Material Girl! See Madonna's Sexiest and Boldest Looks Through the Years

Madonna has always turned heads with her boundary-pushing looks.

Before the July 3 release of her latest album, CONFESSIONS II, the Queen of Pop got candid about the changes that have come with getting older.

"Well, I have a bad knee now," she told Interview. "I have no cartilage in it, thanks to dancing for so long in high heels and running on pavement and doing Ashtanga yoga."

A few days later, journalist Adam White penned an op-ed for The Independent, claiming Madonna is "haunted by death and in mourning for the freedom of her youth."

"But Madonna's age – and her growing acknowledgement that she's far closer to the end than the beginning – is rich subject matter, both in how she navigates pop stardom and in how it's reflected in the music itself," he continued following the release of the singer's 15th studio album. "I like this new Madonna. I like that she feels more human than she has in a while. And I like that she seems to be preparing us for the inevitable instead of pretending it'll never happen – death comes for us all."

Ahead of her 68th birthday in August, take a look back at Madonna's hottest looks through the years.

After canceling the show several times, Madonna formally kicked off her highly anticipated The Celebration Tour in London in October 2023. One of her daring outfits included a red and black lace-trimmed dress, black stockings and a blindfold. She completed her sultry look with thigh-high boots.

"I'm pretty d--- surprised I made it this far," the "Like a Virgin" singer told her 80,000 fans that packed into the O2 Arena that night. "And I mean that on many levels."

Known for her boundary-pushing outfits, Madonna showed off her singing and dancing skills while rocking a black bodysuit embellished with silver details and fringes. She amped up her look with fishnet stockings and black heels.

At the 2018 MTV Video Music Awards, the "Material Girl" songstress stunned in a floor-length dress with white and gold designs. She topped off her outfit with a headpiece, a layered necklace and stacks of bracelets.

During an appearance on The Tonight Show in 1987, Madonna showed off her curves in a black strapless bustier top with a lace design. The formfitting outfit enhanced her bosom, leaving little to the imagination.

To celebrate Trans Visibility Day and the 40th anniversary of Desperately Seeking Susan on March 31, Madonna uploaded a photoset that showed her donning a stylish collared shirt and a black tie. She complemented her look with an oversized blazer with a patterned lining and sunglasses.

"We celebrated this weekend by attending a fashion show called, MOTHER -DAUGHTER-HOLY SPIRIT!! All money raised will go to the Trans Justice Funding Project! Thank you, to All for showing up 🎉🥳🙌🏻🌸🩷🩵🩶🤍," she captioned the post.

Madonna shared a thirst trap while expressing gratitude to everyone who supported Raising Malawi's event on March 11. In the photo, the blonde beauty put on a busty display in a low-cut top and a black blazer.

She added a sultry touch by wearing a full face of makeup.

The 67-year-old became a showstopper at her Oscars 2025 after-party, posing in a black lace dress with a corset-style bodice and a white belt.

She wrote in the caption, "Throwing an Oscar party every year with my manager is challenging, stressful and time-consuming. But we always pull it off in the end. I got to spend time with people that I love and admire !!"

"Highlight for me was sitting next to JACQUES AUDIARD the director of Emilia Pérez, my favorite film this year!!! (Holding his Oscar) And watching Lil Wayne perform!!!🎉🥂⭐️🍣🇯🇵🈲🎎♥️," Madonna continued.

In February, Madonna dropped eye-popping photos of herself, nearly spilling everything out of a black lace-trimmed bustier. In another snap, she displayed her front assets in a cleavage-enhancing top and a black undergarment.

"When I was a child my mother died. I became fascinated with cemeteries. I was not afraid of death because I knew this was the only way I could be with my mother again," she wrote in the caption. "As life went on I lost many people that I loved dearly, and came to look at death as a kind of doorway to eternal life."

Madonna flashed some skin for her fans in an August 2024 post, as she posed topless in front of the camera.

"Hot Fun in The Summer Time………🔥," she captioned the carousel of photos.

Madonna was "all dressed up and nowhere to go" in a series of since-deleted sultry selfies weeks after her hospitalization.

"But Soon, Very Soon, I’ll be traveling to you. #celebrationtour," she added in the caption.

On June 4, the "Vogue" songstress brought Times Square to a standstill with a surprise performance to kick off Pride Month in partnership with Grindr. She treated the crowd to a preview of her latest album, CONFESSIONS II.

She went pantless in a metallic silver jacket layered over a daring pink lace-up corset. She completed the showstopping look with thigh-high stockings and silver lace-up boots.

Madonna made sure to step out of her hotel in style during Paris Fashion Week.

For one outing, she paired a powder-pink lace romper with a leopard-print cardigan and black knee-high boots. She later switched things up in a vibrant blue minidress, a metallic jacket and silver boots.

The "Like a Prayer" songstress was pretty in pink for the first-ever FIFA World Cup Final Halftime Show at the New York New Jersey Stadium (MetLife Stadium) on July 19.

Channeling a futuristic heroine, she sang her heart out in a satin bomber jacket layered over a corset-style top and matching shorts, completing the daring look with fingerless gloves, thigh-high stockings, layered necklaces and oversized tinted sunglasses.