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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Goth has grown up! Black nail polish, sun-deprived skin and blood-red lipstick are no longer reserved for moody teenagers and Hot Topic employees. As we've seen on runways, celebrities and even (shock!) conservative politicians, the dark side of beauty is out in full force.

We chatted with celebrity makeup artist Fiona Stiles [link: www.fionastiles.com] about how you can go goth without looking like Marilyn Manson gave you a makeover. When it comes to dark makeup for the eyes, lips and nails, Stiles says, "You still have to feel pretty or else it will just be scary." Here's how to do just that!

Rob Loud, Getty Images

Black-rimmed eyes are a goth staple (as are velvet capes, but we won't go there), and look just as hot with jeans and a t-shirt as they do with a cocktail dress. Just skip the freaky white-iris contact lenses and you're good to go.

When it comes to black and charcoal, "skip the eyeliner and keep it as a wash of powder shadow," explains Stiles. "Then it won't be so dense and heavy." She says to stick to shadows with a slight shimmer because matte looks too ghoulish. And if this is a look you want to frequent? "Have your colorist lighten your eyebrows just a tiny bit, especially if your brows are darker than your hair. It makes it all look less theatrical. That's how Jennifer Lopez can wear strong eye makeup -- if she didn't lighten her brows it would look crazy."

Try the trend:
Becca Eye Colour in Velvet, $24


Lancome Virtuose Mascara, $24.50

Courtesy of Becca, Lancome

An alternative to black eye shadow is a palette of somber but sexy forest green, mahogany and plum. Hey, if the Corpse Bride can pull off deep purple eye shadow, why can't you?

Fiona suggests using a small, domed eye shadow brush to softly blend color on the top lid and underneath the eye, "but you don't have to do the same color on top and bottom," she explains. Two of her favorite goth-nouveau color combos are eggplant/dark taupe and dark gray/light gray, keeping the darker color on top.

Try the trend:
Chanel Les Folies Noires, $60

Coutesy of Chanel

With lips it's a simple matter of choice. There's dark, film noir-esque burgundy, overripe berry a la the Twilight gang, ghostly purple or sheer, inky black.

Stiles says that if you're doing one of the bold eye looks you should stick with lighter, sheer lipsticks and glosses. Sheer berry is universally flattering, and she likes cool dark purple gloss. "It's a 'cold' color but still incredibly flattering. And it looks great on brunettes." Stiles warns that dark lipstick can be aging, "so find a nice maroon or purple and blot it down so it looks more like a stain." (Blood stained, perhaps?) You can also use a sheer black gloss over lipstick you already have to give it a gothic edge - or dab on bare lips if you're feeling bold.

Try the trend:
Clinique Black Honey Almost Lipstick, $14


MAC Tinted Lipglass in So This Season, $14 (only available until early November!)


Lipstick Queen Black Tie Optional Shine, $22


Nars Lipstick in Fast Ride, $24

Courtesy of Lipstick Queen, Clinique, Nars, MAC

When you're far too melancholy to face the outside world, your skin takes on a lovely shade of alabaster - not to mention all the wrinkles and sun damage you're preventing by forgoing the beach for an afternoon inside listening to Joy Division.

As tempting as it may be to let your moody eyes and lips do the emoting, Stiles says "don't skip blush, just make it subtle. The just-eye-and-lip look works for runway, but not real people." Pale skin channels a delicate Edwardian aristocrat but "you still want some life to it." Stick to blushes that add just a tiny bit of warmth without being too rosy or shimmery. "And if you are on the pale side," continues Stiles, "give skin some luminosity with a loose translucent powder. Nothing too shiny."

Try the trend:
Laura Mercier Secret Brightening Powder, $22


Philosophy The Supernatural Mineral Blush Duo in Hugs/Kisses, $25

Courtesy of Philosophy, Laura Mercier

Forget the sun-kissed highlights - Goth hair is dark and sultry. Bonus points if you create matte volume with powder like the Victorians (and Angelina circa 2000) used to do. But not too much or it will look costume-y.

