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I think of the cookie and of the surname (as in actress Alyssa Milano, like Zuzu said). It isn't at all masculine toned, and I don't think it feels like a name.

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With a second name, do you mean a second-first name or a middle name? Either way, I suggest Milano James Henry (two-first names, Milano and James) and Milano Patrick (Patrick being the middle name).

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-Lissa Hannah-
Check out my profile for the names of my !'s, ?'s, ~'s, and /'s.