Bold, dark lips: so hot on the runway, so intimidating in real life, no? We love the look on other people, but we've been a little scared to try it ourselves...until now. With the help of makeup artist James Vincent, our beauty director is facing her deepest makeup fear. Watch as she learns the secrets to pulling off dark lipstick. Can Annie pull off the tricky look that she's feared for so long? And, will you be inspired to go for the bold? Only one way to find out.