I finally got down to the bottom of my giant boys' list and the combos ended up being a shorter list than my girls' combos, surprisingly. It was because I had to weed out a lot of GPs, and I had trouble finding middle names. A lot of the middles have meaning to me, so I'll write a bit about those. I wanted badly to incorporate Robin in here as a middle, but it just didn't work out.
Let me know what you think! Thanks in advance!
Thomas Gray
(I love that the whole concept of gray is in between the lines, not necessarily having to be categorized as one thing or another)
Matthias Archer
(Archer is about as close as I could get to using Robin, since I love the tale of Robin Hood and Archer is a nice strong name)
Carter Jack
(Jack is after my grandpa Jack, whose actual first name was John)
Eben Arthur
(Love the story of King Arthur that puts a little boost of bravery into this old-style name)
Gale Timothy
Caspar John
(John is after grandpa Jack mentioned above)
Tobias Henry
Jude Alexander
Ezra Lucas
Roran Lee
(Lee is my dad's middle name but also mine, so honoring here)