torchmlp: My OC Caleb has a bad habit of making ridiculous bets and then losing, mostly because he likes seeing his best friend do stupid stuff and because he’s absolutely terrible at predicting the outcome of situations.
( OC fact swap )
Oh boy. This guy sounds like such a troublemaker. I’ve got some of those of my own …
Elias Dawn, my tricksiest trickster, doesn’t make bets, but he does leap into almost any challenge without giving it much thought at all ahead of time. This usually leads to solving the problem in a less-than-efficient (or just plain exasperating) way, sometimes with results his companions don’t really like. His defense is that they figured it out eventually, so it still counts.