51.Blake Lively and Leonardo DiCaprio

In 2011, Blake Lively and Leonardo DiCaprio were a couple but dated for just five months before going their separate ways. Before their pictures were out on tabloids, the actor had just ended his relationship with Bar Rafaeli. Meanwhile, Lively’s romance with Penn Badgely ended in 2010. Unlike their previous relationships, the actors were not timid about public displays of affection.

According to reports, they first met during auditions for The Great Gatsby. Lively allegedly auditioned for the role of Daisy and was thought to have snagged it as she was spotted having dinner with DiCaprio. Carey Mulligan wound up getting the part, which sparked dating rumors. Months after, they made their relationship public. They were seen doing a lot of fun activities together, including biking in the busy streets of New York. While their moments seem so endearing, they did not last long. It did not take long as well before a new guy came into the picture. Lively got together with Ryan Reynolds just months after the breakup. Now, she is happily married to Reynolds and is busy helping their kids with their online classes.