Dark Hair/Medium Skin
STAR INSPIRATION America Ferrera EXPERT TIP
"Because there's less differentiation between your hair and skin color, bold shades won't look as shocking," Stiles explains. Again, she likes a blue-based, true red. "But play with a berry shade if you want to go darker. It can be really gorgeous." EXPERT PICK
NARS Matte Velvet Pencil in Cruella ($24, narscosmetics.com
). "It's a wonderful deep scarlet red," says Stiles. "Plus the chubby crayon gives you a softer line than a traditional lip pencil."