Dressing Their Age

Too old – or too young? From Lindsay Lohan to Mariah Carey, Paris Hilton and other stars, vote on their most age-appropriate style. By Emily Fromm

01 of 11

LINDSAY LOHAN, 19

LINDSAY LOHAN, 19
James Devaney/WireImage; Jen Lowery/LFI

She's still a Disney girl, but the Herbie: Fully Loaded actress looked downright mature wearing Chanel in New York City recently (right). Earlier in L.A., she showed off her youthful good looks in a strapless Gucci frock.

02 of 11

MARIAH CAREY, 36

MARIAH CAREY, 36
Marc Larkin/LFI; Ian Winfield /ACE PICTURES

The songbird was bursting at the seams in a teen-queen-worthy T-shirt dress in London recently (left). By comparison, the olive-colored, curve-hugging sheath she donned in New York City looks almost demure.

03 of 11

NICOLLETTE SHERIDAN, 41

NICOLLETTE SHERIDAN, 41
Michael Loccisano/FilmMagic; Christian Alminana/FilmMagic

Desperate Housewife or summering schoolgirl? With ribbons 'round her waist and ankles, the Wisteria Lane vixen looked ready for prom recently (left, in New York City). A more womanly choice: her flowing goddess gown in Monte Carlo.

04 of 11

JENNIFER LOPEZ, 36

JENNIFER LOPEZ, 36
Stewart Cook/ REX ; Sandra Rose/Getty

Forget that navel-grazing Versace she wore to the 2000 Grammys: Mrs. Marc Anthony was modest (even matronly) in L.A. recently (left). A few weeks later, she showed more skin – but no belly button – in Atlanta.

05 of 11

MAGGIE GYLLENHAAL, 27

MAGGIE GYLLENHAAL, 27
Queen/WireImage; Jason Merritt/FilmMagic

Sexy Secretary or shy librarian? In a tie-front blouse and below-the-knee skirt, the indie actress was a pioneer of dowdy chic in Venice, Italy, last year (left). But she sported a fun, colorful ensemble to a recent L.A. store opening.

06 of 11

MADONNA, 47

MADONNA, 47
Kevin Mazur/WireImage; Jade Adams-LMK-PHOTOlink

Is Kabbalah the key to eternal youth? Maybe for Madonna, who showed off her yoga-buff bod in a flimsy slip dress in L.A. recently (left). But in London, a more modest Madge covered up in a lacy frock and blazer.

07 of 11

EMMY ROSSUM, 18

EMMY ROSSUM, 18
Delmas/VISUALPressAgency; Joy E. Scheller/LFI

The Phantom of the Opera star looked wise beyond her years in a tailored suit in Hollywood (left). But in New York City recently, she was every inch the smart teen in a flirty cocktail dress.

08 of 11

PARIS HILTON, 24

PARIS HILTON, 24
Pacificcoastnews; Amanda Parks/Abaca

She became a gossip-mag princess by baring her bod, but the heiress looked ready for tea with the Queen while in London recently (left). Back in the U.S.A., she showed off her all-American tan in West Hollywood.

09 of 11

SHARON STONE, 47

SHARON STONE, 47
Chris Polk/FilmMagic; INFGoff

Thirteen years after Basic Instinct, the actress (left, in San Diego) showed she's still got those killer gams. Later in Cannes, she looked more like the (still sexy) mom of two that she is.

10 of 11

HILARY DUFF, 17

HILARY DUFF, 17
ena Durham - KPA/ZUMA; Axelle/Bauer-Griffin

At the L.A. premiere of her movie The Perfect Man (left), the actress wore a Gucci gown that made her teenybopper image seem "So Yesterday." Yet just a week earlier, she sported a more playful dress.

11 of 11

MISCHA BARTON, 19

MISCHA BARTON, 19
Claudio Leone/LaPresse/ZUMA; Tsuni/Gamma

In Rome recently, the O.C. star looked anything but a high-school girl in a sophisticated and body-conscious number. But earlier in Beverly Hills, her trendy outfit (fur vest, multiple necklaces) was perfect for a day at the mall.

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