RE: Paint newbie questions
First off if you're having trouble with the paint lifting when you remove the mask you definitly need a good primer under it. You also need to make sure the surface is scuffed and clean. Not just wiping the dust off, you need to use PrepAll or some cleaner that will remove oil, wax, silicon, etc. You can get PrepAll at the automotive store.
I would recommend spraying all the base colors before doing your markings.
It depends on the type of paint you're using as to how long before masking on it. If it's a catalysed base you'll need to wait overnight in most cases. If it's not a catalysed base, give it about 30-45 minutes (depending on the speed of the reducer).
For masking large areas I use AutoMask from CoastAirbrush. It's like a roll of low-tack masking tape that comes in 6 or 12" widths (I recommend the 6" for masking curves like on a plane). I use it along with Scotch blue Fine-Line tape and never had the paint lift or bleed.
Ben