In 1965, Hillary Clinton was a high school student at Maine East High School in Park Ridge, Illinois. Since then, she's weathered White House scandals, run for president, and taken a seat in the U.S. Senate. Here, we take a look back at her political and personal style throughout the years.
Tim Boyle, Getty Images
June 11, 1969
Hillary Rodham was a class leader at Wellesley College in the '60s. During this iconic time in history when Woodstock, the Vietnam war, and peace, love, and rock 'n roll ruled pop culture, Hillary remained rooted in her own style. She passed on mini skirts and hippie fringe, preferring a simple collared shirt, striped pants, and sandals instead. We'd love to see Hill in something sexier during her youth, but her conservative look certainly supports her serious social agenda as a student activist.
Lee Balterman, Time & Life Pictures / Getty Images
October 1, 1992
Years later, at a rally during Bill Clinton's run for president, Hillary wears a conservative blue skirt and top with a strand of pearls. Her haircut--a shoulder-grazing bob with bangs--became an instant hit with women across America.
Ron Galella, WireImage
January 20, 1993
At the Kennedy Center's inaugural ball in 1993, Hillary wears a deep purple gown with sheer, long sleeves. Never one to flaunt her curves, Hillary usually chooses to stay covered up at public events.
Diana Walker, Time & Life Pictures / Getty Images
August 24, 1993
Bill, Hillary, and daughter Chelsea prepare for a cruise with the Kennedy family in Martha's Vineyard. While Michelle Obama generated buzz (both positive and negative) for bearing her legs in shorts on a similar trip in 2009, Hillary's conservative outfit didn't cause a stir back in 1993.
David Ake, AFP / Getty Images
April 22, 1994
During a news conference on the Whitewater land deal, Hillary addresses the press in a pink twinset. The cotton-candy look is a bit cloying, but it was the '90s after all.
Diana Walker, Time & Life Pictures / Getty Images
September 27, 1994
Bill and Hillary host a formal dinner at the White House. Hillary departs from her usual royal blues and purples for a bright red gown. We only wish she had the nerve to lose the sheer sleeves and wear it as a strapless sweetheart dress instead!
Cynthia Johnson, Time & Life Pictures / Getty Images
December 25, 1994
Hillary departs church on Christmas morning after services with her family. She wears moderate heels, sheer pantyhose, and a simple suit, along with her signature headband.
Pamela Price, AFP / Getty Images
June 1, 1995
Hillary matches one of her infamous twisted cable headbands to a mustard-colored suit.
Terry Ashe, Time & Life Pictures / Getty Images
August 26, 1995
Hillary listens to President Bill Clinton speak at a ceremony for the 75th anniversary of women's sufferage in Wyoming. She looks safari-chic in an all-beige ensemble, oversize shades and hat. We actually like this look!
Doug Collier, AFP / Getty Images
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