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Re: Esmeralda
It's beautiful, but I feel like it could be an awkward name for a girl to wear if *she's* not conventionally beautiful. Like, a shy, plain Esmeralda would seem sadder and weirder than a shy, plain Emily. Esme is a good nickname option, though.

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True, but that's what nicknames are for when a name is long and dramatic. Essie, Ezi, Mera, and Alda would all be fine for a shy, plain person.