If the thought of wearing a dark lipstick shade seems daunting, Urban Decay's Lip Envy ($17) is the training wheels of the vampy lip trend. Although the color appears inky in the bottle, this lip stain swipes on lips in a soft berry shade (think: raspberry, not blackberry). And the water-based color goes on sheer and matte, meaning you can build up to your desired depth. Packed with antioxidants like vitamin E and green tea to keep lips smooth and supple, the stain will stay on lips through hors d'oeuvres and midnight kisses. So stop being afraid, and take the dark lipstick trend on a test run. Next stop: oxblood.