Oprah Winfrey has hit many milestones in her career, from being the first African-American celebrity to cover Vogue, to campaigning for President Obama, to starting her own magazine, to launching her very own network. And whether it's a big moment or a big outfit, Oprah always makes a statement. With her last show airing this Wednesday, May 25, here's a look back at some of her bigger statements over the past 25 years.