Oprah admits she wanted the Bruce Jenner interview

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12 Biggest Revelations From Bruce Jenner's 20/20 Interview

How would Oprah Winfrey have handled Bruce Jenner's powerful interview with 20/20?

The 61-year-old legendary talk show host puts the question out there in a new interview with Women's Wear Daily, admitting that she wanted to do the groundbreaking sit-down with the 65-year-old former Olympian.

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Bruce Jenner, Caitlyn Jenner through the years
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Oprah admits she wanted the Bruce Jenner interview
Glamour's "The Transgender Champion" honoree, Caitlyn Jenner, attends the 25th Annual Glamour Women of the Year Awards at Carnegie Hall on Monday, Nov. 9, 2015, in New York. (Photo by Evan Agostini/Invision/AP)
Jul 1976: Bruce Jenner of the USA celebrates during his record setting performance in the decathlon in the 1976 Summer Olympics in Montreal, Canada. Mandatory Credit: Tony Duffy /Allsport
Bruce Jenner (Photo by: NBC/NBCU Photo Bank via Getty Images)
NBC Sportscasters -- Pictured: Bruce Jenner -- (Photo by: NBC/NBCU Photo Bank via Getty Images)
Bruce Jenner starts his upward climb in the pole vault during the final day's competition on Thursday, April 24, 1975 in the decathlon at the 66th drake relays in Des Moines, Iowa. Olympian Jenner, third going into the final five events, took the lead after nine events and capture the title with 8139 points - best scored recorded in the world this season. Jenner represents the San Jose stars. (AP Photo)
1976 Olympic Games, Montreal, Canada, Men's Decathlon, USA's gold medal winner Bruce Jenner (Photo by Popperfoto/Getty Images)
CANADA - JULY 30: Leader of the pack: Not succumbing to the temptation to run an easy 1;500 metres; the decathlon gold medal being already assured; Bruce Jenner of the United States strides out in front yesterday on his way to 4:12.81 clocking; excellent for a participant in 10-event combination. His total of 8;618 points broke world record he set earlier this year. In 10 events he achieved 4 career bests; tied one. (Photo by Ron Bull/Toronto Star via Getty Images)
American decathlon gold medalist Bruce Jenner is shown throwing the javelin in Olympic competition in Montreal, July 30, 1976. (AP Photo)
Bruce Jenner (U.S. decathlon Gold Medalist) shown receiving Gold decathlon medal at the XXI Olympic held in Montreal, July 30, 1976, from July17-August 1. Jenner won the decathlon. He is from San Jose. Ca. (AP Photo)
Bruce Jenner and Linda Thompson during Muscular Dystrophy Benefit at Beverly Hilton Hotel in Beverly Hills, California, United States. (Photo by Ron Galella/WireImage)
SAN JOSE, CA - MAY 25: Charlie Jones (left), Bruce Jenner (center, with child), and Ahmad Rashad commentate for television during the Bruce Jenner Bud Light Classic track meet held on May 25, 1985 at San Jose City College in San Jose, California. (Photo by David Madison/Getty Images)
Bruce Jenner during Las Hadas Sweet Sixteen Celebrity Sports Invitational at Las Hadas, Mexico in Las Hadas, Mexico, Mexico. (Photo by Ron Galella, Ltd./WireImage)
Bruce Jenner and Kris Kardashian (Photo by Ron Galella, Ltd./WireImage)
LOS ANGELES - 1991: Kris Jenner and Bruce Jenner pose for a portrait in 1991 in Los Angeles, California. (Photo by Donaldson Collection/Getty Images)
LOS ANGELES - 1991: (Middle row, L-R) Brody Jenner, Kourtney Kardashian, Bruce Jenner, Kris Jenner, Cassandra Jenner, Kim Kardashian, (top row, L-R) Brandon Jenner, Burton Jenner,(bottom row, L-R) Robert Kardashian, Jr., Khloe Kardashian of the celebrity Jenner and Kardashian families featured in the TV show 'Keeping Up With The Kardashians' pose for a family portrait in 1991 in Los Angeles, California . (Photo by Maureen Donaldson/Michael Ochs Archives/Getty Images)
