7. Austin Rain

6. Derek Hanson

5. Jesse McCartney

4. Jake Ryan

3. Johnny Collins

2. Jesse (The Rockstar)

1. And finally, Travis Brody

He could be the one...or not.
Austin and Hannah were pretending to date for the publicity. Unfortunately, they both hated each other. Austin appeared in just one episode (Season 3, Episode 10), but this was by far the worst relationship. It was completely fake and no one had secret feelings for the other. No potential for an enemies-to-love-interests story here.
Lilly set Miley up with Derek, the cousin of Lilly's boyfriend, Lucas. They had a double date and watched a scary movie together. Derek was really cute (hello, Austin Butler!), but he was TERRIFIED of scary movies! Miley even called this the worst date of her life. TBH this would be a deal breaker for me, too. I need someone who will watch all the scary movies with me.
When Miley saw a shooting star and wished she was Hannah Montana all the time, her wish came true! In the blink of an eye, she was dating her celebrity crush, Jesse McCartney. It seemed great at first — I mean, she was on a boat. On a date. With JESSE MCCARTNEY. But, Hannah-life wasn't all it was cracked up to be and she found herself missing her old life. She tried to talk to Jesse and let him know that she wanted to be alone. But, Jesse wouldn't stop saying "you're so cute" in response to everything she said. So, she kicked him out of her house.
That's just not a sign of a good relationship.
Okay, I'll admit Jake Ryan was my childhood crush but, looking back, this was a terrible relationship. Miley and Jake were on-again-off-again and they dated other people to make each other jealous. Of course, there's also the glaring issue that Jake was cheating on Miley while Miley was developing feelings for Jesse (the cute rocker Jesse, not the cute celebrity Jesse). Also, didn't Jake also threaten to reveal her Hannah secret when he was angry? Major red flags all around.
Ketchup-moisturizer aside, Johnny was actually a pretty sweet kid in the pilot. But, he lost points in his second appearance on the show when he ditched Miley after she threw up. Who does that?
I was pretty torn on who deserved second place in this post, but here's what knocked Jesse to second place for me: Jesse deserved a great boyfriend award. Miley struggled to pick between Jesse and Jake, but I couldn't understand why. He was kind, supportive, and Miley even said she felt something special between them. But, when you struggle to pick between two guys, that says something about the potential strength of the relationship to me. Great boyfriend, pretty good relationship.
This relationship was my favorite overall. It seemed natural and I loved the cute banter these two had throughout the movie. Travis was also a sweetheart and he really cared about Miley. He listened to what she said and remembered the stories she told him. When he met Hannah, her celebrity status didn't impress him, and he told her that he liked Miley. When he realized Miley lied to him, he was upset but he forgave her.
These two had also been childhood friends before the movie began, so it was cute to see an old friendship blossom into a cute relationship. I'm convinced that the only reason they weren't end game was the miles between Tennessee and Malibu.
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