TV Guide Magazine's Debra Birnbaum says viewers related to Oprah and Gayle's road trip because it was a completely authentic television experience. Look back at some more moments of total honesty between the best friends.

In 2009, the world said goodbye to music icon Michael Jackson. Sixteen months after the funeral, Oprah got an exclusive interview with Michael's mother, Katherine, and the first-ever interview with his three children. Watch as Oprah reflects on what that day was like, how she approached such an emotional interview and why she wondered what Michael would have thought.

Sixteen months after they lost their father, the King of Pop, Michael Jackson, Oprah conducted the first-ever interview with his children: Prince, Paris and Blanket. Watch as Oprah reveals why she wasn't sure the interview would happen and who dropped in unexpectedly before their talk.

After Oprah's Book Club pick A Million Little Pieces was revealed not to be a true memoir, Oprah invited James Frey on the show in what became one of the most controversial interviews in Oprah Show history. Oprah says that after that interview, she called James to apologize. In the final season of the show, James and Oprah sat down on camera once more to publicly clear the air. Watch part of that interview and see where Oprah says their relationship stands today.

In 2006, Oprah chose James Frey's memoir A Little Million Pieces as an Oprah's Book Club selection. Three months later, reports exposed parts of his book as being exaggerated. Oprah then had James back on the show in what would become one of The Oprah Show's most controversial interviews. Watch part of the interview and see why Oprah now says she sees her own ego coming through in those clips.

Oprah says the first mention of Oprah's Book Club took place very organically at the very end of a show. Watch as she reflects on the announcement that started a reading phenomenon.

What started as Oprah sharing books with a producer off camera eventually became a worldwide phenomenon. Watch as Oprah relives the evolution of Oprah's Book Club and reveals why she chose to end it. Then find out why she just had to bring it back!

In the late '50s at Little Rock Central High School, the first group of African-American students integrated into the school faced torment from many of their white classmates. Nearly 40 years later, members of the Little Rock Nine came face-to-face with some of their bullies. Watch as one of those bullies asks forgiveness on Oprah's stage. Plus, see why Oprah says that moment took courage and reflected one of the main messages of The Oprah Winfrey Show.

In 1957, nine black students became the first to attend Little Rock Central High School in Arkansas after the Supreme Court banned school segregation. Though they broke racial barriers, they faced torment from many of the white students in the school. In 1996, seven of the Little Rock Nine reunited on Oprah's stage to face bullies from their past. Watch what they had to say about the scars they still carry from high school. Plus, Oprah reveals why that reunion was a "full-circle moment" for her as she reflects on their bravery.

In 1990, Oprah interviewed Truddi Chase, a woman with multiple personalities. Watch as Oprah reflects on what it was like to conduct that historic interview.