Unless we are going out somewhere special (nyc, club, bar) I'l wear a simple shirt, cami and a sweater, jeans, leggings..stuff like that. I do stay up on the trends but I don't consider myself "fashion-foward"
I'm comfortable in what I wear, but He told me he wishes I had more of a style than that and that I should dress more "hipster"...
i don't really know why he said this.. I think I look cute with what I wear?
You can dress however you want and he'll just have to deal with it. If you feel like it, you can try to put on a few pieces here and there that you think he'd like, but this is no obligation. He has no right to change you. Your style is your style.