Favorite Obstacles

Hey guys, I am a newcomer to the Dusk and also going to be the Game Master for our Crew. I was hoping to stir up some conversation about everyone else’s favorite Obstacles that they have either encountered or imposed. The ones that really made the game night and had people talking or even the ones that didn’t seem so big for the scoundrels but set the scene/mood/theme of the game in a strong way. Also it might be helpful to share the type of crew/game it took place in as context.

Bonus: What’s an Obstacle that really fell flat despite what you thought before hand? And do you know why it didn’t come off so well?