As far as I know, a stock ECU should not "lean out and detonate" because fuel cut will stop fuel long before the fuel pump or injectors are maxed out... assuming that the rest of the fuel system is in decent shape. If you add a lexAFM or different injectors, or both, the ECU will not work the same.
Basically what I'm saying is you cannot detonate a stock ECU with a stock fuel and ignition system in good condition. If it's been done, it's likely that something wasn't stock or wasn't in good condition.
As for any dicussions on bolts and the stock headgasket, you're playing the cards if you keep the stock headgasket and up the boost past stock. It might hold longer than you keep the car or it could blow tomorrow... there's no way to know. Doing things like headbolt/stud replacement, retorques, new rad, new coolant hoses, ect, will all help keep things intact. But nothing short of a rebuild will be 100%. And even that... well, can be screwed up.
I'm running an internally stock JDM 7M-GTE, stock headgasket, with ????km, ????prior condition, and an installation job that left much to be desired. I keep the boost as close to fuel cut as possible without going over and so far it has taken what I've thrown at it, including track days. I replaced all the trouble coolant hoses, cleaned up the rad, new intercooler system, 3" elbow back exhaust, K&N, new PCV system... and other nits and bits. It's probably a solid 280rwhp, more than enough to get into serious trouble pretty fast.
But after all that, I know that at any moment I might hit the gas and it'll bog because coolant just flooded a cylinder. I sleep soundly at night and keep a premium AMA membership up to date. I've done about all I can to keep the engine together without doing a rebuild. I have 550cc injectors and a LexAFM sitting in my bookshelf at home... I debate whether it's really worth it. Do I fuck with it for just a little more or do I thank my lucky stars it's lived as long as it has and leave well enough alone.
The age old question. A question I'll probably debate right up until my 2JZ is up on a hoist going in the chassis.
My advice to you, is if you want to drive the car, don't dink with it. If you're willing to rebuild it after you fuck it up, then go ahead and make more power. I'm not going to tell you your headgasket will take it, but I know that's what you want to hear. Just make a simple choice to accept the responsibility that YOU blew up the headgasket, not the car, the Gods, or Jerry Sienfeld. If you can accept that and can still sleep at night, go ahead. If not, then leave well enough alone and don't screw with something that works.