RE: Socks with sandals: yes or no?
DS has these : http://www.zappos.com/n/p/dp/1429889/c/5404.html . The woman at Stride Rite suggested that he wear socks with them the first time out. He wore them to church on Sunday with navy socks and pants. It looked ok. He will not be wearing them with socks anymore...
I also would reconsider the style for your little one. You are going to want something closed toe and a bit more supportive. Check out the guppy style- very cute!!
-Melissa
Mom to M (2002) & M (2014)