So, at this point I've built a simple amplifier with two darlingtons and one with an op amp. The darlington one was just really quiet and consumed a lot of power, the chip one was ok, the tone was very clipped and fuzzy, then the regulator blew up.
So, theres thousands of amp designs online, and its hard for a newcomer to filter them, I don't want to be like the people who show up here asking for a project handed to them, but if anyone can suggest a diagram/plan for a simple amp, preferably not chip based, to drive headphones from a guitar, I would appreciate it.