You know...I try to be non-confrontational, polite, someone asks a favour of me and i do it. An all-around nice guy.
I've often been tempted just to DO THE EXACT OPPOSITE of my first response, except I'd probably feel terrible about laying waste to critical NPC players and siding with the Imperials.
Has anyone done this? Played the game based on doing the opposite of what you 'wanted' to do? I would assume that Bethesda, more or less, counts on the game being played a certain way regardless of class choices or quests done. Does the game punish you in a way for not being moral? Will you "break" the game in any way or is it really that flexible?

