did quite a bit of that before , so here are some advices that might be usefull
a longboard (even a crapy one) is better than a classic skateboard , some shops even sell board with huge wheels and those are cool as you could ride on grass, gravels..etc... You could also make yourself a board out of plywood and fiberglass, it's very easy.
for the position of the mast foot I found that the best was just behind the front wheel.
Drill a little hole in the board for the screw of the mast foot so that the square nut rest on the back edge of the front truck.
that's the best way , and your board only end up with a little hole in it.
That usually doesn't leave much space in front of the mast but that 's enough, you 'll be riding mosty behind the mast unless you are doing some kind of nose tricks in which case there should still be enough space to put one feet.
you then could have lots of fun doing freestyle stuff ( duck jibe, clew firt stuff, 360ies, backwind stuff etc...) or even doing slalom with other mates, if you are good skater you could do some kind of vulcan/air jibe..probaby even some spock (but I haven't seen that yet)
be aware that a parking is not as soft as the ocean, so falling could hurt.
use a crapy boom as it will get few scratch,
a 4.5 m2 is plenty for a light wind.
but it s such a wicked stuff to do when the wind is to weak to sail..
.or if you are working in the city!!!!

If you need any other advice just Email me...
ENJOY!!!
