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Thank you all so much for your input! I would agree that Leo is the best in the list... some great suggestions to consider too - thank you and please, keep them coming!! It's refreshing to get input from you all since I feel like I've replayed names in my head over and over and over again :)
I would agree that most on the list do not really "fit" the feel of the names that we tend to agree on (which is not many!). Most likely why I'm not in LOVE with any of them!
Max's middle name is Dominic, so that's out (although i do like it). I am not a big fan of the nn "Walt" or we'd have done Walton as the first name. Matteo was #1 on my boys list since I was VERY young... and of COURSE that is the second part our our last name :) Just can't do it. Rocco we both do like, but unfortunately DH has an uncle "Rocco" who we'd rather not name a child after and I kind of feel like Roman, Rocco and Max makes Max look/feel like the odd man out.
We had talked about Lorenzo (nn Enzo), Andrew (nn Drew)... maybe Marco although I do not like the name Mark and I worry about the whole "Marco Polo" thing growing up. I agree with the other posters that the brother's names are all boy and the others don't necessarily "fit". So hard when the last name is so crazy Italian... there's a fine line between masculine, strong and over the top, you know?
3 of the same sex is just plain HARD!!