If the stupidity factor is off, then I still think sanji losses. The WG strong top leaders have strong minds and most likely have a lot of experience. If they choose boa to be a shichibukai it defenitely wasnt because she was pretty, she must have at the very least a decent amount of power. Given the nature of amason lily island she can also probably use haki. I still think boa wins, although I think so mostly based on my own speculation lol.
