Connect with us

Fashion

Madonna’s Best Fashion Moments of All Time

Published

on

Madonna’s Best Fashion Moments of All Time

No one can “strike a pose” better than Madonna.

Across her illustrious career filled with hits, adventures and accolades galore, the Material Girl will forever be known for her bold and distinctive fashion. Revered as one of the most influential style icons, her barrier-breaking outfits have stood the test of time and inspired countless pieces worn by Katy Perry, Ariana Grande and Beyoncé.

As she used her Celebration World Tour to mark her decades-long music career, it’s only fitting that her in-vogue fashion statements are also paid tribute.

From her iconic white ensemble at the 1984 MTV Video Music Awards to her legendary cone bra, let’s revisit Madonna’s most unforgettable style moments.

Gold-en Girl

Madonna on ‘Solid Gold’.
Lynn MCafee/GLOBE

Just five years after she left the University of Michigan to become a dancer in New York City, Madonna Louise Ciccone made her first move as a worldwide trendsetter — stacking her black rubber bracelets and flashing her crop top for TV’s Solid Gold while performing “Holiday” in 1983.

Bow Tied

Madonna in the ‘Borderline’ music video.

Madonna/YouTube


Madonna played it sweet and tough (check out that black leather!) as she starred as a street dancer turned fashion model in the video for 1984’s “Borderline.”

Fun fact: Besides one very big bow, the clip also starred a then-unknown John Leguizamo as one of the singer’s pals.

“Virgin” Territory

Madonna at the 1984 MTV Video Music Awards.
Adam Sculler/RANGEFINDERS/GLOBE

After Madonna — clad in a tulle skirt, garters, a white bustier and a “Boy Toy” belt buckle — writhed her way through the 1984 MTV Video Music Awards, underwear was suddenly the new outerwear.

“It’s not like I was saying, ‘Don’t pay attention to the clothes — to the lingerie — I’m wearing,’ ” she told Rolling Stone in September 1987. “Actually, the fact that I was wearing those clothes was meant to drive home the point that you can be sexy and strong at the same time. In a way, it was necessary to wear the clothes.”

Big Screen Ambition

Madonna in ‘Desperately Seeking Susan’.
Andrew Schwartz/ORION/The Kobal Collection/WireImage

The movie was Desperately Seeking Susan, but after Madonna made her screen debut in the 1985 caper as a “free-spirited, adventurous femme fatale,” it was her gilded jacket that was in demand.

Diamond Girl

Madonna in the ‘Material Girl’ music video.
Everett Collection

Paying homage to Marilyn Monroe‘s performance of “Diamonds Are a Girl’s Best Friend” (from 1953’s Gentlemen Prefer Blondes), Madonna charmed suitors and picked up baubles in a slinky pink satin gown in the 1985 video for “Material Girl.”

Although it wouldn’t be the last time she echoed Monroe, the pop star later said to Smash Hits magazine, “I don’t think I’m like Marilyn Monroe in a lot of ways. The main thing that we have in common is that we bleach our hair.”

Jacket Required

Madonna performing in Seattle on April 15, 1985, on the Virgin Tour.
Zuma

Booties? Check. Lace leggings? Check. Miniskirt? Check. Madonna showed off her signature look during “Dress You Up,” the opening number for her first U.S. outing, 1985’s Virgin Tour.

Preacher Girl

Madonna in the ‘Live to Tell’ music video.

Madonna/YouTube


Only Madonna could shock with a make-under. The singer embraced her inner school marm in the 1986 video for “Live to Tell,” a song she wrote for then-husband Sean Penn‘s film At Close Range. Although the movie flopped, the single topped Billboard‘s Hot 100 chart.

Couple Outing

Sean Penn and Madonna at the ‘At Close Range’ premiere.
Ron Galella/WireImage

In what would become a familiar sight, a dour-looking Penn escorted Madonna — who mixed it up with an evening gown and a leather jacket — to the premiere of At Close Range.

The couple’s nearly four-year marriage (they divorced in 1989) would become known for public spats and paparazzi standoffs. “I do believe we all have soulmates,” Madonna told PEOPLE. “I don’t believe that we necessarily end up with them.”

Daddy’s Girl

Madonna on the set of her ‘Papa Don’t Preach’ music video in New York City in May 1986.
Terry McGinnis/WireImage

Winking at her Italian roots, Madonna boasted that “Italians Do It Better” in the controversial 1986 video for “Papa Don’t Preach,” which told the story of an unwed pregnant girl who decides to keep her baby.

