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Here are my thoughts on your list:

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Boys' Names
Love: Luke, John, Jude, Nicholas
Really Like: Aidan, William, Ryan
Like: Evan, Paul, Jason, David, Liam, James, Owen, Jonathan, Caleb

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Girls' Names
Love: Olivia, Mary
Really Like: Elizabeth (love Elisabeth), Jennifer, Maria
Like: Aurora, Rebecca, Hannah, Julie, Ariana, Lily, Cassandra

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I've never had so many names in common with a partner before, so I'm not quite sure how to narrow them down--lol :) I think Luke, John & Jude work really well as a brother set, and Nicholas has the potential to fit in too. Olivia & Mary go nicely. I'm not too big on names having to 'match' or be of the exact same style, so if you want to add more children, we can work on that.

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I think we have a natural sibling set falling into place :)
DS: John
DD: Olivia
DS: Jude
DS: Luke
DD: Mary (I'm liking it more than Maria...what do you think?)
DS/DD: Nicholas / Elisabeth (These two just seem cute together and I think they fit with the others...thoughts?)

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Now for middle names. Here are some combo suggestions based on names we've listed:

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John William

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Jude William
Jude Benjamin
Jude Nathan/Nathaniel

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Luke William
Luke Benjamin
Luke Brandon/Brendan
Luke Aidan
Luke Jason

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Nicholas Ryan
Nicholas Caleb
Nicholas James

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Olivia Grace
Olivia Kate
Olivia Faith
Olivia Jasmine
Olivia Scarlett

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Mary Isabella
Mary Liliana/Lillian
Mary Scarlett
Mary Victoria
Mary Aurora
Mary Rebecca

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Elisabeth Julia
Elisabeth Kate
Elisabeth Abby
Elisabeth Grace
Elisabeth Megan
Elisabeth Ariana