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Material Girl: Check Out the Hottest and Most Daring Looks From Madonna — As the Pop Icon Rocks Sultry Dresses and Almost Slips Out of A Bustier

Split photos of Madonna
Source: @madonna/Instagram

Madonna doesn't care how old she is as she still makes sure to turn heads with her outfits.

April 25 2025, Published 9:30 p.m. ET

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Madonna may be 66 years old but that has not stopped her from showing fans she's still got it.

RadarOnline.com can reveal some of the entertainer's most hottest, wildest, and daring looks.

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Woman in Red

madonnas boldest looks photos
Source: MEGA

Madonna delayed her Celebration Tour due to a near-death experience.

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 damn 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."

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Rocking Any Outfit

madonnas boldest looks photos
Source: MEGA

Madonna delivered an electrifying performance while sporting the stunning outfit.

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.

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Serving Her Visuals

madonnas boldest looks photos
Source: MEGA

She exhibited her beauty in a long black dress.

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.

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Capturing Fans' Hearts

madonnas boldest looks photos
Source: MEGA

Madonna launched her career in the early 1980s.

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.

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Wardrobe Icon

madonnas boldest looks photos
Source: @madonna/Instagram

Madonna effortlessly modeled her blazer on the Instagram update.

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.

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Age-Defying Beauty

madonnas boldest looks photos
Source: @madonna/Instagram

She thanked everyone who showed up and helped raise awareness for Raising Malawi.

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.

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Exuding Beauty

madonnas boldest looks photos
Source: @madonna/Instagram

Madonna displayed her unmatched elegance at her Oscars 2025 after-party.

The Queen of Pop 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 added.

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Bold and Beautiful

madonnas boldest looks photos
Source: @madonna/Instagram

Madonna exposed some skin in the photos.

READ MORE ON PHOTOS

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."

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Almost Baring It All

madonnas boldest looks photos
Source: @madonna/Instagram

The hitmaker turned up the heat in topless snapshots.

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.

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A Revealing Moment

madonnas boldest looks photos
Source: @madonna/Instagram

Madonna sizzled in the since-deleted Instagram post.

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," she added in the caption.

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