5. Avan Jogia

When she was 18 and starting to shed her innocent Disney rep, she was seen in a passionate make-out session with Nickelodeon actor Avan Jogia. The steamy shots were published by the Daily Mail, and at the time, Miley was on a break with her ex Liam. Jogia called her sweet, down-to-earth, and nice, but he ultimately lost out to Hemsworth soon after.

6. Kellan Lutz

Miley has always been one for the drama, and in 2013, the world saw photos of Miley with Kellan Lutz, one of Liam Hemsworth’s best friends. While the couple was apparently on a break, the photos of them landing in Miami on the same private plane sparked rumors, and there were also sources reporting that they were making out at a club in Vegas. Lutz said it was all gossip, and no hard feelings ensued, sharing, “It was hearsay, that was all gossip stuff. I hope they’re very happy and it lasts forever ’cause they’re both beautiful people.”

7. Patrick Schwarzenegger

In 2014 on yet another break from Liam, things got steamy between Patrick and Miley. The two had an affair for around five months and even went on a romantic trip to Hawaii. In 2011, Patrick admitted he had a crush on the star, saying, “My eye … is set on Miley” and Cyrus even vacationed with his family on an Idaho ski trip. He was caught being unfaithful as he did body shots off a woman, but suspiciously tweeted, “Omg. It’s one of my best friends’ girlfriend…” Sure…