As to going with a softer boot- I would have preferred that, but couldn't find one narrow enough. This is the softest boot I could find in a 92mm last. If this boot can be effectively softened- than the only issue will be the plug fit- which I am sure I will love most times if it does not get me too cold/tired when cruising with the kids.
After reading this thread I'll never complain about losing a toenail again. Although I've made a couple of bad choices my feet are pretty easy to fit. If you're worried about plug boots being too cold would Hotronix or a Boot Glove help?