Hummm..... U shouldn't reuse gaskets.... Sure it works sometimes but in no way shape or form is it recommended...
The idea of the gasket is to seal the head to the crankcase. Its a little soft so when u tighten it down it squishes to fill in any imperfection on both mating surfaces..... Once it's been squished down if removed its useless. Because if u reuse it, it won't be able to squish down and fill in any imperfections.
allso I wouldn't recommend taking the cooling head off.... It's just going to cause problems.... Think of the head bolts... They are metal right, u know if u keep bending metal it gets soft then breaks.... Same with stretching metal... Over time if u continue excessively removing the head the screws will become soft and won't hold tension, and possible snap. Allso they might not snap but u might find after each run they need re tensioning when the motor cools off....
my advice... Treat it like a real car.... When removing the head, replace the gasket and ideally the head bolts. Ensuring to tighten the bolts evenly in the correct sequence and even tension. That way u won't have to worry about it coming loose.... New bolts and gasket.... U would wear out the piston before they come loose.