Love the name Jackson! Then again, I'm biased because my son's name is Jack! :D
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Yes I had the name Ruby in my head for years - even before DS1 was born! But strangely enough, I found it easier to choose a boy name than a girl name. I was so set on having a daughter called Ruby, that I didn't think of other girl names. So if Ruby were to have a sister, I wouldn't be sure what to name her! Too many choices out there for girls :).
When I was pregnant with Ds1 I seriously had no idea what to name him! But as soon as I gave birth and looked at his little face, the first thing I thought was 'Jack!' and Jack became his name! :o Ds2 was the same way. (DS2 is called Phillip).
Was it like that with your kids too?
Boys names are so hard for me and dh to agree upon, I am into what the name means, if I like the name but hate the meaning then it ruins the name lol, I love unusual names, all our boys are biblical names, and we are running out of names that aren't to far fetched lol (8 names counting middle names) BUT we had a little girls names picked out since ds2 annabelle ruth(I know 1st name isnt biblical lol), but after 4 boys we changed it to Grace ruth, just because we figured it would be the grace of God if we actually had one lol but yes I see grace everywhere, its sort of kind of popular, I think gracie is more popular than grace