1: No. Just like the 5 other fights, he has his own likes and dislikes that help you find out which he likes and dislikes. There are just 3 instead of 2 since he is a boss fight. I added hints with the discussion from Zorro and the little snip he gives you beforehand gives you a hint. Along with making him do/say something different with the correct option.
2:You don't need anything outside of the fight to beat him. You can always use the alcoholic drinks you can buy from the bar to make sure you win any fight. The faq tells you this and more. I've even added it to the tips so it's easily noticeable without having to read a paragraph.