Its winter, there's a snowstorm going on outside, and the innkeeper says that it is 5 silver pieces for a room. So what does our monk do who had plenty of gold. Does he buy a room? No he says something like "I'll go sleep out in the snowstorm." Needless to say he almost freezes to death, the almost because we get him inside before he dies. So once healed after his near death experience, he's in the inn again in the middle of the night, and instead of paying he tries to go outside again. We had to knock him unconscious to save his life.
Another story: Same monk, the party is now in a city and needs to get better cloths. The monks choice is orange and purple robes, left over from a strange cult. But it gets better, the monk buys a warhorse, and pays a wizard to dye it purple and orange and to die his hair (the monk's) purple and orange as well.
My Third story is a short one. We were in a dungeon one of our party members a gnomish cleric (Different character) and there's glowing moss on a pillar. In front of the pillar is a dire rat. So the gnomes character says "I jump over the dire rat to get at the pillar." The player then roles a 1 and the cleric lands flat on his face. The moss is common fluorescent moss found all over the dungeon.
Last story, involving the monk (who's LG), and the Cleric (NG I think.) The party has found a bowl that can summon devils, if a blood sacrifice is made. Now those two try to sell the bowl. If you don't see an problem look at their alignments.