Today, one of the Bay Area Roller Derby Girls (B.A.D.) http://www.bayareaderbygirls.com/ came in having outside of the foot pain and swelling, primarily in her new boots. The pain was partially due to the motion of skating (push off) and partially due to boot forefoot compression and tightness because the outside of her foot was enlarged in this area.
A simple fix is to modify the laces. Whenever a shoe laces, you can always skip the eyelets to increase forefoot width as above. Here are some other posts where I blog about lacing modifications.
Modifications Part 2 can be found at: