Um, How Old Are You? Celebrities Who Don’t Dress Their Ages

August 28, 2013  |  
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Celebrity or not, there are some things people just shouldn’t wear after a certain age – or until they reach a certain age. But there’s really no point in telling these 15 celebrities who don’t dress their ages. They’re just as famous for their talents as they are for their age-inappropriate wardrobes.

Mariah Carey

This 43-year-old mommy of two definitely doesn’t let age govern the clothes she rocks. From super low plunging necklines to super high thigh slits, Mariah Carey shows no signs of slowing down (or covering up) anytime soon.

Kendall and Kylie Jenner

We’re pretty sure 17-year-old Kendall and 15-year-old Kylie have donned every type of freakum dress, booty short, and teeny weeny bikini imaginable – all before hitting the age of 18.

Willow Smith

We know Will and Jada preach individuality in their household but that still doesn’t stop us from giving Willow’s outfits some side eye. It’s not that they’re revealing, it’s just that they’re a little too bold and outlandish – and yes, grown – for a preteen.

Flavor Flav

We’re not quite sure at what age wearing a velvet jumpsuit, clock, and gold grills becomes inappropriate (if it’s ever appropriate to begin with), but at 54years old we’re pretty sure Flavor Flav reached – and passed – that age a long time ago.

Coco Austin

Let’s face it, Coco has never been known for her modesty. And at 34 years old and wearing less than ever, we doubt her clothing choices will become any more appropriate any time soon.

Jennifer Lopez

Jennifer Lopez has never been afraid to bare skin. But now that she’s 43 and a mother of five-year-old twins you’d think she would stop dressing half her age and start dressing a little more appropriately. But nope.

Keira Knightly

If “great-grandma swag” were a thing, actress Keira Knightly would be all over it. The 28-year old is notorious for stepping out of her house wearing frocks up to her neck and fabric patterns not worn since the 1800’s.

Rick Ross

Although we know this is the look most rappers choose to flaunt, it’s hard not to call out a man who’s pushing 40 and wearing pants that far below his waist. Very hard.

Janice Dickinson

Janice Dickinson may claim to be the “world’s first supermodel” but that certainly doesn’t excuse her from being read for trying to pull off looks that are way, way too young for her. Take note, if you’re nearly 60 and wearing dresses this short, this is undeniably how you look — crazy.



Charo has been turning heads in flamboyant outfits for decades. But now that she’s 62, still wearing the same flamboyant outfits, and still turning heads (for the wrong reasons), it may be time to hang up the boob baring tops and short dresses in favor of something a tad bit more appropriate.


Ever since becoming an overnight sensation on “Jersey Shore,” 25-year old Snooki and her prepubescent outfits have been making headlines. Though we’re not huge fans of adults wearing clothing that children also wear, Snooki’s unique style has inspired a fashion line that’s set to release soon.

Snoop Lion

We know he’s a rapper with an image to maintain and all, but c’mon. At 41 years old we can probably all agree that Snoop Lion needs to leave all the baggy clothes in the 90’s where they belong.


At 54 years old, Madonna has thrown every notion of “dressing your age” to the wind. In the past few years, we’ve seen this woman in fishnets, booty shorts, sheer bras, garter belts, leotards, and even arm warmers.

Pamela Anderson

“Baywatch” beauty Pamela Anderson has been off lifeguard duty for nearly two decades but that hasn’t stopped the 46-year-old mother of two from wearing revealing outfits on red carpets, beaches, and even to her children’s sporting events – and probably never will.

Nicki Minaj

Sure, her wardrobe has improved dramatically since her changeup. But pre-2013, Nicki – in all her tutus, catsuits, and cotton candy colored wigs – dressed more like an eccentric teenager than a 30-year-old grown woman.

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