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I find Lee really boring as a middle name, like the ultimate filler.

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I don't find it old fashioned at all, and I feel like I can't comment on it's southern-ness since I'm not American. But I really like Henry, maybe with a different more unusual but still classy middle name.

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Henry Dean
Henry Dane
Henry Cade
Henry Jack
Henry George
Henry Mark
Henry West
Henry Abe
Henry Ike
Henry Luc

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Hakuna Matata ~
Ohana *

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http://www.behindthename.com/pnl/117870?sort=gender&pop=ew