Choosing the perfect lipstick for you isn't hard. The most flattering lip tones will be one or two shades darker than your natural lip color, according to makeup artist Bobbi Brown. Try applying lip liner after lipstick application for a more natural appearance. Fair skin tones should gravitate towards nude or light pinks and corals, medium tones can go a tad darker while dark skin tones look great in plums or reds. Don't take our word for it though, try them for yourselves!