Since most guys would probably eat a mile of her shit just to see where it comes from, you might wanna try something like this:
Next time you talk to her, make a comment about her shoes being ugly, or her dress being the wrong color for her, or something that is unflattering about her attire. You don't want to criticize her personally, but rather, something she can easily change.
Say it in a friendly, concerned sort of way.
See if that doesn't peak her interest in you a bit. She used to having guys kiss her lovely ass. She may view you as being "different" in a nice way. In a world where there are millions of guys all doing th same dumb shit to get a girl's attention, you have to stand out in some way. If you can't do it with power or money, try it this way.