Demi Moore's Pregnancy Cover
The actress posed nude, holding her baby bump on the cover of Vanity Fair in 1991, which was a culture-jolting moment in history. Shot by Annie Leibovitz, photographer George Lois called it a "startlingly dramatic symbol of female empowerment" and "a stunning work of art that conveyed a potent message that challenged a repressed society."
Mark Wahlberg for Calvin Klein
Nick Jonas and Justin Bieber have tried to compete, but no one can top the actor's 1992 underwear spread that sent women and men alike into a frenzy of swooning.
Tyra Banks on Sports Illustrated
The super model made waves as the very first black woman to make the cover of the magazine in 1997.
Britney Spears' Rolling Stone Cover
The Princess of Pop dropped jaws for this sexy cover of Rolling Stone in 1999. She was arguably the most famous singer at the time and known for her girl-next-door personality. However, this may have been the start of her transition into more sex appeal.
Tom Cruise & Katie Holmes With Suri
The celebrity couple introduced their daughter, Suri Cruise, to the world on the cover of Vanity Fair in 2006.
Miley Cyrus' Topless Photo
Shot by famed photographer Annie Leibovitz, the singer wore nothing but a satin bed sheet covering her chest for the cover of Vanity Fair in June 2008. Whether it marked the transition of her persona or simply caught people off guard (considering she was 15 at the time), it immediately sparked of conversation.
The Wedding of the Century
Prince William and Kate Middleton's nuptials weren't just like any royal ceremony...it was deemed the "Wedding of the Century." This photo of them announced as husband and wife will certainly go down in history from the magical day in April 2011.
A Prince Is Born
After much anticipation Prince William and Kate Middleton presented their first child, son Prince George, to the world in 2013, marking one of the most iconic moments of royal history. Kate even donned a blue dress, similar to that of Princess Diana when William was born.
Kim Kardashian on Paper Magazine
The theme of this scandalous photo shoot in 2014 was "break the internet," and that the reality star certainly did. These photos became instantly famous, sparking Halloween costumes, mimicry and, more than anything, quite a bit of controversy.
Caitlyn Jenner's First Appearance
Bruce Jenner came out as Caitlyn Jenner for the very first time on the cover of Vanity Fair in June 2015. Needless to say, this will go down in history as one of the most remarkable photos of all time.
Beyoncé Pregnancy Shoot
The world pretty much stopped when Queen B posted this photo on Instagram, announcing she is pregnant with twins in February 2017.

