Stormcloaks. If two sides are morally ambiguous, I always choose the underdog
Ah, thanks for this post. I have things I hate about the Empire and the Storm Cloaks and was having a hard time deciding (yet again) on my current character. I think Tamriel would be better off with some kind of united provinces anyways. I really want to kick my self for being on the same side as some of the fundamentalist/racist Stormcloak supporters though. Beth did a good job pissing me off too, that 1 guy bullying the Dunmer when you enter Windhelm is essential.
Anyways I wish there were more than 2 options. If I'm asked to choose between 2 groups, I usually say [censored] you! and do it my own way. Like Yes Man! in New Vegas.