Gyp wears an outfit that fits her rugged lifestyle. The skirt probably used to be part of the dress she wore while in service of the wizard, but since then she's altered it and also roughhoused wayyy too much for it to be in anything close to its original condition.

I've always thought that underboob was hotter then overboob. No perticular reason, you just.. don't see it very often I guess. Plus it's usually midriff bearing, which is nice