Backing up what @crispy92 said, why do you want to drill holes in the bottom of a inline boot? If you don't sweat at all then you might get away with it but if you are like just about everyone else on the planet and sweat something when exercising then holes in the bottom of the boot are a recipe for disaster. Moisture dripping thru the holes onto the chassis, bearings (they go rusty) and your wheels (you now have no grip) is nasty. And wait till everyone else playing sees the slippery snail like trails you leave everywhere and kick you off the rink.