Madonna and Cosmopolitan are coming full circle. The iconic women's magazine featured the Material Girl on its 25th anniversary cover way back in 1990, and now, they've secured Madge once again for not one, but FOUR versions of its 50th anniversary edition.

In the iteration seen above, the Rebel Heart provocateur references her not-so-distant past. Clutching and biting a string of oversize pearls, Madonna dons a black lace glove and bejeweled eye mask — nods to her early-'80s "Like a Virgin" and early-'90s Sex-era incarnations, respectively. Cosmo has always been about encouraging women to take risks and to embrace their sexuality, and whose career better embodies those values than Madonna's? The singer sounded off about women's roles in society and how she's seen those progress since she first got her start.

"Don't be fooled, not much has changed — certainly not for women," Madonna says in her interview. "We still live in a very sexist society that wants to limit people. Since I started, I've had people giving me a hard time because they didn't think you could be sexual or have sexuality or sensuality in your work and be intelligent at the same time. For me, the fight has never ended."

Madonna has definitely seen some ups and downs during her most recent album cycle. From that infamous onstage fall at the Brit Awards to Rebel Heart's lackluster commercial performance, the enduring artist takes it all with a dash of perspective: "Popularity comes and goes," she says. "You need to know who you are, what you stand for, and why you're here."

Celebrity Yearbook Photos