I'm planning a fairly non-traditional campaign, in a completely custom setting (still high-fantasy, but slightly more modern).
While in this campaign, I have certain events that I've planned to occur. What I really want to do is to encourage players to do be entertaining. Do outlandish things to keep the game fun.
In figuring out how to do this, I came across the idea of granting players custom feats as a reward for doing well or being explorative in some situations. These custom feats would not really give combat advantages, but more quirks to the character. A way to reflect changes to their personality from what they've experienced.
For example, when the players visit a city based on ancient Sparta, they will encounter two largely muscular men oil wrestling in loincloths. If a male player chooses to investigate, they might earn the "Bi-curious" feat, which grants a small boost to diplomacy checks on npcs of the same gender.
Has anyone else tried this, and if so, what are some pitfalls to look out for??