ok,
u'd have to use some type of resistance on the board that hits the ground at exactly the correct height to prevent smashing the keyboard but presses the key. any kind of wood or plastic could do that. then you'd have to have an attachment that presses the keys. this could be wood with foam on the tip as to not damage the keyboard. again, exact measurement is critical.
the hard part is the individuality of the board. anyone that tries to duplicate your 'recipe' will have a different board with a different amount of play in the lean.... that's the only thing that turns me off to the idea of using an actual skateboard, you can't put it out there and just have people follow a plan.
unless, that is, you get rid of the trucks and just build a base that sits between the keyboard and the board that allows you to replicate easily and slap any deck on it. that sounds like the best idea to me. this would allow anyone to reproduce it and be the most mobile (could use it on other's computers).
keep posting, i'd like to know how its coming along