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Going to the dark side with lipstick can be intimidatingand messy.

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Here the experts reveal their tips for wearing deep tones with confidence.

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1.

Use your skin undertone as a guide when selecting a shade.

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Lily Collins proves that there’s no such thing as being too fair for dark lipstick.

Women with cool, or pink undertones should choose a warmer-toned lipstick with red hues.

While women with warmer olive or golden undertones should pick shades with a blue base.

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(If you’re not sure, check the veins in your wrist.

This contrast creates flattering balance, explains Theo Kogan, founder ofArmour Beauty.

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2. you’ve got the option to go matte or glossy.

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3.

Exfoliate to remove flakes.

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Kogan lovesTarte Lip Exfoliant(or simply a mixture of sugar and olive oil) to gently exfoliate lips.

Moisturize to ensure color goes on smoothly.

Once lips are de-flaked, Kogan follows with a bit of balm to ensure that lips are perfectly smooth.

Another genius lip-prepping product that Luna recently discovered isBoots No.

5. tool takes a bit more concentration.

This process helps keep dark shades from bleeding or feathering, she explains.

Looking for a more natural look?

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6.

Keep the rest of your makeup simple.

Luna suggests adding a bit of sheen to eyes with a bronze or golden-toned shadow.

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7.

But a dramatic eye and bold lip can be a gorgeous evening look.

Here, glowing skin provides the perfect backdrop for a statement makeup effect.