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Both names are great. I have a slight preference for
Molly because I think it sounds better with your last name. Katherine Sullivan has double -en sound endings. I prefer a different ending. Molly Katherine is lovely!
I like Greta Grace. (Greta for Margaret).
I would love for Hazel. Ava is a lovely name but because so many more names are out there that start with "A" (Amelia, Ashlyn, Adalyn, Anna, Ana, Addison, Avery, Aubrey), Hazel stands out as more distinctive.
I love Julia but I appreciate the concern about a repeat initial. Not a deal-breaker on my book.
You probably have, but want to be sure you have considered these Biblical names.
Elizabeth (repeat "E")
I have a son named Erik and I recommend it!
Congratulations! Beautiful choices!
In my opinion, yes.
If you would like to use the -lia ending, how about
Joanna is a lovely name too!
My favorite of your boys names is Silas.
For your daughter, I would avoid anything with "Rose" in it because your first daughter's middle name is Rose. I would also avoid any name with -Lynn (such as Marilynn) because of the Lynn is Gracelynn.You seen to like double-barreled girls' names. How about-
Congratulations on your little Wolf!
Although we did not choose her name solely for this reason, we named our daughter, who was our next child after a pregnancy loss, Laura. This family of names (in my understanding) are derived from the plant Laurel, which is a symbol for victory. I certainly felt like we were celebrating a victory over loss, death, & hopelessness. So I would offer...
I'll just chime in that I love Kirsten. I love Kristin too but what I love about Kirsten is that it doesn't nickname to Kris (a positive for me). Elsa strikes me as a difficult to nickname as well. I also love Marit but Kirsten is my #1.
Congratulations! My favorite from your list is Jessa. Mae is a lovely middle name. I love Elizabeth though so I would suggest that combination.
To my ears, Jenna and Hannah are too close.
I like Oliver Truman Donahue! We used my maiden for our son's middle and I like how it honors my side since he carries his father's last name. Our two daughters have family names (traditional first names not surnames) as middles.
I agree that family names for all 3 (or none) would be nice. I adore Andrew and like Oliver Andrew. The 3 syllable FN + 2 syllable MN is pleasing. Oliver Robert and Oliver Nelson are solid. Why not hitting the sweet spot for you? How about your maiden name?
Love Oliver James but not a fan of O.J. initials. I also love Oliver Thomas.
I love both Peter & John. Any chance of using them both? Peter John. Has a nice ring to it and honors grandpa without doubling up on first name namesakes.
Lydia Rachel is lovely!
If you would like to avoid a middle with an /s/ sound but like Elizabeth and Annaliese, I would look for a name that is similar and also long but without the /s/ sound. One that came to find is Bethany, because I know you like Biblibal names and it has a "Beth" in it.
Bethany is a place name referenced in John 11:1.
Also perhaps Grace Anna
Anna is of course only 4 letters but is 2 syllables. I love the story of Anna in the Bible, found in Luke 2:36-38. Anna is named as a prophetess. Another woman names as an early follower of Christ is Julia.
(She is briefly referenced in Paul's letter to the Romans - Romans 16:15-17)
I know you thought about Mary or Maria for a first name. How about using a Mary name for Grace's middle?
or - something very not vanilla - Grace Magdalene - one of Christ's followers . Mark 16:9