Continuity mistake: When the movie begins, Mal's hair swaps between being dark and light purple.
Descendants (2015)
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Directed by: Kenny Ortega
Starring: Cameron Boyce, Dove Cameron, Sofia Carson, Booboo Stewart
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Ben: I can look into your eyes, and I can tell you're not evil.
Answer: The first Descendants is unclear with this information. SPOILER WARNING. In the beginning of the song "Queen of Mean" from Descendants 3 we see pictures on Audrey's mantle with her and Ben as little kids. So we can assume that they have always had some sort of close relationship, but it still unclear as to when it was official.