Hot Pics! Madonna's Boldest Looks

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 66-year-old 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 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.