Goodbye-Stranger

The one loose plot thread in supernatural I will never get over is Crowley implying that there had previously been something between him and Naomi. She knows he’s “more of a lover than a fightet”??? O____o Naomi, the angel more hellbent on rules than any other angel is supposed to have done the nasty with a demon???

Not to mention the whole Mesopotamia thing which doesn’t add up at all because Fergus McLeod wasn’t even born then. The hack was that even about if they never explain any of it?

I need answers!