The video was also a star-making turn for Do the Right Thing actor Danny Aiello, who told PEOPLE the casting put him “on my way.”

Tassel Hassle

Madonna in the ‘Open Your Heart’ music video.

Madonna/YouTube


Another day, another controversy! In the 1986 clip for “Open Your Heart,” Madonna played an exotic dancer — tassels, fishnets and all — who befriends a minor after he sneaks into her strip club.

Although groups protested the use of the youth, Madonna later described the music video as a statement about innocence.

Island Beauty

Madonna in the ‘La Isla Bonita’ music video.

Madonna/YouTube


Madonna’s flirtation with the Spanish language and Latin culture began with the bilingual hit “La Isla Bonita.” In the 1987 video, the newly brunette singer dances in a red ruffled flamenco dress to the sounds of guitar.

That Girl

Madonna in ‘Who’s That Girl?’ in 1987.
Warner Bros/Everett Collection

In the 1987 crime romp Who’s That Girl, Madonna played a spunky but ditzy ex-con named Nikki wearing — what else? — a leather jacket, fingerless gloves and a miniskirt.

“There was just something about the character — the contrasts in her nature, how she was tough on one side and vulnerable on the other — that I thought I could take and make my own,” she told Rolling Stone that same year.

Platinum Hit

Madonna attends the 14th annual American Music Awards on Jan. 26, 1987, at the Shrine Auditorium in Los Angeles, California.
Ron Galella/WireImage

To accept an American Music Award in 1987, Madonna paired her then-signature blonde bob with a matching ivory-colored off-the-shoulder dress, dark brown eyebrows and a bright red lip.

Church Lady

Madonna in the ‘Like a Prayer’ music video.
Unimedia International/Rex

A steamy embrace with a saint, a burning cross and a loose shoulder strap would all add up to one of the pop singer’s biggest media storms. After the debut of “Like a Prayer” on March 3, 1989, the Vatican banned her from performing in Italy and Pepsi dropped her from its ad campaign — but Madonna kept her reported $5 million fee.

Good Jeans

Sandra Bernhard and Madonna performing at an AIDS benefit in New York in 1989.
LFI

In matching painted denim cutoffs and jeweled bras, Madonna and then-pal comedian Sandra Bernhard performed a raunchy rendition of the Sonny & Cher classic “I Got You Babe” at an AIDS benefit in 1989.

New Expression

1989 portrait of Madonna, released by Warner Records.
HO/AP

As the ’80s drew to a close, Madonna — fresh from filing for divorce from Penn — ditched her feminine style and debuted a bold, androgynous look. Standing tall in menswear and brandishing a monocle, the singer flexed her muscles (literally), flashed her bra and seduced a sweaty factory worker in the epic video for “Express Yourself.”

Surfer Girl

Madonna in the ‘Cherish’ music video.

Madonna/YouTube


A softer side of the singer emerged from the surf in the video for “Cherish,” Madonna’s surprisingly sweet 1989 love song. Directed by famed photographer Herb Ritts, Madonna — in a clingy black shirtdress — frolicked in the water and flirted with mermen.

In Vogue

Madonna during her Blond Ambition Tour.
DMI/Getty

Taking the dance sensation out of New York’s gay underground and on the road, the singer vogued her way around the world on her 1990 Blond Ambition Tour in her iconic Jean Paul Gaultier cone bra.

Midas Touch

Madonna performing in 1991 during her Blond Ambition Tour.
All Action/Retna

As documented in the 1991 behind-the-scenes film Truth or Dare, the Blond Ambition tour sparked protests from the Vatican to Canada. Among the show’s controversial elements: her performance of “Like a Virgin,” during which the singer simulated masturbation while wearing a gold cone-topped corset.

Show Pony

Madonna performing during the Blond Ambition Tour.
Neal Preston/Corbis

Her sky-high, glamorous ponytail gave this satin cone-bra look an almost-sporty vibe during her Blond Ambition tour.

Going Dotty

Madonna performing during the Blond Ambition Tour.
Billy Bong/LFI

Gaultier designed the costumes for Blond Ambition, including this polka-dot getup for one of the tour’s frothiest numbers, a booty-bumping version of Madonna’s early hit “Holiday.”

French Dip

Madonna at the 1990 MTV Video Music Awards.
Everett Collection

Channeling the look of Marie Antoinette’s court at Versailles, Madonna thrilled the crowd at the 1990 MTV Video Music Awards with a lush, naughty performance of “Vogue.” Although the video snagged best direction, it lost video of the year (to Sinead O’Connor‘s “Nothing Compares 2 U”).

