James Frey

James Frey, author of the book A Million Little Pieces, shot to fame after Oprah praised his book as a masterpiece on her show. In 2006 Oprah confronted him on the air about the allegations of fabrications in that same personal memoir.

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Tom Cruise

Mission: Impossible star Tom Cruise made headlines for his 2005 appearance on The Oprah Winfrey Show where he jumped up and down declaring his love for his then fiancé Katie Holmes.

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Terry McMillan and her ex-husband Jonathan Plummer

In 2005 after a highly publicized breakup, Author Terry McMillan and ex-husband Jonathan Plummer appeared together on The Oprah Winfrey Show. Their marriage ended after six years when Plummer confessed he was gay. During the interview they revealed the details of their divorce and put to rest many of the rumors being circulated in the media.

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Oprah’s long lost sister Patricia

In this, Oprah’s farewell season one of her highest rated shows was not from a celebrity interview, but rather an interview with her long lost sister. During a January 2011 show Oprah revealed the identity of her secret sibling Patricia, and took the world along for the ride.

(AP Photo/Harpo Productions Inc., George Burns)

Tyler Perry

Tyler Perry made an emotional two day appearance on The Oprah Winfrey Show in 2010 to reveal haunting details about being abused by her father and molested by relatives and family friends during his childhood.

(AP Photo/Harpo Productions INc. George Burns)

Chris Rock

Comedian Chris Rock appeared on The Oprah Winfrey Show numerous times and in 2009 he came on to promote his documentary film Good Hair. During the interview Oprah allowed the comedian to put his hands through her hair to see if it was really hers.

(AP Photo/Casey Rodgers, InStyle)

Whitney Houston

In a two episode season twenty-four opener, Oprah sat down with Whitney Houston for a tell all interview. Prior to it’s airing, Oprah touted the interview as “the most anticipated music interview of the decade.” Throughout the show Houston opened up about her marriage to Bobby Brown, their drug and alcohol abuse and her plans for the future.

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Jackson Family

In 2010 Oprah scored an exclusive interview at the home of Michael Jackson’s mother Katherine Jackson. During the show Oprah talked with Jackson’s father Joe and his children Prince, Paris and “Blanket”. The family shared their memories of the pop icon and how they are mourning their loss.

(AP Photo/Harpo Productions INc, Robin Slayton)

The racists of Forsyth County

In 1987 Oprah visited the townspeople of Cumming in Forsyth County, Georgia to find out why not one black person lived there in 75 years. Oprah bravely held a town meeting in Cumming and interviewed audience members to discuss their racism towards blacks.

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Mary Alice Duncan

During a tearful interview Oprah reunited with her former 4th grade teacher Mrs. Mary Alice Duncan in 1989. Oprah attended Wharton Elementary in Nashville Tennessee and recalled Mrs. Duncan as a the teacher who inspired her most, saying “I ran home the first day of the fourth grade to tell my dad that I had the best teacher that anybody could ever have, “I wanted to be a fourth grade teacher because of Mrs. Duncan.”

(Photo courtesy of Harpo)

Sidney Poitier

Sidney Poitier, in 2000 stopped by to talk about his autobiography The Measure of a Man. Oprah says the interview with Poitier was what she considers “a once-in-a-lifetime interview.”

(AP Photo/Keith Bedford)

Dr. Phil

It all began with a segment on The Oprah Winfrey Show in 1998 called Tuesdays with Dr. Phil. Oprah met the psychologist Phil McGraw when he joined her legal team during her law with the Texas beef industry. McGraw proved to be a welcome guest appearing frequently to dole out advice and eventually landed his own show under Oprah’s productions company.

(AP Photo/Evan Agostini)

Phil Donahue, Sally Jessy Raphael, Geraldo Rivera, Montel Williams and Ricki Lake

In November 2010 Oprah sat down with her former daytime talk show rivals Phil Donahue, Sally Jessy Raphael, Geraldo Rivera, Montel Williams and Ricki Lake. During the interview the former hosts discussed how they were always in awe Oprah’s determination, staying power and ratings success throughout her decades on the air.

(AP Photo/Harpo Productions Inc., George Burns)

John F. Kennedy Jr.

Oprah kicked off her 11th season interviewing John F. Kennedy Jr. during the interview Winfrey expressed her joy saying, “I’ve waited all of my life to interview John-John!”

