Oprah Over The Years: Most Memorable Looks, Moments

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Oprah Through The Years
Winfrey, who was once a victim of child abuse, holds one of the pens used by Then-President Bill Clinton, 2nd left, after ceremonies at the White House, on Dec. 20, 1993, to sign the Child Protection Act.
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Oprah Through The Years
Then-first lady Hillary Clinton stands with Oprah Winfrey during an appearance on Winfrey's television show on May 16, 1995.
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Oprah Through The Years
Oprah Winfrey at the 1997 premiere of "Before Women Had Wings."
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Oprah Through The Years
Oprah Winfrey participates March 11, 1997, in the Revlon Run/Walk to benefit breast cancer at UCLA in Los Angeles, Calif.
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Oprah Through The Years
Oprah Winfrey shows of a new hairdo Jan. 11, 1998, at the 24th Annual "People's Choice Awards."
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Oprah Through The Years
Oprah Winfrey arrives at the Los Angeles premiere of the film "Beloved" with her partner Steadman Graham at Mann's Theater on Oct. 12, 1998, in Los Angeles. Winfrey starred in the film adapted from Toni Morrison's book.
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Oprah Through The Years
Danny Glover and Oprah Winfrey are seen in character in the movie "Beloved" which came out in 1998.
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Oprah Through The Years
Winfrey in 1999. (Photo by Diane Freed)
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Oprah Through The Years
Co-hosts Oprah Winfrey and Bill Cosby joke with each other during the opening of the 2000 Essence Awards on April 14, 2000, at Radio City Music Hall in New York City.
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Oprah Through The Years
Winfrey arrives with Sophie at the Shrine Auditorium in Los Angeles, Ca. on 6/29/00 to speak about personal growth and empowerment. This is the last stop of the 'Personal Growth Summit', a four-market series, that included Detroit, Atlanta and Chicago.
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Oprah Through The Years
Then-Vice President and Democratic presidential candidate Al Gore compares shoes as he talks with talk show host Oprah Winfrey on Sept. 11, 2000, in Chicago, Ill.
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Oprah Through The Years
Then-Republican presidential nominee Texas Gov. George W. Bush gives a kiss to Oprah Winfrey after appearing on her show on Sept. 19, 2000 in Chicago, Ill.
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Oprah Through The Years
Oprah Winfrey greets former archbishop Desmond Tutu on Dec. 18, 2000.
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Oprah Through The Years
Oprah Winfrey poses on April 17, 2001, at a 1st anniversary party for "O" Magazine (which she owns) in New York City.
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Oprah Through The Years
Winfrey, the chairman of HARPO Entertainment Group, speaks at Northwestern University Kellogg Graduate School of Management's 2001 commencement ceremonies on June 16, 2001, in Evanston, Ill.
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Oprah Through The Years
Brooke Shields, Oprah Winfrey and Julia Stiles perform at V day, a gala benefit of Eve Ensler's The Vagina Monologues, at Madison Square Garden, in New York City on Feb. 10, 2001.
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Oprah Through The Years
Oprah Winfrey arrives at the Oxygen Media 2nd Anniversary Party on April 4, 2002, in New York City. Winfrey co-owns the Oxygen network.
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Oprah Through The Years
Winner of the "Bob Hope Humanitarian Award," Oprah Winfrey at the 54th Annual Primetime Emmy Awards held at the Shrine Auditorium in Los Angeles in 2002.
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Oprah Through The Years
Oprah smiles at former South African President Nelson Mandela as he performs the Madiba jive dance on Dec. 11, 2002, at a ceremony where the media maven handed out Christmas gifts to underprivileged school children in the rural town of Harding.
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Oprah Through The Years
Oprah Winfrey and bosom buddy Gayle King attend the Vera Wang Spring/Summer 2003 Collection at the New York Public Library for Mercedes-Benz Fashion Week on Sept. 20, 2002, in New York City.