She’s Breathless

Madonna in ‘Dick Tracy,’ 1990.
Vista Pictures/Everett Collection

Madonna was sleek and sexy as ’50s-era nightclub siren Breathless Mahoney in the 1990 live-action comic-book flick Dick Tracy. Although the film wasn’t a hit, I’m Breathless, Madonna’s album of songs from and inspired by the movie, eventually went double-platinum, thanks to hits like “Vogue” and “Hanky Panky.”

Tracy Twosome

Madonna and Warren Beatty at the ‘Dick Tracy’ premiere in Washington, D.C., in 1990.
Mark Reistein/IPOL/GLOBE

After gossip spread that Madonna was hooking up with her Dick Tracy costar, legendary playboy Warren Beatty, the twosome stepped out, hand-in-hand, at the film’s Washington, D.C., premiere in 1990.

But Madonna stole the spotlight — sporting flowers in her hair, chunky shoes and a babydoll dress, long before Courtney Love would pair the look with grunge.

Odd Couple

Madonna and Michael Jackson at Spagos in West Hollywood, California.
Ron Galella/WireImage

She may have been dripping in $20 million Harry Winston diamonds, but neither her bling nor her daringly low-cut Bob Mackie gown had people talking at the 1991 Academy Awards.

Madonna arrived with Michael Jackson, and whispered and giggled in his ear at the post-show bash at Spago. But it was all just for show, with Madonna soon ditching the King of Pop for beau Beatty.

Cannes Do

Madonna leaving the screening of ‘In Bed with Madonna’ on May 13, 1991, at the Cannes Film Festival.
UPPA/IPOL/GLOBE

In a Gaultier cone bra and miniskirt (similar to the black ones he had designed for her Blond Ambition tour), a brunette Madonna made a grand entrance at the 1991 Cannes Film Festival for the premiere of Truth or Dare.

Play Ball

Madonna in ‘A League of Their Own,’ 1992.
Columbia Pictures/Everett Collection

There may be no crying in baseball, but there sure are short skirts! In the 1992 hit A League of Their Own, Madonna starred as “All the Way Mae” Mordabito, a center-fielder for the Rockford Peaches during WWII. The film also starred Tom Hanks, Geena Davis and Rosie O’Donnell, who became a close pal of the pop star.

Breast in Show

Madonna and Jean-Paul Gaultier at Gaultier’s 1992 fashion show to benefit amfAR.
Kevin Mazur Archive/WireImage

Madonna got something off her chest — her top! — at Gaultier’s fall runway show in 1992. The topless singer joined fellow stars like Billy Idol and Faye Dunaway at the charity event, which raised $750,000 — along with eyebrows — for amfAR (the American Foundation for AIDS Research).

Très Sheep

Madonna at her 1992 book launch in New York City.
Keith Butler/Rex

Dressed as a vampy version of Little Bo Peep — down to the stuffed toy lamb in her arms — Madonna arrived at the Oct. 15, 1992, release party for her scandalous coffee-table book, Sex.

The bash, held in New York’s then-seedy Meatpacking District, featured models acting out fetish fantasies with whips and handcuffs, and some just reclining in tubs filled with caramel corn.

Show Girl

Madonna performing in London in September 1993 as part of The Girlie Show.
Neal Preston/CORBIS

Touring in support of her sexually charged album Erotica, a leather-clad Madonna presented The Girlie Show, a naughty burlesque-themed tour that featured topless dancers, clowns and a simulated orgy during “Deeper and Deeper.” One of her featured dancers included Dancing with the Stars judge Carrie Ann Inaba, who performed topless.

Nothing but Net

Madonna in the ‘Take a Bow’ music video.
Frank Micelotta/Getty

Going back to her love affair with Spanish culture, Madonna played the part of a woman obsessed with a bullfighter in the 1994 video for “Take a Bow.”

The ballad, from her album Bedtime Stories, was Madonna’s longest-running No. 1 hit, topping the charts for seven weeks. The romantic and retro video — part of her campaign to win the film role of Evita — was a marked departure from the singer’s Erotica-era sexualized persona.

“Nature” Girl

Madonna (center) in the ‘Human Nature’ music video.
Getty

Madonna returned to sexual imagery with the 1995 video for “Human Nature,” a tongue-in-cheek look at bondage that acted as a response to critics of her Sex book.