Unless it's your natural color, super dark hair is a tough one to pull off. "If the color is too dark next to your skin it can wash you out, bringing focus to wrinkles or dark circles around the eyes," says Bumble and Bumble colorist Mercedes Mueller. Stick to warmer shades of auburn and chocolate if that's what suits your skin, but ask your colorist to keep it one rich allover hue.

Try the Trend:
Bumble and Bumble Black Hair Powder, $35


Davines Alchemic Shampoo in Chocolate

Courtesy of Davines and Bumble and Bumble

Remember when Angelina dressed like a witch and made out with her brother? And then she carried around a vial of Billy Bob Thornton's blood? We do!

This is an extreme nod to goth and would be a big, giant DON'T for pretty much anyone besides Angelina. Big black hair, winged eyeliner and her trademark matte lips -- a look not for the faint of heart.

David McNew, Getty Images

Hey look! It's Wednesday Addams! Christina Ricci was a poster child for angsty adolescence, and although we love her grown up glam look, part of us will always identify with her rebellious black hair, shun-the-sun pale skin and big, mournful gaze.

Dave Hogan, Getty Images

One of her first movie roles was in "Practical Magic," she dated Marilyn Manson and now plays the Queen of the Vampires on "True Blood." Goth overload!

Since this picture was taken Ms. Wood has colored her hair to a softer, less morbid shade: copper red. But we love this example of how dark hair and makeup can work on the red carpet. Notice her brows are lighter than her hair? Makes the entire look seem less harsh.

Scott Wintrow, Getty Images

It's so rare to see a celebrity take a risk with her makeup on the red carpet - especially when it's a tough shade to pull off like blackberry.

Rachel Weisz makes it work by pairing rich lipstick with clean skin. Feathery eyelashes and a pretty pink frock help make the overall look bold but not too bold.

Stephen Lovekin, Getty Images

Los Angeles, September 20, 2009
Gossip Girl star Leighton Meester pairs her white Bottega Veneta gown with shiny red lips at the Emmys.

Frazer Harrison, Getty Images

New York, September 13, 2009
Singer Katy Perry rocks red lips and a pearly white grin at Lady Gaga's VMA after party.

Amy Sussman, Getty Images

West Hollywood, CA, September 20, 2009
Chloe Sevigny wore peachy-red lips to HBO's post Emmy Awards reception at the Pacific Design Center.

Kristian Dowling, Getty Images

Los Angeles, CA, September 20, 2009
Heroes actress Hayden Panettiere made a statement on the red carpet at the 61st Primetime Emmy Awards wearing a red J.Mendel gown paired with equally bold and luscious red lips.

Dan MacMedan, WireImage

New York, September 13, 2009
Country singer Taylor Swift glows with soft red lips at the 2009 MTV Video Music Awards at Radio City Music Hall.

Michael Loccisano, Getty Images

Just as Angie wore red for the "Inglorious Basterds" premiere in Cannes, Kruger went bold for the film's NYC screening on August 17th in 2009.

Angelina Jolie wowed on the Cannes Red Carpet for the premiere of Brad Pitt's Inglorious Bastards on May 18th, 2009. The cherry red shade intensified her blue eyes, and paired gorgeously (or should we say gloriously) with her nude frock and simple hair and makeup.

Jeff Vespa, WireImage

Actress Kate Bosworth brought back that old Hollywood glamour with perfectly red matte lips and classic waves at "The Model as Muse: Embodying Fashion" Costume Institute Gala at The Metropolitan Museum of Art in New York City on May 4, 2009.

Dimitrios Kambouris, FilmMagic

Brooke Shields played up her curly tresses and bright teal gown with warm red lips at the Costume Institute Gala on May 4, 2009.

Kevin Mazur, WireImage

Jessica Alba went for a more youthful, punchy shade at the Costume Institute Gala on May 4, 2009.

Stephen Lovekin, Getty Images

Los Angeles, September 20, 2009
Gossip Girl star Leighton Meester pairs her white Bottega Veneta gown with shiny red lips at the Emmys.

Frazer Harrison, Getty Images

New York, September 13, 2009
Singer Katy Perry rocks red lips and a pearly white grin at Lady Gaga's VMA after party.

