Alyce Crawford: 2011?
Leo and the Australia's Next Top Model contestant have reportedly been getting flirty Down Under while he films The Great Gatsby. Leo's rep has denied the rumors, so will the heat survive to see the movie's premiere?
Keep clicking for a look back at allll the super hot ladies that Leonardo DiCaprio has dated!
Blake Lively: 2011
Leo and the Gossip Girl had a five-month fling that included a globetrotting tour of Europe, New York, and the happiest place on Earth, Disneyland! And they were accompanied by the paparazzi the whole time. Maybe the tabloid attention was finally too much for the twosome?
Bar Rafaeli: 2006 – 2011
Leo's longest (on again, off again) relationship to date, rumors even started swirling that the Israeli supermodel would make it down the aisle with the bachelor. But that wedding chit-chat may have been exactly what ended their relationship.
Gisele Bundchen: 2000-2005
Before she landed herself a QB bf and became a mama, Gisele dated Leo for nearly five years. The übermodel and People's sexiest man alive were quite the attractive couple, but it may have been his shyness of commitment that ended the relaysh.
Kristen Zang: 1996-1997
Consider her the one that got away. At least according to People, who dubbed Kristen "the only woman who has come close to having DiCaprio all to herself." The twosome broke up just as Titanic was being released.
Claire Danes: 1995-1996?
Talk about a real life Romeo and Juliet. After appearing in, well, Romeo + Juliet, Leo and Claire allegedly dated. They never confirmed their relationship, but you can't take on one of the biggest love stories ever without a bit of off-screen chemistry, right?
Bridget Hall: 1994?
One of Leo's first model companions, Bridget never confirmed their relaysh, either. Only denied nasty rumors that tabloids started when she started popping up by Leo's side as the two were seen canoodling around New York City.
Kate Winslet: 1997-forever!
Why can't real life love be like it is on the big screen? Even though Kate and Leo have always insisted they never had anything romantic going on between them, there Titanic love is eternal. At least for us. Jack and Kate 4eva!