Celebrities in Dark Lipstick

A deep, dark, Goth-inspired lip is one of the season's boldest trends. And while black was the shade puckering down the runways, deep plum and bold crimson are the colors blowing kisses along the red carpet. From Salma Hayek to Jessica Alba, Hollywood has fully embraced their version of the trend. Check out which stars have gone to the dark side-good and bad.

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Application is key when wearing dark lips. Rhianna's look is a little messy here - if you look closely, the lipstick jumps outside of her lip line at the edges.

Tip: Before applying a bold lip color, line lips with a neutral liner. It makes the application more precise and when the color wears off, it leaves you with a natural-looking lip line as opposed to an obvious ring around the lip.

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The ultimate beauty risk taker, Taylor Momson will try anything, including a dark lip. At a magazine party in New York City, her bold lips were a little too severe for her porcelain skin tone, but her rock star vibe managed to make it wearable.

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Catherine Zeta Jones' over the top lashes and loud, berry-red pout looked more clown-like than classy. While her dark lips are undoubtedly pretty, they don't work with the fan-like fringe.

Tip: When wearing a dark lip, keep the rest of your makeup to a minimum. You only want to play up one feature at a time.

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Dark lips are sexy, which explains why Megan Fox pulls them off flawlessly. A modern-day femme fatale, her raven locks and black frock paired perfectly with her sultry pout.

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Brilliant actresses don't always make wise lipstick decisions. While Anne Hathaway normally wears a bold lip beautifully, at the Get Smart premiere her glamorous hair and makeup called for a softer lip.

Tip: When wearing a dark lip, keep your hair and the rest of your makeup simple. The lip makes enough of a statement.

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Dark lipstick can be jarring on fair skin, but not on Heather Graham, who chose the right shade. The deep, brick red color complemented her golden undertones.

Tip: Choosing the right shade is critical. As a rule of thumb: deep plum and rich wine shades complement dark skin tones, while burgundy and warm crimson colors wear well on medium to fair skin.

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This songstress is completely out of tune. Her bold lips clash with her bleach blonde locks and pale skin, creating a look that is anything but harmonious.

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At a cocktail party in Italy, Jessica Alba looked stunning with burgundy lips.

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Audrina Patridge is always on the pulse of the trends. The Hills stunner sported dark raspberry lips (this fall's most notable beauty look) to the Surfrider Foundation's 25th anniversary gala in Los Angeles.

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