Hollywood Stars Who Ditched Their Husbands for Much Younger Men

Some celebrity breakups don’t follow the standard route of a quiet period of self-reflection, sad playlists, and vague Instagram posts. There are plenty of celebrities who walk away from marriage and dive straight into romances that get everyone talking. Especially when their new man is quite a bit younger. It doesn’t really matter if these relationships were true love or chaotic rebounds. One thing is certain: these women did not care to move on in a subtle way, and why should they?

Madonna treated the rulebook like a rough suggestion

Madonna was married to Guy Ritchie for 8 years, but after they split up in 2008, she didn’t exactly pretend to be a demure divorced 50-year-old woman. In fact, for the next decade, she was linked to multiple younger men, including Jesus Luz and Brahim Zaibat, who were both almost 30 years younger than Madonna. That definitely made people uncomfortable, but Madonna isn’t exactly known for caring to make anyone comfortable. She has been publicly dating Akeem Morris since 2024, and they’ve been rumored to be engaged. Akeem is 38 years younger than Madonna, so even younger than her previous younger lovers. But hey, she’s Madonna, she does what she wants.

Kris Jenner went from a 20-plus-year marriage to Corey Gamble

Kris Jenner separated from Caitlyn Jenner in 2013, and they got officially divorced the following year. 2014 was also the year that Kris started dating Corey Gamble, who is 25 years younger than her. At first, people were saying that this is ridiculous and temporary, what could they possibly have in common? But they’ve been together this whole time and publicly profess their love for each other. That’s a relationship that’s been pretty strong for over a decade, so perhaps the public was too quick to judge them.

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Robin Wright’s post-Sean Penn chapter looked very different

Robin Wright and Sean Penn had a long on-again, off-again relationship for years and finally got a divorce in 2010. After that, Robin started going out with Ben Foster, who is 14 years younger. They even got engaged at one point, but ultimately broke up in 2015. And while this relationship didn’t last, Robin talks about that period of her life very positively and with a lot of warmth. She says that she felt happier and more herself than before.