Sean Penn, 59 And Scarlett Johansson, 35—24 year difference

Sean Penn and Scarlett Johansson deserve credit for having kept their short relationship under the radar. Of course, they weren’t able to for long, and once they were spotted together in Mexico, well, rumors started flying left and right. After a while it was no longer deniable—the two were dating. They even attended Reese Witherspoon’s wedding together, and were photographed being handsy with each other.

We’re not really sure why they split, but suffice to say it’s been clear they were no longer seeing each other when Johansson wasn’t present for Penn while he promoted a film in the Cannes Film Festival. A source said that Sean Penn didn’t want this relationship to be serious, so he called it quit after 5 months. Well, according to this man’s records, it was not so hard to believe. Anyway, the two clearly moved on not long after their break up.