I'm firmly in the "no dangly/large" earrings with glasses camp. When wearing my specs, I choose earrings that are almost non existent. But I really like Donna's suggestion of the longer, upward-sweep earrings. With the pixie and your youth, I think it would work to create the right edgy look, without too much competing fuss around your face.
I find I have to change my earring style whenever I get a new cut or specs.
Also want to say, please be careful if you do go the cartilige piercing route. That site is more prone to infection because there are fewer blood vessels to handle any bacteria that might form.