked massive curiosity in Hollywood circles.
Could we be witnessing the beginning of a new power couple? Or is this just one of those celebrity crush stories that never goes anywhere