On Madonna's 68th birthday, here's a look back at her most iconic fashion moments, from the Jean Paul Gaultier cone bra to a ...

When Madonna and Sean Penn traded vows beneath a white tent perched in Malibu, Calif., on Aug. 16, 1985, their guest list ...

True to form, Madonna’s Met Gala fashion is just as rule-breaking as her decades-long career. Like every red carpet she steps foot on, the pop legend is all about big statements when attending ...

Kylie Jenner just delivered an epic vintage fashion moment—and paid homage to one of pop culture’s boldest style eras. The 27 ...

Madonna is hoping to go from fashion icon to fashion mogul with her latest endeavor. The pop star and her 13-year-old daughter, Lourdes Maria Ciccone Leon, are partnering on a ...

Nothing says "painfully '80s" like our favorite celebrities and their fashion choices of decades past. From the brightly ...

Britney rival Aguilera (No. 6 on the list), the young singer who never leaves the house with her navel covered, could also use some fashion help, while pop weirdo and actress Bj ö rk (No. 3), who ...