Girls get messaged way more than boys on these sites, so don't feel bad if she doesn't respond. Try to mix up your messages with her between stuff about you and questions about her. For example "I see your into XYZ band. I think their stuff is really cool. What did you think about their latest album?" Try to get her into a real conversation about something. That will make her feel more like you guys are into the same stuff and she will get more comfortable with you.
Don't get ahead of yourself on the squeezing her stuff, but feel free to tell her you think she's really pretty, etc. Girls like that, even if they hear it all the time, it doesn't get old.
Remember in the end, people get on dating sites because they want to date like they're window shopping. They often want to look with no commitment. So if she doesn't really work out, don't think of it as the end of the world. There are plenty more quirky girls like her around, I promise.
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