Actually, Caroline's made it pretty clear that once you become a vampire, you know if you were compelled or not, though you may not always be clear on the exact specifics, and Damon and Emily both have unequivocally stated that Katherine didn't compel Damon. While I don't find Damon remotely trustworthy on any level, I tend to think Emily knew what she was talking about, especially since she was trying to warn Stefan what he was in for at the time.
Of course, the writers are pretty inconsistent with the writing on Caroline (because they pretty blatantly don't respect her and admit it in interviews) and Damon (because they'll jump at any excuse to excuse his actions and try to make us forget them) so who knows.
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Of course, the writers are pretty inconsistent with the writing on Caroline (because they pretty blatantly don't respect her and admit it in interviews) and Damon (because they'll jump at any excuse to excuse his actions and try to make us forget them) so who knows.