Don't need to be courageous to talk to ATC. We're more than happy to provide FF (SIS) if possible. Having a plan in helps. Much rather a VFR on a SIS is identified with a plan in and then requires clearance than someone calling 2 miles to run to the terminal area with no plan, no idea and not identified.
Re: Mil zones, if you are on a code we would point you out as a matter of courtesy to you and the Mil, but that doesn't necessarily change whether you'll be getting clearance.
Re: class C - if it's the same sector's class C you'll be cleared through it usually without having to ask or told it won't be available. If it's a terminal area, we'll point you out but as above, no real bearing on whether you'll receive clearance.