The key to dressing better depends on your personality. You have to base your outfits on your own interest. (Exp. if you're into the outdoors or urban culture, look into clothing that fits that lifestyle.) Ultimately it depends on your taste and your influences. If you see a "look" that you like, you can do something similar to it, but add your own twist to it as well. Also, confidence is a key ingredient to making a particular "look" seem appealing.