@GoustiFruit:
Hey, I'm thinking that maybe Luffy/Lucy will lose ? First Luffy should not use his Gomu Gomu DF, else everybody will know who he is. Second I can see him doing a "Cobra", that is, faking being hurt/ko-ed and going to the infirmary to investigate things from the inside while everybody is focused on the fights. Yes I know, it's not really like Luffy… but it would be cool.
Luffy should be fine in the first round.
Look at his opponents.
1. Martial Artists
2. Hitman
3. Marital Artists
4. Giant Warrior
5. Fighting
6. Boxer
7. Hitman
8. Former Pirate
9. Bounty Hunter
Heck doesn't it just sound like not a single person has a weapon. So luffy should be able to just punch and kick his way through round one without any stretching involved. Plus any without Haki will do zero damage to him.
Hell there is only 1 swordsman in his whole block, and that is Lucy.
Now I will have to look back at pics of them full size to see what weapons these hitman, martial artists, ect have, but just based on the description before their name it feels like no one relies on weapons.