The Bob

The Bob
Then: Louise Brooks, 1929
The first bobs were a symbol of female freedom: As women earned the right to vote and increasingly entered the work force, they also cropped their hair. Chin-grazing styles, worn most notably by actress Louise Brooks, became the iconic cut of the era.

Now: The Angled Bob with Bounce
"The bob is like the little black dress: It never goes out of fashion," says hairstylist Clint Wilson, a co-owner of Salon SCK in New York City. "It's a great shape for different hair textures, from thin and straight to thick and wavy." The trendiest version is an angled style that skims the shoulders in the front and is shorter in the back. "It has more movement and softness than the traditional blunt bob," says hairstylist Frederique Carme at Marie Robinson Salon in New York City. To give your bob volume, first apply mousse throughout wet hair, suggests NYC hairstylist Shintaro, who created the cut here. (He likes John Frieda Volume Volume Building Mousse, $6; drugstores.) Then part your hair in the middle down the back and blow-dry each section toward your face, which will make your style curve naturally in the front, he says. If your hair is curly, Wilson advises adding a drop of Shu Uemura Essence Absolue Oil-in-Cream ($46; to help your hair retain moisture so it has some bounce.

Modern: Peter Rosa, Original: John Kobal Foundation/Moviepix/Getty
The Oval Nail

Modern: Peter Rosa, Original: Bettmann/CORBIS

The Oval Nail
Then: Barbra Streisand, 1973
To avoid becoming a secretary, the future Funny Girl grew her fingernails to full-on glamour length. Thus unable to type, she headed to Broadway to pursue a career in the spotlight.

Now: The Shorter, Slenderizing Oval Nail
"This shape looks sophisticated, and it elongates the fingers," says Sally Hansen nail ambassador Tracylee. As a result, the oval nail flatters hands old and young, narrow and wide. One thing to keep in mind: If you're planning to go oval, you need some length—about a quarter to a half inch past the fingertip—but not more, says Los Angeles manicurist Lisa Jachno, the founder of Labnails. Once you've grown out your nails, you'll want to prevent breakage, of course. "Don't file the sides, because that weakens them. File only the top edge," says Tracylee. New York City manicurist Roseann Singleton, who created the look here, advises steering clear of buffing blocks, which remove natural oils and thin the nail plate, so it's more susceptible to peeling. Ready for polish? One of this season's most popular shades, according to Jachno, is vibrant coral. Here we used Chanel Le Vernis in Holiday ($27;
The Red Lip

Modern: Peter Rosa, Original: Popperfoto/Getty

The Red Lip
Then: Greta Garbo, 1930
The Swedish actress was known for the line "I want to be alone," but her crimson lips sent another message entirely. In films like Camille and Anna Christie, Greta Garbo's matte red lipstick was a symbol of confidence, intrigue and seduction.

Now: The Moisturizing Matte Red Lip
Scarlet lipstick has a timeless appeal that's so Hollywood, both classic and current. The original formulas were long wearing but drying and had the added downside of making lips appear thin. The newest formulations mix high pigment with a moist texture, resulting in bold color that feels more natural. Estée Lauder Pure Color Envy Sculpting Lipstick in Vengeful Red ($30; has moisturizing hyaluronic acid and emollient-coated pigments, so it "isn't matte or shiny but has a modern new luster," says Anne Carullo, SVP of global product development at Estée Lauder. That's great news if you've been too intimidated to try a strong red lip. These updated iterations are as easy to use and as lightweight as gloss. Note: When your lips are saturated with color, they need to be smooth. Reyna suggests exfoliating with a washcloth, then applying balm. "Blot before you apply lipstick, or the color will bleed," she says. For this look, we used Yves Saint Laurent Rouge Pur Couture Lipstick in 01 Le Rouge ($35;
The Smoky Eye

The Smoky Eye
Then: Joan Collins, 1983
The outsize '80s called for vivid eye makeup from lashline to brow. No one wore it better than Joan Collins playing Dynasty's campy vamp, Alexis Morrell Carrington Colby Dexter Rowan.

Now: The Smoky Eye In Color
Smoldering eye makeup has become shorthand for a certain kind of sexy. But that doesn't have to mean blacks or grays. The modern take is a medium to deep shade like plum or navy, according to New York City makeup artist Troy Surratt. "You want dense, rich color close to the lashes that diffuses to pale by the time it reaches the crease of your lid," says Surratt. "For example, you could apply purple along the lashline and a lighter violet on top to get an ombré effect." New York City makeup artist Christina Reyna, who created the look above, used Tarte SmolderEyes Amazonian Clay Waterproof Liner in Fig ($22; to line the upper lid before going over it with a matching powder shadow. "The pencil gives a creamy base, so the powder shadow has staying power and looks more intense," she says. Reyna suggests doing your eye makeup before applying foundation so you can clean up any fallout from the shadow.

Modern: Peter Rosa, Original: Bob D'Amico/Disney ABC Television Group/Getty