48.Leonardo DiCaprio and Gisele Bundchen

Leonardo DiCaprio has dated several models in the past years. Most did not last long, with the exception of his relationship with Gisele Bundchen. In 2000, the two were spotted hanging out together. Bundchen was a rising supermodel at that time, while DiCaprio already had several acting credits. As the actor’s love life was always a spectacular media event, the model immediately rose to the spotlight. At first, they kept tight-lipped about their connection, only confirming their relationship in 2003.

Two years later, the couple called it quits. DiCaprio went on to date another gorgeous woman while Bundchen met Tom Brady in 2006. In her memoir, she briefly wrote about her relationship with her former beau. At a certain point, Bundchen wrote that she was in a bad state and needed a shift in life, but he was not on board and wanted things to remain the same.