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The "Daddy Issues" singer may have been looking for a father figure after her own allegedly abusive dad left her as a kid, then died of cancer in 2013. When he was in his twenties, he reportedly hooked up with Mandy Moore when she was 16 or 17 and with Lindsay Lohan when she was just 17.

that Valderrama was initially apprehensive about getting involved with her. He was first rumored to be dating Lovato when she was still 17 to his 30.

In a interview where Lovato described her ideal wedding (not an insane notion, given they were together more than five years at the time), she admitted, "He was like, 'Umm, babe? ' And he showed me an Instagram where people had screenshotted stuff and they tagged him in it." She said, "I was like, 'Uh…' He was like, 'Do you want to warn me with this stuff? I'm really sorry.' He was like, 'Don't apologize.'" Valderrama is about 12 years Lovato's senior, and that can make a world of difference in how partners view their relationship. then we could be together." Of course, the age difference may not have actually bothered Valderrama star has a history of dating much younger girls.This was all on top of Lovato's battle with self-harm, addictions, bulimia, and bi-polar disorder.To say she was going through a tough period would be an understatement, and all of these issues likely strained her relationship with Valderrama. Mandy Moore recently reunited with her ex-boyfriend Wilmer Valderrama, when they had some fun together at Universal Studios' Halloween Horror Nights along with a few mutual friends.The 31-year-old "Candy" singer Instagrammed a selfie with the 35-year-old former "I've know this goof (aka @wilmervalderrama) since I was 15! "And @rp1313 has been my bff for nearly 12 years....

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