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Miley also has several dating relationships, many of which are short lived. 

Oliver Oken (played by Mitchel Musso): Miley and Lilly's best male friend. "In I Honestly Love You (No Not You)", Miley believes that Oliver is in love with her when she overhears him (while asleep in the hosptial because of a broken ankle) say "I love you". However after a talk with her dad she thinks that Oliver will move on and so will Lilly but when Lilly announces that she is in love with Oliver, Miley ends up telling her the truth. Lilly and Miley hatch a plan to get Oliver back but only to find out that he was practicing saying "I love you" so he could say it to Lilly. They both say that they love each other in the end of the episode. (It is mentioned in this episode that neither Oliver nor Miley have romantic feelings for each other). However, Oliver did used to have romantic feelings towards Hannah Montana before he knew she was Miley. Miley,at first, didn't want to tell him who she was, just in case he had romantic feelings for her as Miley, but when she eventually told him, he saw her as just a friend. 

Leslie "Jake" Ryan (played by Cody Linely): Jake is a famous television star. Miley and Jake meet when he briefly attends Seaview Middle School. Jake is attracted to Miley because she is the only person at school who is not starstruck by his arrival. Miley at first denies having feelings for him, but she tries to "make him jealous" by using another guy. It works in a fortunate result of her and Jake kissing, but Jake tells Miley he has to go shoot a movie in Romania and she stands him up. Jake then reappers in "Archy Jakey Heart" Part 1 and tries to win Miley back. She decides to give him a chance, after Jake revealing feelings for her on live national TV. Miley soon tells Jake that she's Hannah Montana, because Jake told his sercret to Miley. Jake tries to play normal like Miley, but when he cannot handle the pressure of not getting what he wants, the two decide to be just friends, although it is revealed to the audience in "Jake... Another Piece of My Heart," that both Jake and Miley still have feelings for each other, but neither one is willing to admit it. In "He Could Be The One", Miley chooses Jake over Jesse (her guitarist) because they have so much history and she believes he could be the one. They then officially start dating. It was unknown whether they were still together or not because Jake had never been seen or mentioned since the episode "He could be the one" . However ,in the season 4 episode "It's the End of Jake As We Know It" Oliver gets a picture texted to his phone of Jake cheating on Miley, so Miley beats Jake up on the taping of a Christmas special with guest star Sheryl Crow. This ends their relationship for good. 

Travis Brody (played by Lucas Till): Travis is a childhood friend from Tennessee. It is said in the movie that they both used to like each other when they were younger. The two become reacquainted during Miley's return to Tennessee in Hannah Montana: The Movie. He discovers that Miley is Hannah Montana and the two kiss, assuming that they get together. However, even though the movie does not show it, it is implied that they broke up due to the fact that Miley went back to California and their relationship would not work long distance. Also, he is not mentioned during the episodes following the movie. 

Jesse (played by Drew Roy): Is a part of Hannah's band in episode "He Could Be The One" . Hannah pretends to like Jesse, so that Robby will be thankful of Jake. But she starts to have real feelings for him. Miley then has to listen to her heart and chose the guy who could "be the one." She ends up choosing Jake over Jesse, In the season 4 episode "Been Here All Along", She goes out on a date with Jesse (as Miley), but gets angry when he took a phone call from his father, since she blow off her "father- daughter day" with her dad, but when Jesse tells her that he took the call because his dad is stationed in Afghanistan and they don't get to talk often, Miley is inspired to hold a concert as Hannah for military families. In another episode in the 4th season Miley reveals to Jesse that she is Hannah. Yet to her surprise he already knows. Jesse can't take the pressure of dating Hannah and Miley and ends it with Miley. In the end of the episode, Jesse comes back to Miley and then she reveals her secret to the whole world.    

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