21 Stars Who Just Keep Getting Better with Age

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Some of them were always gorgeous. Some started out awkward and grew into beauty. But one thing connects these celebrities: As they’ve grown older, they all seem to be more comfortable in their own skins.

We might not have access to the same makeup artists and stylists, but we can all learn a thing or two about growing older with grace, humor, and self-confidence.

21. George Clooney

Better With Age

E! Online

George was not the handsomest of young men. When his hair started to go gray, he transformed from a late 80s goofball to a silver fox worthy of carrying on Cary Grant’s Hollywood legacy. (He’s also the charmer with the bowl cut in the header picture!)

20. Will Smith

Better With Age

thethings.com

Who would have guessed that the Fresh Prince of Bel Air would grow up to be one of the biggest movie stars on the planet—and a fine-looking family man, too? He still has his signature charm, but it’s balanced by a newfound gravitas as he’s gotten older.

19. Demi Moore

Better With Age

brightside.me

Look, the 80s weren’t kind to anyone. But Demi’s crimped hair and over-the-top makeup are cringeworthy even for that decade. She ditched all the extra bells and whistles, and she’s all the more beautiful because of it.

18. Dwayne “The Rock” Johnson

Better With Age

Pinterest

Has there ever been a bigger Cinderella story than The Rock? From nerdy teen to pro wrestler to charismatic movie star, he just keeps getting better with age!

17. Angelina Jolie

Better With Age

Huffington Post

Angelina was always beautiful, but there’s something about her calm, radiant smile now that makes her even more stunning. Losing the blonde dye job helped, but her role as a mom and humanitarian really seems to suit her.

16. Gabrielle Union

Better With Age

Marie Claire

Gabrielle is a vampire, right? That’s the only explanation. She has not aged a day since Bring It On. Some celebrities get better with age, but Gabrielle hasn’t changed at all since she was in her 20s.

15. Bruce Willis

Better With Age

Woman’s Day

When he stopped fighting his receding hairline and decided to shave it all off, Bruce went from an average guy to a red-hot movie star. Maybe more men should follow his example and embrace the baldness.

14. Justin Timberlake

Better With Age

lifedeathprizes.com

Speaking of radical hairstyle changes, Justin’s crispy-looking frosted curls were a fashion disaster. He went solo, cleaned up his look, and he just keeps getting better with age.

13. Sarah Michelle Gellar

Better With Age

funnypicture.org

She’ll always be Buffy to her fans, but Sarah Michelle has come a long way since her teenage stardom. In addition to raising some seriously cute kiddos, Sarah started her own baking kit business to help families learn to cook together.

12. Daniel Craig

Better With Age

brightside.me

To be honest, I didn’t recognize Daniel’s “before” picture. The too-blond hair washes him out, and he needed another decade (or two) to settle into his rugged good looks.

11. Sandra Bullock

Better With Age

thethings.com

Sandra has always been one of America’s Sweethearts, and although she’s been in the spotlight for more than 20 years, she just keeps getting better with age.

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