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Oprah Through The Years
Actor and then-California gubernatorial candidate Arnold Schwarzenegger and his wife Maria Shriver appear live on "The Oprah Winfrey Show's" season premiere on Sept. 15, 2003, in Chicago, Ill.
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Oprah Through The Years
TV presenter Oprah Winfrey and actress Hilary Swank attend the Governors Ball after the 77th Annual Academy Awards at the Renaissance Hollywood Hotel on February 27, 2005.
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Oprah Through The Years
Oprah Winfrey and actor LaChanze at the curtain call for "The Color Purple" at the Broadway Theater on Dec. 1, 2005, in New York City.
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Oprah Through The Years
Oprah Winfrey views the body of Coretta Scott King at the historic Ebenezer Baptist Church during a public viewing on Feb. 6, 2006, in Atlanta, Ga.
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Oprah Through The Years
Oprah (right) speaks with Michelle Obama prior to a campaign event for Obama's husband Sen. Barack Obama on Dec. 9, 2007 in Manchester, N.H.
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Oprah Through The Years
Oprah Winfrey opens a multi-million dollar school for poor South African girls she has funded, on Jan. 2, 2007, in Johannesburg.
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Oprah Through The Years
Merchandise is displayed in the front window of The Oprah Store, the first free-standing retail store for Oprah Winfrey's Harpo, Inc. on Feb. 8, 2008, in Chicago, Ill.
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Oprah Through The Years
Oprah Winfrey and Rev. Jesse Jackson react after projections showed that then-Sen. Barack Obama would be elected to serve as the next president of the United States of America during an election night gathering in Grant Park on Nov. 4, 2008, in Chicago.
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Oprah Through The Years
Executive producers Tyler Perry, Oprah Winfrey, actress Gabourey 'Gabby' Sidibe and singer Mary J. Blige appear onstage at the "Precious: Based on the Novel "Push" by Sapphire" screening introduction during the 2009 Toronto International Film Festival.
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Oprah Through The Years
Oprah Winfrey sits between late-night rivals Jay Leno and David Letterman during a TV ad for "Late Show With David Letterman" that aired during the Super Bowl on Feb. 7, 2010.
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Oprah Through The Years
Kennedy Center honorees Oprah Winfrey speaks to some friends after posing for the formal class photo following the formal Artist's Dinner at the United States Department of State in Washington, D.C. on December 4, 2010.
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Oprah Through The Years
Winfrey greets her fans during the filming of 'The Oprah Winfrey Show' at the Sydney Opera House on December 14, 2010. Winfrey, age 56, named herself as Australia's new ambassador to the world, saying her visit Down Under would reap huge rewards for Australia's image and its tourism coffers.
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Oprah Through The Years
Oprah arrives at OWN: Oprah Winfrey Network's 2011 TCA Winter Press Tour Cocktail Party at the Langham Hotel on January 6, 2011 in Pasadena, California.
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Oprah Through The Years
Oprah onstage during the 83rd Annual Academy Awards held at the Kodak Theatre on February 27, 2011 in Hollywood, California.
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Oprah Through The Years
US President Barack Obama and First Lady Michelle Obama chat with talk show host Oprah Winfrey during a taping of the Oprah Winfrey show April 27, 2011 at Harpo Studios in Chicago.
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Oprah Through The Years
Gayle King, Oprah and Maria Shriver attend 'Surprise Oprah! A Farewell Spectacular' at the United Center on May 17, 2011 in Chicago, Illinois.
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Oprah Through The Years
Winfrey (3rd-L) stands on stage with Tom Hanks (4th-L), Madonna (5th-L), Tom Cruise (R), Katie Holmes (2nd-R), Hallie Barry (3rd-R) and other stars during the taping of the third to last Oprah Winfrey Show at the United Center in Chicago, Illinois on Tuesday, May 17, 2011.
(credit: AFP PHOTO / Peter Wynn Thompson/Getty Images)
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