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Many lolita dresses are made so that they ideally end at or just above the knee. Because she's taller, the dress would stop above her knee, and she probably thinks that others will think it doesn't look right or that it doesn't suit her body type, which would be apparent in photos as a well as...

I think what she's saying is "Being yourself doesn't automatically mean you'll be happy" e.g. She wears lolita, but is unhappy because she think her crush, Maestro isn't into her because she wears lolita.