To wear red lipstick, line the inside of your lips with a red lip liner that is the same shade as the lipstick. Fill in your lips entirely with the liner to help it last longer, then apply the red lipstick over your lips.
Picking the right shade of red is essential, as there are many different possibilities. Your skin tone determines what shade of red works best. As a general rule, a red shade with slight, blue undertones look best with most complexions, according to About.com. It takes some trial and error before finding the perfect shade for your complexion and undertones. The blending technique is also a great option, which requires blending in multiple shades of red until you reach the desired look.