I wear a lot of freaking cute clothes but I feel like I should have more expensive clothes like Ltd. and I mean I have some Hollister and some Aero and some Abercrombie but I mean I look really good in Hollister but should I go completely PREP!
Your style should reflect who you are and what you're comfortable in. Of course, it can change as your mood changes. If I were you, I'd get a couple preppy outfits and wear them around but don't redo your whole wardrobe. That'll be expensive if you change your mind!
I think only wearing a certain label is stupid... and buying clothes just because they're expensive it also stupid. I wear clothes that are comfortable and fit my personality. Since I'm laid back and creative I tend to wear a lot of Volcom, but I don't buy something just because it says "Volcom" on it. It's got to look cool and be comfortable. I usually wear whatever looks nice and I usually don't even know what label it is, Volcom is the only exception. I think you should rethink the way you pick clothes.
Go with your instincts... if they tell you to buy more expensive clothes, go for it! . but be sure not to but clothes just because they are expensive. make sure that you look pretty and appealing in the clothes.
Again, are you from Hollywood, have they taken you to a new world. If your clothes fit, they feel comfortable, and you like them then who the hell cares if someone has time to judge what kind of clothes you are wearing then they are really shallow and narrow minded?
If you want to change your style it is perfectly fine. Everyone wants to have a different look. Don't go overboard to buy something expensive and it becomes out of style two days later. Even some of the cheapest clothes may lack in looks but have better quality (not all cheap things though). Stay comfortable in what you have and try to find a unique style that's right for you. EVERY NOW AND THEN you can treat yourself to something from the high-priced names.