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I only know one Gentry, and she spells it Gentri. I have no idea why her parents named her this, but I think they probably just liked the sound without thinking a lot about the meaning. A lot of parents do that. And yes, this Gentri is Southern as well... I wonder why it is regionally popular...

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It isn't a very hippie name though, in my opinion.

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As a name I'm not too fond of it, really.