if there is one thing that is clear it is that she isn't short. i'm 5'3"-that's kinda short but anything over 5'4"-no way. anyway, i don't think she really is confident at least when it comes to you. putting others down and saying she's not good enough for you leads me to think that. she probably just comes off as confident externally in life but really isn't inside. i know a number of people like that. regardless, she's probably in love with you and you sound super fond of her at the least. if you're going to date other women then it would be good to move out and find another place so you're not torturing her and you (and your dates) aren't getting her grief. but why not give it a shot with her and see where it goes? if you don't ever try to see if you could have a relationship with her then it could end up being a huge regret later in life. definitely give her flowers if you ask her out. she'll love it.