Sean Penn and Scarlett Johansson
Sean Penn is 24 years older than Scarlett Johansson. Many were actually surprised that they were dating after Scarlett’s break up with Ryan Reynolds. Sadly, Sean and Scarlett only lasted roughly five months. Sean is currently dating another younger woman, actress Leila George, who is 32 years his junior.
David Hasselhoff and Hayley Roberts
27 years didn’t really get in the way of these two dating. Actually, many people say that Hayley was hesitant at first, but now, she has clearly fallen for the previous Baywatch star. In July 2018, the couple finally tied the knot. Congrats!