For over 40 years, Madonna has been captivating audiences with her charismatic and provocative stage performances.
From Material Girl to 4 Minutes, Madonna’s discography spans multiple genres and eras.
This has been accompanied by an anthology of iconic fashion moments, with Madonna never afraid to push the boundaries and experiment with her style.
To celebrate this trailblazer of style, Woman’s Day looks back at 22 of the singer’s most iconic outfits.
Madonna sported a mismatched Keith Haring inspired set in this 1984 photoshoot.
Madonna wore this iconic bridal-inspired outfit for her performance of Like A Virgin at the 1984 MTV Video Music Awards.
Madonna attending the 1985 American Music Awards.
Madonna wore this multi-coloured ensemble on-stage during her 1985 The Virgin Tour.
Madonna wore a textured floral suit for her 1985 Live-Aid performance, accessorising with multi-layered gold jewellery.
The singer opted for a simple graphic tee on the set of her Papa Don’t Preach music video.
Madonna wore this colourful dress covered in knick-knacks on stage during a 1987 performance in New York.
Madonna’s Marilyn Monroe-inspired look took centre-stage at the 1987 premiere of her film Who’s That Girl?
Madonna wore this opulent Marie Antoinette inspired look during her performance of Vogue at the 1990 MTV Video Music Awards.
Arguably one of Madonna’s most iconic looks, her Jean Paul Gaultier ‘cone bra’ corset became a staple of her tour wardrobe throughout the 1990s.
The star perfectly blended masculine tailoring with feminine style at the 1991 Cannes Film Festival.
Madonna’s look at the 1995 Jean Paul Gaultier show at Paris Fashion Week certainly turned heads.
Madonna wore this striking yellow gown to the 1998 VH1 Awards.
The singer wore this monochrome red outfit for her opening performance at the 1999 Grammy Awards.
This rhinestone cowboy look hit the red carpet at the 2000 MTV Europe Music Awards.
Madonna brought her music video to life during her performance of Hung Up at the 2006 Grammy Awards
The star wore this opulent ensemble for her 2012 Super Bowl Halftime Show.
Madonna brought back her iconic ‘cone bra’ look for her 2012 MDNA Tour.
Madonna wore this purple paisley suit during her Prince tribute performance at the 2016 Billboard Music Awards.
The singer wore this heavily adorned headpiece to the 2018 MTV Video Music Awards.
Madonna revived her early tour style for her appearance at the 2021 MTV Video Music Awards.
The singer brought tailored style to the 2023 Grammy Awards.
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