Empirate
First Post
To become an Outsider, you can also be an elf and pick up the Otherworldly feat. Be a Star Elf to net yourself another +2 Cha, if you want it badly, but I'd go for a more melee-y subrace instead, like Wild Elf, so you don't take a Con penalty.
Feat-wise, take your usual combat stuff (Power Attack with a big two-hander, and whatever else strikes your fancy), Improved Initiative (because it's always that good), Obtain Familiar and Improved Familiar. Why Obtain Familiar? Because you're going to take the Dark Companion alternate class feature for a mobile auto-debuff, no save, no SR (if you want to debuff even more hardcore, get thyself three levels of Paladin of Tyranny and three levels of Blackguard, for an automatic -6 to saving throws for anything you melee, but that's just my personal preference).
Feat-wise, take your usual combat stuff (Power Attack with a big two-hander, and whatever else strikes your fancy), Improved Initiative (because it's always that good), Obtain Familiar and Improved Familiar. Why Obtain Familiar? Because you're going to take the Dark Companion alternate class feature for a mobile auto-debuff, no save, no SR (if you want to debuff even more hardcore, get thyself three levels of Paladin of Tyranny and three levels of Blackguard, for an automatic -6 to saving throws for anything you melee, but that's just my personal preference).