1998 was clearly a busy year for our young Casanova! DiCaprio was linked to yet another famous face during this year—supermodel Amber Valletta.
The two were spotted stepping out together a few times but remained tight-lipped about the status of their romance. Valletta is best known for her high-profile modeling campaigns for brands such as Giorgio Armani, Chanel, Escada, Louis Vuitton, Prada, Valentino, Gucci, and Versace. In later years, she also turned to acting, starring in movies such as What Lies Beneath and Hitch.
Whether it is in pursuit of an Oscar, or educating the world about the dangers of climate change, or his ventures into film production, one thing you can say for certain about DiCaprio is that he never gives up.
The same is of course true of his dedication to finding true love—and, sure enough, Cupid came knocking on his door once again in 2011, this time in the form of Victoria’s Secret model Erin Heatherton. Ever the romantic, DiCaprio dated Heatherton for about 10 months before their conflicting schedules made it too difficult to continue.