Squeezed into a latex bodysuit and wearing cornrows, Madonna alternately wields a whip, is bound to a chair and poses with a Chihuahua — in matching latex.

First Lady

Madonna in the title role in ‘Evita,’ 1996.
Buena Vista Pictures/Everett Collection

The singer went ’40s glam in elegant suits and hats as beloved Argentinean presidential wife Eva Péron in the 1996 musical film Evita.

During filming, Madonna discovered she was pregnant with daughter Lourdes. “It got hard toward the end, just in terms of working long hours and being on my feet,” Madonna said. “But it was okay, I got through it.”

A Winner at Last

Madonna with her Golden Globe at the 1997 ceremony.
Steve Granitz Archive/WireImage

The pop star flaunted her curves in a plunging Dolce & Gabbana bustier gown at the 1997 Golden Globes, where she won best performance by an actress in a motion picture — musical or comedy for Evita. After the show, Madonna mentioned her real lucky charm: daughter Lourdes, born on Oct. 14, 1996. “She brings me the most luck,” the singer said backstage.

Seeing the ‘Light’

Madonna on the set of her ‘Ray of Light’ music video.
Frank Micelotta/ImageDirect/Getty

The new mom — and new devotee of Kabbalah — played it simple in a denim jacket, softly waved hair and now-omnipresent red-string bracelet in the video for “Ray of Light,” the lead single off the like-titled 1998 album.

“It’s really great,” she told Kurt Loder about her newfound religion. “The whole idea of cause and effect, for every action there’s a reaction: It’s like, you pull in what you put out, basically. If you want to have goodness in your life, you have to give it.”

Inspired by Japanese Fashion

Madonna performing at the 41st annual Grammy Awards at the Shrine Auditorium in Los Angeles on Feb. 24, 1999.
KMazur/WireImage

Madonna embraced the East Asian style for her show-opening version of “Nothing Really Matters” at the 1999 Grammy Awards in L.A., where she finally won. Accepting the Grammy for best pop album in her red Gaultier kimono, the toned-down singer thanked her co-producers and co-writers.

American Girl

Madonna in her ‘American Pie’ music video.
Eugene Adebari/Rex

For the 2000 movie The Next Best Thing, which starred Madonna and Rupert Everett, the singer recorded a cover of Don McLean’s classic “American Pie.” The remake would become her first single of the new millennium. The video had a simple concept: an all-American Madonna dancing around with a U.S. flag in blue jeans and a tiara.

Material Mom

Guy Ritchie and Madonna at a party at the Sanderson Hotel.
Richard Young/Rex Features

Two years after welcoming Lourdes, Madonna — who had tamed her wild side with motherhood — was pregnant again in May 2000. This time, she was expecting son Rocco, born Aug. 11, with movie director Guy Ritchie.

“Music” Maker

Niki Haris, Madonna and Debi Mazar in the ‘Music’ music video.
GLOBE

From earth mother to rhinestone cowgirl: “Music,” the first single from her new album by the same name, had the then-pregnant singer back in the clubs — at least in her video — in a white fur coat and a wide-brimmed hat.

Fun fact: The gold limo that shuttled Madonna and her friends in the 2000 clip was driven by actor and comedian Sacha Baron Cohen, then virtually unknown in the U.S.

Cowgirl Boogie

Madonna (center) in the ‘Don’t Tell Me’ music video.

Madonna/YouTube


Madonna — in Dsquared leather cowboy shirts — took her Western inspiration and kicked it up in the video for her next single, “Don’t Tell Me,” which featured plenty of boot-scootin’ and line dancing.

In the Trenches

Madonna visits MTV’s ‘TRL’ on Feb. 5, 2000.
Kevin Mazur/WireImage

The year 2000 brought a stint of strawberry blonde hair and this black leather trench coat, which she wore on MTV’s TRL.

Mrs. Ritchie

Guy Ritchie shows off the lettering on the back of Madonna’s jacket at the ‘Snatch’ premiere at the Director’s Guild Theatre in Hollywood on Jan. 18, 2001.
Chris Weeks/Liaison/Getty

At the January 2001 premiere of Ritchie’s Snatch, Madonna splashed her new name across her back: Mrs. Ritchie. The singer married the director at the Great Hall of Scotland’s 19th-century Skibo Castle on Dec. 22 in a Stella McCartney-designed dress. A 4-year-old Lourdes was a flower girl, and Rocco sat with a nanny in the front row.

