Cone Bra

Making a statement without saying a word, Madonna makes the breast of it by flaunting her femininity with strength and style. Her cone-shaped bustiers and costumes took ‘undergarments as outfits’ to a whole new level, proving cones aren’t just for ice cream.

Vogue

Papelpop.com

Let your body move to the music

Sleek and sophisticated, Madonna’s “Vogue” period was all about serious style and “striking a pose.” Perfectly coiffed hair, form-fitting suits, and dance moves that were dangerously diva-esque secured Madonna as the fashion force to forever be reckoned with.

Watch Madonna’s “Vogue” video and strike a pose of your own…

“Don’t just stand there…”

White Lace

Belted with “boy toy,” Madonna’s signature white lace dress with gloves to match had fans following her iconic ’80s style as soon as they could ask mom to take them to the mall. Flirty-meets-fabulous for the look that still makes it to Halloween parties to this day.

Old School

World, meet Madonna. Pre-uber-fame, here’s Madonna in one of the first looks she embraced. Decked out in much of the ’80s’ finest, from studs to stone washed jeans, Madonna ‘s moussed-up hair and metal accessories made the look complete. A tee has never been so basic.

Priceless Pop Pairing

If there’s one person in the world who can upstage the “King of Pop” it is Madonna. Dressed in old-school Hollywood attire, we can tell by the smile on her face that Madonna has never been more excited to hit the red carpet. Were these two really “dating?” We’ll probably never know. But most would agree that this moment was one for the ages.

Material Grill

Her “best” look? Not quite. But a “top” look? How could we leave it off the list? A gal needs her grill if she wants to stay on top of style…right? Cool or creepy…you decide. But Madonna seems to like some bling on her bite. Would four out of five dentists agree?

Totally ’80s

Without Madonna, the ’80s may have turned out completely different. Her unforgettable style was fresh, funky, and fierce, filled with too much of much too much. But tweens, teens, and 20-somethings loved the look and recreated Madonna’s outfits with a passion for fashion. Hairspray filled the air and everyone wanted a deep breath.

Met Gala

Ass-less chaps? Check. Madonna wanted to prove to the world that a decent derrière doesn’t only belong on a 21-year-old. The “Fashion Police” may have issued a warrant, but Madonna was proud to show the Met crowd that she’s still willing to take risks – both wowing and worrying onlookers.

Justify

Madonna “justified her love” for the sultry and sensual during her “Justify My Love” period. Platinum blonde hair, bold eyebrows, and an endless ooze of sex appeal made this timeless look one of Madonna’s most magical. “Wanting, needing, waiting…” Madonna made sure we knew she meant business. Justify her love, dammit!

Watch “Justify My Love”

“I want to kiss you in Paris/ I want to hold your hand in Rome”

Like a Prayer

“Life is a mystery,” and so is Madonna. Always revamping her style, be it for a photo shoot or video production, we never know what we’re gonna get. For her “Like a Prayer” music video, not only did Madonna give a noteworthy performance, but her overall look was a complete 180. Controversy surrounded the video, but that’s exactly what Madonna thrives off of. Curls, crosses, and creativity made this look legendary.