Don't pair a bold lip with a smoky eye; don't line both your top and bottom lids; don't wear red lipstick if you have red hair—blah, blah. You've heard these makeup mandates since you first started wearing it, but here's a little newsflash: Some rules really are meant to be broken. And in fact, these acts of rebellion can up your beauty game if you know how to werk them. Here, tips from celebrity makeup artist Tomy Rivero for the win.

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Rule 1: Don't wear read lipstick if you have red hair.

A redhead in red lipstick is an image that conjures the same cringe factor as the pleated khaki. But in reality, redheads rock the color, says Rivero. "When a redhead wears a balanced shade of red, it can be the perfect combination of sophistication and contrast between her hair, lips, and skin," he says.

Generally, brick reds flatter women with dark red hair, while pink-based reds pop on light red-to-strawberry-blondes, says Rivero.

For a similar look try: Lipstick Queen Sinner in Fire Red, $24, Lipstick Queen.

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Rule #2: Don't use different colors on top and bottom lids.

While the two-tone look is thought to be a trend best left in 1982, wearing different colors on the top and bottom lids "can be a very modern way to use color without overwhelming the eyes," says Rivero.

To keep things cohesive, he recommends applying shades with the same undertone. Swipe the more intense color along the top lid and the lighter one along the bottom.

For a similar look try: NYX Jumbo Eye Pencil in Electric Blue on the top lash line and Horseradish along the bottom, both $4.50 available online or at the new NYX brick-and-mortar stores.

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Rule #3: Don't do matchy-matchy makeup.

Maybe it's just too much of a good thing, but coordinating shades of lipstick, blush, and eye shadow has connotations of a color OD. Yet, if you stick with a shade that complements your skin tone, the monochrome effect is soft and beautiful, says Rivero.

Shades of pink are romantic on paler skin, while bronze complements medium-to-dark complexions.

For a similar look try Dior Addict Lipstick in Delight, $35, Sephora; Dior Fusion Mono Eyeshadow in Fantasie, $31, Sephora; and Dior DiorBlush Vibrant Colour Powder Blush in Lucky Pink, $43, Sephora.

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Rule #4: Don't line all around your lids.

Conventional makeup wisdom dictates lining top and bottom lash lines makes the eyes seem smaller. But we have two words to combat that logic: Brigitte Bardot. That smolder perfected by the bombshell herself was created exactly by rimming lids all around and the result is ultimate sex goddess, 100 percent.

When it comes to executing, "don't just draw a line," says Rivero. "Use a small smudge brush and move the pencil around the eye to blur it out."

For a similar look try: Givenchy Magic Khol Eye Liner Pencil, $25, Neiman Marcus.

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Rule #5: Don't pair a bold eye with a bold lip.

It's like a broken record playing in your head throughout life: "Pick one feature to play up." But, if you're of the camp that eyes and lips deserve equal opportunity, deciding which one to shun in a neutral zone is like sacrificing a child (okay, we exaggerate).

Instead, embrace the drama of both, which together create a smokin' look for a night out, says Rivero. His one caveat: Apply shades of gray and brown shadow rather than black, which can look too harsh with a strong lip.

For a similar effect try: Charlotte Tilbury Luxury Palette The Sophisticate, $52, Charlotte Tilbury on the eyes and Charlotte Tilbury Matte Revolution Red Carpet Red, $32, Charlotte Tilbury.

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Rule #6: Don't overdraw your lips.

The picture of overdrawn lips in the mind's eye can be a scary one, often involving some sort of raisin hue above a zinc pink lip. The modern way to color outside the lines, however, is more about working with lipstick and liner in the same color, so the transition from lip to skin is seamless, says Rivero.

When applying a bright shade, first use a nude pencil to trace just above your natural lip line. Then go over it with a liner that matches your lipstick. "Using nude pencil first creates a roadmap so you'll be less likely to make a mistake with the bright pencil and stain the surface of the skin," he says.

For a similar look try: Chanel Rouge Allure Intense Long-Wear Lip Colour in Exaltée, $36, Chanel and Chanel Le Crayon Levres in Fuchsia, $31, Chanel.

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