Wearing Red Lipstick

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6. Ease into it. Too timid to go for all-out red? Try a more subtle gloss or stain. Surratt suggests Vincent Longo's Liquid Kiss or Tarte's Rhett & Scarlett.

7. Decide on your shine level. Glossy or matte? A moister lip looks more modern (Surratt like Revlon's Moisturous Red Monsoon), but a matte formula stays on your lips longer and won't feather. Experiment to find the right one for you.

8. Use a neutral liner. Although using a lip liner in a different shade than your lipstick sounds counterintuitive, Surratt says it gives you the freedom to fill out thin lips. Choose a shade that matches your natural lip color.

9. Apply it correctly. Surratt advises this method: Line and fill in lips with liner. Apply lipstick from the tube or using a lip brush (which eases color into tiny lip lines) over the liner. Blot once with a tissue, and lightly dust with face powder. Apply one more coat of lipstick, and you're set.

10. Go for more red. Although it may be too bold a look for some, Surratt loves the "eternally chic" look of red lips matched with red nails.