Kelly Rohrbach (2015)
In 2015, Leo briefly dated another Sports Illustrated model, Kelly Rohrbach, who was 25 at the time. In early January of 2016, reports surfaced that the couple had split "amicably." Coincidentally, her 26th birthday was approaching at the end of the month.
But don't worry about her. She would go on to become the bombshell star of the 2017 Baywatch film and would eventually tie the knot with Steuart Walton, one of the billionaire heirs of the Walmart fortune. Honestly, we'd say that's an upgrade.