These are adorable shoes & pretty comfy. They did make my feet a little sore after walking around for a bit, but I suppose maybe I needed to break them in more. I purchased in spring but didn't wear them a whole lot over the summer. This was my first pair of sperry's & I bought another (used) pair in a different style. Those were super comfortable, & I wore those a lot b/c I wasn't afraid of getting them dirty (: So I suppose there is something to be said about breaking them in.  I don't regret buying these & I hope to wear them for many summers to come!