Lucky Girl

Madonna performing at the Roseland Ballroom in New York City.
Kevin Mazur/WireImage

Before embarking on her 2001 Drowned World Tour — her first since 1993 — Madonna performed a show at New York’s Roseland Ballroom in a T-shirt giving a nod to another chart-topping lady.

Britney Spears became my talisman for the week,” Madonna told Elle in 2001. “I became obsessed with wearing [Britney] T-shirts. I slept in them, as well. It was like I felt it would bring me luck. And it did.”

Rocker Chick

Madonna performing during her Drowned World Tour at the Staples Center in Los Angeles on Sept. 9, 2001.
Adrees Latif/REUTERS/Landov

When the Drowned World Tour kicked off in September 2001, the club girl proved herself a rock star, coming out in punk-inspired costumes and bearing her own six-string.

“I kept saying to myself, ‘What am I f—— doing? Who am I kidding? I just learned how to play guitar! Why am I doing this?’ ” Madonna said at the time.

The Kiss Seen ‘Round the World

Britney Spears and Madonna kiss during the opening performance at the 2003 MTV Video Music Awards at Radio City Music Hall on Aug. 28, 2003.
Win McNamee/REUTERS/Landov

Paying homage to Madonna’s classic 2003 VMA performance of “Like a Virgin,” the “Baby One More Time” singer and Christina Aguilera gave the hit a whirl before the icon herself made a grand entrance. In a military-inspired outfit — the theme of her American Life album — Madonna sang her new single “Hollywood” before locking lips with both popsters.

Wild “English Rose”

Madonna and her children Rocco (left) and Lourdes (right) at the Kensington Roof Gardens for ‘The English Rose’ book launch on Sept. 14, 2003.
Richard Young/Rex

Looking more “Live to Tell” than “Like a Virgin,” Madonna covered up in a conservative Prada floral frock for the launch of her children’s book, The English Roses, in September 2003. The new author sat on a swing at London’s Kensington Roof Gardens between children Lourdes, then 6, and Rocco, then 3, and read passages from the book, about school friends who are jealous of another girl.

Shirt Tales

Madonna during her Re-Invention Tour stop in New York on June 20, 2004.
Kevin Mazur/WireImage

Winking at the “Italians Do It Better” shirt she wore in the “Papa Don’t Preach” video, Madonna proudly proclaimed that “Kabbalists Do It Better” during the finale of her 2004 Re-Invention Tour.

Nun of That

Guy Ritchie and Madonna at the Kaballah Centre in London to celebrate Purim on March 24, 2005.
ALX/XPOSURE/Ramey

Madonna outraged Catholic leaders yet again when she and husband Ritchie dressed up as a nun and the Pope for a London costume party celebrating the Jewish holiday of Purim in March 2005. Madonna’s rep Liz Rosenberg said, “They meant no disrespect at all.”

Disco Queen

Madonna performing at G-A-Y in London to promote her ‘Confessions on a Dance Floor’ album.
Dave Hogan/Getty

Sporting a purple leotard similar to her cover outfit on her 10th studio disc, Confessions on a Dance Floor, Madonna promoted the ’70s-inspired dance album at G-A-Y — a weekly party at London club Astoria — in November 2005.

Getting Her Point Across

Madonna performing in London at Wembley Arena on Aug. 1, 2006, for her Confessions World Tour.
Dave Hogan/Getty

The singer’s decision to perform “Live to Tell” while mock-crucified was — not surprisingly — the most controversial element of her 2006 Confessions Tour. After the Vatican condemned her as blasphemous, the singer issued a press statement, saying, “My performance is neither anti-Christian, sacrilegious or blasphemous. Rather, it is my plea to the audience to encourage mankind to help one another and to see the world as a unified whole.”

She added, “I believe in my heart that if Jesus were alive today, he would be doing the same thing.”

On the Right Track

Madonna leaving her gym in London.
Ian Lawrence/Splash News Online

The yoga aficionado and dedicated gymgoer modeled samples from her eponymous clothing line for H&M in the streets of London. The singer — wearing the white tracksuit she sported in advertisements for the line — offered trench coats, other tracksuits, sleek dresses and more for affordable prices.

A Moving Moment

Madonna arriving to the ‘I Am Because We Are’ premiere at the 61st Cannes Film Festival on May 21, 2008.
Pascal Le Segretain/Getty

Chic in Chanel haute couture, Madonna premiered her documentary I Am Because We Are, about orphans in Malawi, at the Cannes Film Festival in May 2008. The work was inspired by her own experience of adopting a Malawian boy, David Banda.

