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Demi Moore

Being married to younger man Ashton Kutcher may help, but this star has worked hard to be 47 and fabulous

Age 27

It took a while before Moore came up with her style motto: "Know what suits you," she told PEOPLE, "and wear it."

Age 31

Moore embarked on five-mile runs to get back her body after giving birth in 1991 to her second daughter, Scout.

Age 33

Moore shaved her head—and pumped up her physique—to play a Navy SEAL in 1997's G.I. Jane.

Age 34

After baring her breasts in 1996's Striptease, Moore covered up on the red carpet.

Age 38

As her marriage to Bruce Willis ended and the big 4-0 approached, Moore told PEOPLE she got into "the best shape of my life."

Age 44

"Over the years Demi has gotten a little more polished," says her close friend and designer Donna Karan.

Her Youngest Look!

Age 47

"She has flawless skin; her hair is trademarked," says her stylist Rachel Zoe. "It's like she has a magic wand for youth!"

Jennifer Aniston

Getting her body yoga-fit and her hair under control helped turn back the clock

Age 21

When she was a high school student, Aniston once told PEOPLE, "I never felt beautiful, ever."

Age 28

After starting on Friends, Aniston chopped her hair—and "The Rachel" became a top-requested cut across the country.

Age 31

After growing out her hair, Aniston adopted a "beachy beauty" style, says her hairstylist Chris McMillan.

Age 33

Aniston told PEOPLE that after she stopped hiding behind layers of lipstick and mascara, "I'd have people say, 'God, you look so much better.' "

Age 35

Although Aniston told PEOPLE her naturally "kinky" hair was "always like a thorn in my side," she has since "gotten so good" at blow-drying it.

Age 37

After her 2005 split from Brad Pitt, Aniston started doing yoga at least three times a week and adopted an organic diet.

Her Youngest Look!

Age 40

These days, "there's such a freshness about her look," Aniston's makeup artist Angelina Levin told INSTYLE; she achieves it with "soft, neutral makeup."

Sandra Bullock

Hollywood's favorite tomboy learns how to channel her inner bombshell

Age 29

It took Bullock time to learn how to dress for the red carpet. "I was awkward," she told INSTYLE.

Age 31

After the success of Speed, Bullock began sporting shorter hemlines. "I'm comfortable in my own skin," she has said.

Age 37

In 2002 she moved to Austin with now-husband Jesse James, embracing a more down-to-earth style.

Her Youngest Look!

Age 45

Bullock "looks terrific naked," Ryan Reynolds told PEOPLE of his (12 years older!) costar in The Proposal.

Halle Berry

This former beauty queen ditched pageant sparkles and embraced her natural radiance

Age 27

In beauty competitions, "it was all about trying to look older than you really were," Berry told INSTYLE.

Age 32

"I love short hair," Berry once told PEOPLE, "because I'm really lazy when it comes to fussing with it."

Age 38

Berry's facialist Olga Lorencin says the star receives regular exfoliating facials to keep her skin glowing.

Her Youngest Look!

Age 43

Now mom to 21-month-old daughter Nahla, Berry recently told PEOPLE she is "feeling good about the woman I've become."

Jennifer Lopez

Never afraid to change up her style, this actress-singer remains a red-carpet star

Age 24

Before she was a movie star, the Bronx-born Lopez kept her hair natural, her clothes baggy and her lip color dark.

Age 31

As her beauty sense changed, her style stayed true. "I have a very curvaceous Latin body," she said. "I like to accentuate that."

Age 36

Lopez told PEOPLE that she keeps her beauty routine "simple: mild cleanser, sunscreen and lots of water."

Her Youngest Look!

Age 40

"What I've learned over the years is that you've got to be fearless," Lopez recently told INSTYLE.

Courteney Cox Arquette Arquette

Who wouldn't want to be a cougar if it meant looking this good?

Age 25

When she first hit Hollywood, a fresh-faced Cox felt "overwhelmed by all the pretty girls," stylist Brenda Cooper once said.

Age 36

In the '90s, Cox has said, beauty took three steps: "curl my eyelashes, fill in my eyebrows and put some lipstick on."

Age 42

The actress has kept a youthful figure into her 40s by doing cardio five days a week, says her trainer Michelle Lovitt.

Her Youngest Look!

Age 45

The Cougar Town star owes her flawless skin, in part, to being "diligent about sun protection," says facialist Chanel Janae.

Jada Pinkett Smith

This mom of three has come into her own as a movie star—and lead singer for a rock band

Age 26

Early in her career, Smith opted for the hair and makeup of an "edgy, round-the-way girl," says her hairstylist Marcia Hamilton.

Age 29

Smith favored loose-fitting clothes after giving birth to her first child, Jaden, with husband Will Smith.

Age 35

In 2003 Smith started the band Wicked Wisdom—and has since loosened up her look. "Her style is evolving as she is evolving," says her stylist Lisa Michelle Boyd.

Her Youngest Look!

Age 38

Smith keeps her body ageless with a mix of yoga, hiking and weight training, says her makeup artist Steven Arturo.

Nicollette Sheridan

When it comes to looking youthful, there's nothing Desperate about this ex-Housewife

Age 32

In the early '90s Sheridan went for a more-is-more approach with big hair and flashy clothes.

Age 37

As she has gotten older, Sheridan "realized she didn't need the dark makeup," says facialist Chanel Janae.

Age 41

To reverse the damaging effects of tanning on her skin, the star opts for glycolic peels, Janae says.

Her Youngest Look!

Age 46

"I gravitate toward healthy foods," says Sheridan, who also stays trim with lots of cardio, including five-mile runs with her dog.