But there is a way to make your lipstick last at least through a passionate conversation and maybe even a couple of cups of coffee. Dab a bit of foundation over the lips and lip line, which helps to fill in fine lines and gives a lipcolor something to adhere to, says makeup artist Sonia Kashuk. Next, with the side of a lip pencil rather than the point, outline your lips, says makeup artist Rebecca Restrepo. Using the side gives a softer application that's easier to blend; look for a natural or nude shade that matches the color of your lips. (Restrepo likes the Prestige waterproof lipliner, $5.50; Ulta.com.) Then apply your favorite lipstick.
Keep in mind: The glossier or sheerer the lipcolor, the more quickly it will fade.