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Madonna’s Best Performance Looks of All Time

MDNA Tour: July 19, 2012

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Madonna may be the undeniable Queen of Pop with a rock hard body and endless energy that rivals most 20-somethings, but even she gets exhausted from performing every once in a while. The superstar has admitted in the past that her “MDNA” tour was the hardest concert series she’s ever done due to a rigorous schedule of up to five shows a week in more than 80 different cities.

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Super Bowl XLVI Halftime Show: February 5, 2012

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Madonna’s workout routine and dance rehearsals to prepare for the Super Bowl were so strenuous she pulled a hamstring! “I have never worked so hard or been so scrupulous or detail-oriented or freaked out as much maintaining my sanity,” she’s said of the performance.

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Sweet and Sticky Tour: September 1, 2009

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With a super scandalous outfit like this, no question Madge is putting the muscle in music! It was on this very same tour that Madonna officially asked Nicole Winhoffer to be her primary trainer (at the time she was her back-up dancer). Together the dynamic duo trained for up to two hours a day, doing dance cardio, jump rope, trampoline, extensive abs work, and stretching.

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Confessions Tour: September 3, 2006

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It’s definitely not easy to rock a pair of skin-tight spandex pants like the Material Girl did during her “Confessions” tour, especially given the fact she was almost 50 at the time. Known to be a longtime fitness fanatic, Madonna has no intention of letting herself go with age. “I’m not going to slow down, get off this ride, stay home, and get fat!” she’s said. “It’s all about hard work. There is no easy way. If you want to know how I look like I do, it’s diet and exercise and constantly being careful.”

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Coachella: May 1, 2006

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Want insane arms like this? For Madonna, all she had to do was exercise two hours a day, six days per week (whew, we’re exhausted already!) with her trainer at the time, Tracy Anderson. “I want to keep her body looking like it’s 20 years old. Because you don’t have to have saggy arms or poor skin tone in your 50s, or not have cute hips. It just doesn’t have to happen,” Anderson told The Guardian.

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48th Annual Grammy Awards: February 8, 2006

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After celebrating her 47th birthday by riding horseback through the British countryside, Madonna took a nasty fall and broke her ribs, collarbone, and hand. While Madge had to stop doing yoga to let her shoulder heal, she replaced it with Pilates and more ballet-oriented workouts, along with an ultra-healthy macrobiotic diet filled with fish, grains, cooked vegetables, and salad. “It’s simple but tasty!” Madonna told CNN’s Larry King.

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MTV European Music Awards: November 3, 2005

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The key to the Material Girl’s strong, sexy shape at the MTV European Music Awards? The singer clocks in hours of yoga, Pilates, karate, swimming, weight lifting, running, and cycling… to name a few. “I do lots of yoga but it’s not happy yoga. It’s Ashtanga yoga and you sweat,” Madonna said on The View in 2005. “It’s like gymnastics. I also don’t eat dairy and I don’t eat a lot of wheat.” But even with that crazy buff figure and devoted exercise ethic, Madge is just like the rest of us. “I had my puffy days in the 80s, and I have my puffy days even now.”

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Re-Invention World Tour: September 1, 2004

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The Queen of Pop can rock a bustier like no other, especially the purple brocade number she donned during her “Re-Invention” world tour throughout 2004. With that body, you’d think Madonna would be the most confident woman in the world, but even she has insecurities. “I’ve got lots of fears. My job is to conquer my fears. The irony of being a performer is that I have huge insecurities. People are shocked to hear that I think my legs are fat or I don’t like the way I look. We all have insecurities. We’d be lying if we said we didn’t,” she told Oprah.

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MTV Video Music Awards: August 28, 2003

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Few can forget that infamous kiss between Madonna, Britney Spears, and Christina Aguilera at the MTV Video Music Awards in 2003. It was so steamy, even the Material Girl herself was surprised. “In rehearsal, it was planned [to be] a short, simple kiss—the whole idea was that the groom kisses the brides. But it was only meant to be playful, not anything erotic,” she told Oprah.

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Drowned World Tour: September 9, 2001

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Madonna’s “Drowned World” tour was set to start as early as 1999, but after giving birth to a baby boy, marrying Guy Ritchie, and starring in The Next Best Thing, the media mogul was a little busy (we’d say!). When it was finally time to heat up the stage, she donned eight different costumes to resemble different phases of her career.

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VH1 Fashion Awards: October 23, 1998

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Even though Madge is probably the most covered up we’ve ever seen her in this sleek yet sexy concert ensemble, you can still see her fit figure underneath all that latex and leather.

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Blonde Ambition Tour: May 11, 1990

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In late 1989, Madonna was looking to change trainers so she turned to fitness pro Ray Kybartas, whom she had met during her marriage to Sean Penn. The job description? Train the superstar six days a week, three hours a day. Year-round.

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Blonde Ambition Tour: April, 1990

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By the end of the 80s, it was Madonna’s body that caught the attention of the press more so than her scandalous costumes and sold-out shows. Even as she approached the October birth of her daughter, Lourdes Maria, Madge was still doing an hour workout, six days a week.

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Who’s That Girl World Tour: July 31, 1987

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Complete with bleached blonde short hair, vampy dark red lips, and a scandalous black bodysuit, Madonna’s “Who’s That Girl” world tour was inspired by her belief that with the help of other people, she could turn herself into something else. But something that Madonna will always be? A hyper-ambitious fitness icon who, despite an insanely busy schedule, still manages to work out like it’s her full-time job.

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The Virgin Tour at MTV Video Awards: September 16, 1984

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From the very beginning of her career, Madonna was known for her painfully punishing fitness regime. Even as far back as the mid-1980s, there were reports of the dedicated singer exercising for hours each day and traveling with a personal fitness instructor, something not very popular at the time. Who knew that 30 years and 300 million album sales later, she’d be even stronger and sexier than ever before!

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