It's late...I'm tired, but I had a rare spark of what hopefully is a good idea for topics. I cannot connect if I'm remembering some sort of drinking game, but hopefully I do a good job explaining the "rules" for this hopefully fun discussion.
So the goal is to 1) come up with fun/crazy/comedic situations to put a One Piece character in. Part two is to come up with the best and alternative comedic/creative answers for all posed situations. Definitely let me know if this "game" has a name since that's probably a better way to explain the game rules. Please try to keep this for mainstream characters so everyone can join in (or provide links for reference if it is someone not well known).
Part two of the game:
Come up with a character and or situation for the next poster to create their funny/unique situation to discuss! I guess this can be optional since continued discussion on a fun situation will continue, but someone can always bump the previous "hints".
Part three (totally my personality):
FREE FOR ALL! Any great idea is going to be worth reading, so just be respectful of the previous "hints" and do not pose new hints in replacement.
Just in case the above explanation isn't good enough, I'll start off with a canon Luffy example (I'm not that creative, so I gotta cheat and use something Oda already showed us).
Luffy is presented with the option of attending only one of a variety of parties. A meat lovers party, a sake/alcohol party, a sweets buffet party, a pizza party, etc. BUT the catch is that the meat party necessitates harem of interested women being able to have their way with Luffy! (i.e. Luffy imprisoned in Amazon Lily).
What would Luffy do?!
Oda's answer from the plot: of course Luffy goes with the meat party. The funny aspect is that despite having zero love/female interests, Luffy does like to show off his "golden balls". Testicles/nuts are literally the kanji for "gold" and "balls". While stuffing his face with meat, Luffy shows off his "prized possession" just like he does in Amazon Lily!