How to Wear Red Lipstick
Red lipstick really can look good on anyone; the trick is to find a shade and texture that work with your skin tone and confidence level, and to tone down the rest of your makeup to avoid overpowering your face. The best way to find a flattering shade of red lipstick is to examine your skin's undertones. Red lipsticks can be "cool" (meaning it has blue undertones), "warm" (orange undertones), or "neutral", which means a pure red.
If your skin appears pink, you look better in pure white than cream, and silver is more flattering for you than gold, choose a cool or neutral red lipstick. Conversely, if your skin has a yellowish tinge, cream is more flattering than white on you and gold makes you shine while silver makes you look pale, a warm or neutral red lipstick will work better. (It is difficult to find a true neutral red lipstick, but MAC's Russian Red and L'Oreal's Target Red fit the bill.)
How to Wear/Apply Red Lipstick
1. Once you have found the right lipstick shade, outline your lips first with neutral lip liner and then color them in with the same.
2. When you have finished, apply the red lipstick with a lip brush to give you precision. This look works best with matte or semi-matte formulas, as glossy or shimmery red lipstick can be messy and aging.
3. Finish off with clean, natural-toned skin and mascara; do not add too much blush, eyeliner or eyeshadow or it will look overdone. Alternately, mix the red lipstick with a little petroleum jelly to create your own red-toned lip gloss. This look is gentler and can be combined with a little more eye makeup than red lipstick on its own.