Amy Sussman, Getty Images

West Hollywood, CA, September 20, 2009
Chloe Sevigny wore peachy-red lips to HBO's post Emmy Awards reception at the Pacific Design Center.

Kristian Dowling, Getty Images

Los Angeles, CA, September 20, 2009
Heroes actress Hayden Panettiere made a statement on the red carpet at the 61st Primetime Emmy Awards wearing a red J.Mendel gown paired with equally bold and luscious red lips.

Dan MacMedan, WireImage

New York, September 13, 2009
Country singer Taylor Swift glows with soft red lips at the 2009 MTV Video Music Awards at Radio City Music Hall.

Michael Loccisano, Getty Images

Just as Angie wore red for the "Inglorious Basterds" premiere in Cannes, Kruger went bold for the film's NYC screening on August 17th in 2009.

Angelina Jolie wowed on the Cannes Red Carpet for the premiere of Brad Pitt's Inglorious Bastards on May 18th, 2009. The cherry red shade intensified her blue eyes, and paired gorgeously (or should we say gloriously) with her nude frock and simple hair and makeup.

Jeff Vespa, WireImage

Actress Kate Bosworth brought back that old Hollywood glamour with perfectly red matte lips and classic waves at "The Model as Muse: Embodying Fashion" Costume Institute Gala at The Metropolitan Museum of Art in New York City on May 4, 2009.

Dimitrios Kambouris, FilmMagic

Brooke Shields played up her curly tresses and bright teal gown with warm red lips at the Costume Institute Gala on May 4, 2009.

Kevin Mazur, WireImage

Jessica Alba went for a more youthful, punchy shade at the Costume Institute Gala on May 4, 2009.

Stephen Lovekin, Getty Images

Celebrities are baring it all - on their lips, that is. A paired-down pout in a variety of next-to-natural shades is the new red carpet staple. From Jennifer Lopez to Miley Cyrus, find out which stars look best naked. - Julie Redfern

New York - June 2009: Who says nude lips aren't sexy? Megan Fox is living proof that a near-naked pout is as sultry as its crimson counterpart.

Soul Brother, Getty Images

Hollywood - August 2009: At the Los Angeles premiere of Inglourious Basterds, Angelina Jolie played down her best asset with a sheer nude gloss.

Jon Kopaloff, FilmMagic

Beverly Hills - May 2009: Jennifer Lopez played by the rules at the third annual Noches de Nino Gala. She paired her sexy, smoldering eyes with a soft, flesh-toned lip.

Jon Kopaloff, FilmMagic

Los Angeles - June 2009: Beyonce mastered the no-makeup makeup look at the 2009 BET Awards with next-to-natural skin and a semi-matte, nude lip.

Arnold Turner, WireImage

Los Angeles - July 2009: Hayden Panettiere confirmed that blondes can go naked without looking washed out. At the July 2009 premiere of HBO's Entourage Season 6 she opted for a pink-based nude to give her lips a slight touch of definition and color.

Jason Merritt, Getty Images

Universal City, CA - August 2009: At the 2009 Teen Choice Awards Kim Kardasian looked like the quintessential beach babe, all thanks to lighter locks, bronze skin and au natural lips.

Jason Merritt, Getty Images

Universal City, CA - May 2009: Vanessa Hudgens dared to go bare at the 2009 MTV Movie Awards. Her raven locks struck the perfect balance to her barely-there lips.

Jon Kopaloff, FilmMagic

Universal City, CA - May 2009: Miley Cyrus puckered up with a peachy-nude hue at the 2009 MTV Movie Awards.

Jennifer Graylock, JPIstudios

New York - June 2009: Always the pretty woman, Julia Roberts arrived for her Late Show with David Letterman appearance sporting aviators, beachy waves and pouty pale lipsthe epitome of cool girl chic.

Soul Brother, FilmMagic

Beverly Hills, CA - May 9, 2009: Fergie may be loud on stage but on the red carpet at the 2009 Teen Choice Awards she was anything but. The Dutchess kept her lips low key with a soft, muted hue.

Jon Kopaloff, FilmMagic