Cher has made younger-men headlines so often it is basically a side career

Cher has been dating younger men for so long now that it doesn’t even feel scandalous anymore. After she divorced Sonny Bono, she dated many young men, including Gregg Allman (only 1.5 years younger), Val Kilmer (13 years younger), Tom Cruise (16 years younger), and Rob Camiletti (18 years younger). She’s been in a relationship with music executive Alexander Edwards since 2022. Edwards is 40 years younger than Cher. The media keeps a close eye on this relationship, and people keep commenting that that’s a very big age difference. Cher, however, says that age is simply not an issue for her. She’s Cher after all, she’s got her own opinions, and she doesn’t care what anyone else has to say on this matter.

Halle Berry’s dating history also shows the pattern, though with less of an age gulf now

Halle Berry and Eric Benét divorced in 2005. It was a very public and very painful breakup for Halle. She then moved on to date Gabriel Aubry, who is 10 years younger than her. She had other relationships after him and eventually found love with musician Van Hunt, who is only a few years younger than her. So it’s not quite a shocking age gap marriage, but Halle still fits the pattern of choosing to date younger after a divorce and not making age difference a huge deal in the relationship.

Susan Sarandon belongs here, with one important technicality

Susan Sarandon was never married to Tim Robbins, so he was never her husband. He was her partner for over 20 years. But when they broke up, she dated Jonathan Bricklin, who was 31 years younger than she was. They broke up after 5 years together, and Susan describes herself as single and unattached.