I dated a girl who hadn't seen any SW movies and didn't know anything about them except their existence. We watched a few movies and I knew I had to show them to her some day. I was just gonna show her the OT and said that the PT sucks ass and even I don't like them and I'm a fan.
So we started with SW and she wasn't very impressed with it, just that it was okay. Maybe she was being nice to me, I don't know. Then we watched Empire and she thought it was better than the first one and enjoyed it. But before we got to Jedi we broke up... :/ Maybe next time.