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Here's my opinion on your lists:

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Boys' Names
Love:
Really Like: Carter, Evan, Roman
Like: Alexander, Carson, Cooper, Isaac, Jeremy, Weston

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Girls' Names
Love: Addison, Alexandra, Kate
Really Like: Lillian
Like: Arianna, Brooke (prefer Brooklyn), Caroline (prefer Carrie), Elena (if pronounced eh-leh-nah not uh-lay-nuh), Rebekah, Rose (as a MN), Skye (as a MN)

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From your list of middle names I like James, Andrew, Ellie & Mary.

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Possible sibling set:
DS: Roman
DD: Addison
DS/DD: Evan / Kate
DS: Carter
DD: Kyla

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OR

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DS: Jacob
DD: Alexandra
DD: Lillian
DS: Roman
DD: Scarlett
DS: Isaac
DD: Kate

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Do we want something more classic or trendy or do we care? What are your thoughts on a set?