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Skin tone: Photo assistant Lyne Lucien has a very deep skin tone that actually has two undertones — blue on the perimeter of her face, towards her hairline, and yellow in the center.
Best foundation shade: To even out Lucien's complexion, Webber applied an espresso shade with a damp makeup sponge — starting from the center of the face around the nose and going outward toward the hairline and past the jaw. This technique will give you the most natural-looking face, and you won't end up with harsh foundation lines.
Makeup shades: "The cool pink lip color complements the blue undertones in her skin," says Webber. If you have this skin tone, you can also do rich, deep reds — just make sure to find ones with blue undertones.
Demy Lee sweater, Jennifer Fisher earrings.
Skin tone: With her fair skin and neutral undertones, design project manager Anne Cassard thought she couldn't do bold reds in fear of a too-stark contrast, but Webber dispels all of that.
Best foundation shade: Webber chose a yellow-based foundation. This creates the perfect backdrop for a powerful red lip and won't make her complexion look ruddy.
Makeup shades: To show that fair-skinned women can nail red lips without looking overwhelmed, Webber painted Cassard's lips in a maraschino-cherry hue. Cassard could also play up her peepers instead of her lips with a cool silver eyeshadow to complement her neutral tones.
Linie NYC sweater, Jennifer Fisher necklace and ring, Le Mos earrings, Miansai bracelet, Dinny Hall bracelet.
Skin tone: UX and product designer Sarah Azpeitia has a medium skin tone with cool undertones.
Best foundation shade: There was little redness in Azpeitia's complexion to correct, so Webber used a lightweight foundation in the fair color family to create a more even canvas.
Makeup shades: "She has a cool undertone, so we went with a purple lip here," says Webber. "Berry shades and blue-reds would look great, too."
Helmut Lang sweater; Le Mos earrings; Jennifer Fisher cuff, bangle, and ring.
Skin tone: Though production assistant Venus Wong has a medium skin tone with warm, yellow undertones, they look almost bluish-green in the winter, says Webber.
Best foundation shade: Webber evened out Wong's complexion and combination skin with a balancing foundation in a medium hue.
Makeup shades: "I wanted to play up the cool undertones in her skin, so I used this light lavender shade all over her lids," says Webber. To get a soft wash of color like this, try dusting shadow in layers with a fluffy dome brush.
Topshop sweater, Le Mos necklace.
Skin tone: Audience analytics associate Prapti Pandey has a medium skin tone with warm, yellow undertones.
Best foundation shade: Webber used a lightweight cream-to-powder foundation in a medium shade and tapped an orange-based concealer around her eyes to counter tints of blue.
Makeup shades: To play up Pandey's eyes, Webber used a beautiful emerald green shadow with flecks of gold shimmer. "Even though we think of green as a cooler tone, this one has a lot of gold in it, which actually warms up the color." For an added pop or if you don't have time for all-over shadow, dab gold shadow to just the inner corners of your eyes.
Theory sweater, Lady Grey necklace, Le Mos hand bracelet.