“This is a film I want the world to see,” a choked-up Madonna told the audience.

A True Fighter

Madonna in a press photo for her ‘Hard Candy’ album.
Steven Klein/Warner Bros Records

A champion tough to beat both on and off the stage, Madonna suited up as a heavyweight boxer in press photos for Hard Candy, her 11th studio album, which was released 25 years after that first Solid Gold appearance.

Dare to Bare

Madonna attends the Met Gala on May 2, 2016 in New York City.
Neilson Barnard/Getty

Madonna — and her backside — made an appearance at the 2016 Met Gala, dressed in a strappy black Givenchy thong bodysuit with front cut-outs, a sheer lace dress and thigh-high leather boots.

Woman in Black

Madonna at ‘The Tonight Show Starring Jimmy Fallon’ on Sept. 25, 2017.

Andrew Lipovsky/NBC/NBCU Photo Bank/Getty 


A ’50s-inspired blowout, dramatic black sunglasses, a graphic T-shirt, a hint of lace and a lot of studs: the Madonna starter pack, which she wore on a 2017 episode of The Tonight Show Starring Jimmy Fallon.

All That Glitters

Madonna performs during the Bridgestone Super Bowl XLVI Halftime Show at Lucas Oil Stadium on Feb. 5, 2012, in Indianapolis, Indiana.
Jeff Kravitz/FilmMagic

In one of the most iconic Super Bowl performances of all time, the star took the stage in 2012 wearing a dazzling gold dress and a dramatic headpiece to perform a medley of her hits.

French Connection

Madonna at the 57th annual Grammy Awards.
Gilbert Flores/Broadimage

Paired with an oversized beret, Madonna attended the 57th annual Grammy Awards in 2015 wearing an ensemble of lace, thigh-high boots and, of course, a mesh veil.

Pretty in Pink

Madonna taking a selfie.
Madonna/Instagram

Though she may be committed to wearing all black all the time, Madonna did change things up for this 2017 selfie, in which she not only wore a pink top but also a matching shade of eye shadow.

Shine Bright

Madonna visits the MDNA SKIN Counter at Barneys New York, Beverly Hills on March 6, 2018, in Beverly Hills, California.
Kevin Mazur/Getty

To celebrate the launch of her skincare line, MDNA Skin, Madonna channeled the King of Pop in a black sequin-embellished jumpsuit, oversized black sunglasses and her signature structured waves.

Cross the Line

Madonna at the 2018 Met Gala in New York City.
John Shearer/Getty

To no surprise, the singer stuck to the “Heavenly Bodies: Fashion and the Catholic Imagination” theme at the 2018 Met Gala. Madonna wore a long-sleeved, billowing Gaultier gown with sheer-paneled cross detailing, which she paired with a crystal-accented crown, a black veil and a ton of cross-inspired jewelry.

Blushing Queen

Madonna’s selfie.
Madonna/instagram

A selfie showed the Queen of Pop donning a baby pink sheer shirt with textured undergarments underneath. Madge paired the look with a dark blush pink lipstick.

Miss Madame X to You

Madonna performs onstage during the 2019 Billboard Music Awards at MGM Grand Garden Arena on May 1, 2019, in Las Vegas, Nevada.
Kevin Mazur/Getty

In 2019, Madge sported a ruffled, polka-dot number with her signature eyepatch that was synonymous with her Madame X era.

All Hail

Madonna, performs live on stage after the 64th annual Eurovision Song Contest held at Tel Aviv Fairgrounds on May 18, 2019, in Tel Aviv, Israel.
Michael Campanella/Getty

At the 2019 Eurovision Song Contest, she sported a metallic corset, a shiny crown and black knee-highs — in true queen fashion.

What’s Grillin’?

Madonna shows off her custom grills on ‘The Tonight Show Starring Jimmy Fallon’ in August 2022.
NBC

On an August 2022 episode of The Tonight Show, Madonna revealed her present to herself. “They’re my ‘birthday grills,'” she explained. “It’s almost my [64th] birthday, so I got myself a pair of grills.”

She continued, “I just like the way it looks — it’s mouth jewelry — and I have really ugly teeth.”

Madonna at 65

Madonna teases her Celebration World Tour with a selfie.

madonna/Instagram


Teasing her Celebration World Tour on Instagram, Madonna also teased a futuristic new look, wrap-around shades and all!

Continue Reading