A Look Back At Blake Lively's Star-Studded-Dating History

A few months after splitting from Penn Badgley, Blake Lively started dating none other than Leonardo DiCaprio. The unlikely pair was first linked in May 2011, when they were seen living their best yacht life in Cannes, E! News reported. They were also seen strolling through Hotel du Cap Eden Roc in nearby Antibes, according to Page Six. “They walked around the grounds together. It looked like they were a couple,” a source said.

The outlet reported Lively and DiCaprio had been introduced by director Baz Luhrmann the previous November. Once again, it was work that brought Lively’s new beau into her life as the dinner was business-related. Back then, Luhrmann was considering casting Lively in “The Great Gatsby,” while DiCaprio had already been confirmed, Us Weekly reported. It’s unclear when they started dating but Lively’s assertion she was friends with all of her exes before anything happened leads us to conclude it must have been a few months later.

In October 2011, Lively and DiCaprio confirmed the end of their romance, E! News noted. The two were last seen together the previous August, when Lively jetted off to Australia where DiCaprio was shooting “The Great Gatsby.” Albeit brief, the fling mustn’t have been all that casual, considering Lively’s “Gossip Girl” bosses knew about it. “She had this thing where she had a doll that she took photos of that she sent to Leo,” Joshua Safran told Vanity Fair. 

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