(AP Photo/Kathy Willens)

The Black Eyed Peas

For the launch of Oprah’s twenty-fourth season in 2009, Harpo production staff secretly coordinated a flash mob dance scene with The Black Eyed Peas as a surprise for Ms. Winfrey. Over 20,000 people performed a choreographed dance to the hit song “I Gotta Feeling.” After the dance ended Oprah exclaimed “That was one of the coolest things ever!”

(AP Photo/Kiichiro Sato, File)

Gayle King

Throughout the years, Oprah’s best friend Gayle King has made numerous appearances as a guest on The Oprah Winfrey Show. In 2006 Oprah and Gayle tested their friendship by driving cross country together for a road trip. During the travels the friends took turns driving, argued over the radio, crashed weddings and stopped by some famous American sites.

(Photo by Kristian Dowling/Picturegroup)

David Letterman

It was not until Oprah’s twenty-second season that she invited David Letterman to be interviewed on her show. Until his Oprah show appearance Letterman was vocal about his dismay in not being invited on as a guest. When he finally appeared he expressed his gratitude by pulling out a piece of paper from his suit pocket and listing the top 10 reasons why he loved Oprah.

(AP Photo/Harpo Productions,George Burns)

Mattie Stepanek

American poet and bestselling author Mattie Stepanek appeared on the The Oprah Winfrey Show in 2001 to discuss his rare form of muscular dystrophy. The young poet’s show appearance prompted him to be appointed as the Muscular Dystrophy Association National Goodwill Ambassador until his death in 2004. Oprah was one of the thousands of mourners at his funeral.

(AP Photo/ Matt Houston)

Dr. Mehmet Oz

Dr. Oz first appeared on The Oprah Winfrey Show in 2004 as the show’s medical expert. Oz soon became a show regular; answering questions from the studio audience ranging from “could I be allergic to my husbands sperm?” to “How should my poop be shaped.” In 2009 Dr. Oz landed his own show under Oprah’s productions company.

(AP Photo/Harpo Productions, Inc., George Burns)

LIttle Rock Nine

In 1957 nine brave black teenagers were permitted to attend Little Rock Central High School in Little Rock, Arkansas in an effort to integrate the education system. In 1997 seven of the Little Rock Nine appeared on The Oprah Winfrey Show. During the interview the talk show queen expressed her gratitude to the group, “The Little Rock Nine was a big bridge for me because had that not happened, what happened in television 15 to 20 years later could not have happened. All of the other progress that so many of us now enjoy, you guys were the pioneers. You guys were the bridge. A mighty big bridge for me. Thank you.”

(AP Photo/Danny Johnston)

Mary Tyler Moore

Oprah mentioned several times throughout her years of broadcasting that The Mary Tyler Moore Show was a program that inspired during her young years as a college student and reporter. During a 1997 episode of The Oprah Winfrey Show the talk show host was treated to a surprise appearance from Mary Tyler Moore herself. Oprah called Moore’s visit “the surprise of a lifetime.”

(AP Photo/Charles Sykes, file)

Tina Turner

Oprah lived out a personal wish of a lifetime in 1997 by performing Proud Mary with Tina Turner on her Wildest Dream Tour. Oprah recalls Turner telling her during practice for her performance, “You really don’t have any rhythm, do you?”

(Photo by Richard Corkery/NY Daily News Archive via Getty Images)

The Color Purple Reunion

It is only fitting that during the farewell season of her talk show that Oprah reunited the cast of the film that helped to make her a legitimate actress, The Color Purple. Twenty-five years later Oprah interviewed the cast and revealed behind the scenes secrets of what went on when the cameras weren’t rolling. Winfrey said her role as Sofia to this day ranks as one of the greatest highlight in her live, “I never had more fun in my life than doing The Color Purple.”

(AP Photo/Warner Bros.)

John Travolta

John Travolta appeared on The Oprah Winfrey Show numerous occasions. One of his most memorable moment was during the open of the show’s farewell season when he came out hand- in-hand with Oprah dancing to the O’Jays “Love Train.” During the show Oprah revealed that Travolta still make her heart go “pitter-patter.”

(Photo by Dimitrios Kambouris/WireImage for NBC Universal Photo Department)

Iyanla Vanzant

Relationship expert Iyanla Vanzant was once a regular on The Oprah Winfrey Show in the late 1990’s. After over a decade of absence, Vanzant returned to the show to address all the rumors and put aside any misunderstandings she had with the talk show queen.

(Photo by Taylor Hill/FilmMagic)