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He appeared with Musso on MTV's Total Request Live on June 9, 2008.Their band along with The Maine were the two special guest acts on the 2008 Soundtrack of Your Summer Tour, co-headlined by Boys Like Girls and Good Charlotte. In 2008, he featured in a song called "Hovering" on Miley's album, Breakout in the Deluxe Edition.While De Leon’s “Crown” is supposedly about Demi, the lyrics of “Catch Me” by Lovato are dedicated to him.A 16-year-old Lovato became close friends with Miley Cyrus when she dated her fellow Disney alum’s brother, Trace Cyrus who was 20 at that time.Linley told Seventeen that he had his worst date ever with Demi. It was a series of unfortunate events starting with Linley picking her up two hours late because of an audition that ran behind and his car broke down.He had more car troubles when they were driving to a restaurant.A pre-fame Lovato dated a boy named Jonathan Fryar in 2007.A picture that surfaced later led to rumors that she’s dating fellow Disney alum and Sky High actor, Nick Braun. Her first confirmed relationship was with Cody Linley, who played the on-screen love interest of Miley Cyrus on Hannah Montana.

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Ashland HIGH has released demos of songs titled "Break It Down" and "Pretty Girls" on the band's My Space page.Though they claimed to be like siblings, Lovato dated the middle Jonas Brother in 2010.They first met on the set of Camp Rock, and she later toured with the Jonas Brothers for a year. We don’t know, but it was the perfect Disney romance until it ended.Demi was in a brief relationship with The Cabs singer, Alex De Leon.

When they broke up is not known, but after their breakup, it was revealed they wrote songs about each other.

Also in 2008, he appeared in the music video for the song "Somebody Said a Prayer" for the lead single for Billy Ray's album, Back to Tennessee.