um, yeah. welcome to the world of superchargers.
1) as others have stated, the stock head bolts are "torque-to-yeild" and are single use only. If your going to keep the SC at the boost level you've listed in your signature, upgrade to 1/2 ARP studs.
2) o-ringed head gaskets are great, but not all that practical for other then race engines. A good set of FelPro or FMS designed for a SC will work - they are typically a three composite gasket. If someone mentions solid brass gaskets - kick em in the shines and walk away. You WANT the head gasket to blow - not crack the head or break a piston.
3) torquing down the heads should be done in a five step process over a period of 24 hours. Do the first two rounds; up to about 50 lbs. Let it sit for a few hours. Repeat cycle up to 80% of final. Let it sit overnight. Do the final torque cycle. The head gaskets compress over time. This is the only approach that will achieve the correct final torque spec.
4) I see you have 42lb injectors - good. But how is the rest of the fuel delivery system? You should have at least a 255lph in-tank and T-Rex / boostapump. However, this setup is prone to creating a fuel starvation situation (due to cavatation after long steady higher RPM driving and then nailing it). A better option is a single external fuel pump ouside of the tank with 1/2 line running up to the engine bay. The stock fuel rails are good to about 450 hp. Make sure everything has been calibrated correctly for the injectors. Not too mention, check the fuel pressure regulator and ensure it's not set for too high a fuel pressure.
5) You should have an MSD or Vortech branded MSD box. This is okay, but you really need a boost retard capability if your running over 9lbs of boost. With this it will automatically pull timing off as RPM goes up - this avoids detenation - which causes head gasket / head failure. Check this and your distributor timing.
6) fuel octane with more then 9lbs of boost should be no lower then 92 - especially if your doing a dyno run. If you run lower then 92 octane, don't run it up over 4 grand. If you are really running that much boost with aftermarket heads, 92 with an octane booster should have been used for a dyno run. Anyone with real SC experience can tell you this one.
7) replace both head gaskets. You can find out which one is leaking now, but the next time you get close to red line you'll have the opprotunity to change the other one.
8) anytime a head gasket blows, have the heads checked for cracks and then have them surfaced. Sometimes the head can be fixed if it is cracked - if your lucky. Always have the heads surfaced when you change head gaskets; this ensures the best possible seal. Dont have the heads shaved for more compression though - unless you're really ready to committ to frustration of a race motor.
9) check the belt tension. You dont want it too tight, but if its loose it can actually cause more problems as the boost level with fluctuate significantly as it slipps and grabs. Race cars use a cogged belt to ensure a) no slippage and lose of HP and b) consistent and predictable boost build up.
10) Bars Leak or Prestone radiator fixer. Put one in the trunk. This gunk gets poured into the radiator and helps seal up minor gasket leaks. Might be enough to get you home sometime. I know some folks who put a bottle in after changing the head gaskets (and a few miles of shakedown) as a minor preventative. I have not done that, but I have used it on several occassions to get my sorry butt home. NEVER run the car hot to get it home because your running out of coolant - unless of course you want to crack a head for sure.
11) keep an eye on the thermostate after you change the head gaskets. Sometimes it will get clogged with head gasket junk and fail to open. While your at it; you should be running a 160 degress theromostat. Heat causes the motor to detenate more quickly; regardless of octane level.
12) your motor - as the miles go up the boost must come down or the timing retard gets bigger or the octane goes up. The rings wear and let a film of oil past under pressure; this decreases the effective octane level in the cylinder and leads to quicker detonation.
From what do I speak - 10 years running a Vortech supercharged Mustang, 100,000 15lb 550hp supercharged miles. Multiple head gasket changes, four sets of new heads to replace cracked ones, working with local Mustand speed shops, access to Ford SVO engineers through work....