Leonardo DiCaprio shocked the world by hanging out with Gigi Hadid, 27, although he has been mocked mercilessly for never dating a woman over the age of 25. The 47-year-old actor probably had something to prove to all his detractors. For him, even a gap of two decades is an improvement over a dating history filled with very young women.
But when it comes to Hollywood romances with huge age gaps, DiCaprio is hardly alone. Celebrities are notorious for going after much younger love interests, a practice that’s common with men but which some women have participated in as well.
Warren Beatty and Annette Bening – 21 years
One May-December love story that has stood the test of time is that of actor Warren Beatty, 85, and his