Look for Inspiration
Find a celebrity or model (or a few) who best captures the style you want to emulate. Flip through the pages of leading fashion and entertainment magazines to find pictures of your style icons. Cut out those pictures and paste them into a binder or hang them up around your room to inspire you. Don't copycat --just use elements of that celebrity's look as a springboard to create your own style.
Take your own pictures. Carry along a camera or sketchpad as you window shop.
Inspiration can come from a variety of sources. Don't just look at what's hot today. Scour vintage clothing stores and flip through the pages of old magazines and history books so you can see the origins of the latest styles. Look to both modern and classic fashion icons, like Jackie Onassis or Grace Kelly. You might find that your personal style combines elements from both your grandmother's era and your own.