I always wear hose with my kilts -- even with my contemporary ones. I wear Ghillie Brogues for fancy dress occasions, Oxfords for less fancy, and hiking boots when I'm hiking or otherwise. I tried scrunching down the hose with my hiking boots but it doesn't work for me -- so they're always up where they should be and almost always with flashes (don't own any garter ties, yet).

Rob.