SAN JOSE, CA - MAY 25: Bruce Jenner watches the action during the 1991 Bruce Jenner track meet held at San Jose City College in San Jose, California on May 25, 1991. (Photo by David Madison/Getty Images)
Kris Kardashian and Bruce Jenner during 1995 Jim Thorpe Pro Sports Awards at Wiltern Theatre in Los Angeles, California, United States. (Photo by Ron Galella, Ltd./WireImage)
Kris Kardashian, Bruce Jenner and Kendall Jenner (Photo by Ron Galella, Ltd./WireImage)
Former Olympic champion Bruce Jenner speaks June 11, 2001 during the 2001 Service to America Awards Presentation Ceremony in Washington, D.C. (Photo by Alex Wong/Getty Images)
Bruce Jenner during 16th Cedars-Sinai Sports Spectacular at Century Plaza Hotel in Century City, California, United States. (Photo by J. P. Aussenard/WireImage)
HOLLYWOOD, CA - DECEMBER 12: Kris Jenner and Bruce Jenner attend the world premiere of 'Ali' on December 12, 2001 at Grauman Chinese Theater in Hollywood, California. (Photo by Ron Galella, Ltd./WireImage)
Bruce Jenner during 2003 Celebrity Sports Invitational Ski Event in Squaw Valley at Resort at Squaw Creek in Lake Tahoe, California, United States. (Photo by A. Nevader/WireImage for InStyle Magazine)
BEL AIR, CA - MARCH 13: Olympian Bruce Jenner attends 'The 22nd Annual Jimmy Stewart Relay Marathon And Family Expo Kickoff' at the Hotel Bel Air on March 13, 2003 in Bel Air, California. (Photo by Jon Kopaloff/Getty Images)
HOLLYWOOD - APRIL 11: Olympian Bruce Jenner and his family attend the film premiere of 'Holes' at the El Capitan Theater on April 11, 2003 in Hollywood, California. The film opens in theaters nationwide on April 18, 2003. (Photo by Frederick M. Brown/Getty Images)
Bruce Jenner during 'Along Came Polly' Premiere at Chinese Theatre in Hollywood, California, United States. (Photo by SGranitz/WireImage)
Bruce Jenner and Brody Jenner during 2005 ESPY Awards - Red Carpet at Kodak Theatre in Hollywood, California, United States. (Photo by M. Caulfield/WireImage)
Bruce Jenner during Dream Foundation's 'A Day To Dream' - July 24, 2005 at Santa Barbara Zoo in Santa Barbara, California, United States. (Photo by Eric Isaacs/FilmMagic)
Bruce Jenner and family during E! Entertainment Television's 2005 Summer Splash Event - Arrivals at Tropicana at The Hollywood Roosevelt Hotel in Hollywood, California, United States. (Photo by SGranitz/WireImage)
Bruce Jenner during Midsummer Night's Dream: A Magic Night of Poker - Arrivals at The Avalon in Hollywood, California, United States. (Photo by Jason Merritt/FilmMagic)
LOS ANGELES - OCTOBER 09: Bruce Jenner, Kim Kardashian and Kris Jenner at the 'Keeping Up With The Kardashians' premiere party on October 9, 2007 in West Hollywood, California. (Photo by Jeff Vespa/WireImage)
TV personality Brody Jenner and father Bruce Jenner pose for the cameras at the 8th Annual Playboy Golf Scramble Championship Finals held at Industry Hills Golf Club at the Pacific Palms Conference Resort on March 28, 2008 in Industry Hills, California. (Photo by Michael Tran/FilmMagic)
LAS VEGAS - APRIL 05: TV personality Bruce Jenner arrives at the 44th annual Academy Of Country Music Awards held at the MGM Grand on April 5, 2009 in Las Vegas, Nevada. (Photo by Denise Truscello/WireImage)
LOS ANGELES, CA - JULY 05: Bruce Jenner sighting on July 5, 2009 in Los Angeles, California. (Photo by Jean Baptiste Lacroix/WireImage)
WESTLAKE VILLAGE, CA - OCTOBER 24: Television personality Bruce Jenner arrives at the Stand Up For Kids Annual Dinner and Auction on October 24, 2009 in Westlake Village, California. (Photo by Michael Bezjian/WireImage)
DAYTONA BEACH, FL - FEBRUARY 13: Olympic Gold Medalist Bruce Jenner at Daytona International Speedway on February 13, 2010 in Daytona Beach, Florida. (Photo by Kevin Kane/WireImage)
LOS ANGELES, CA - APRIL 07: (L-R) TV personalities Kim Kardashian, Bruce Jenner and Kris Jenner attend the Bravada International launch party hosted by Kardashian at The Whisper Restaurant and Lounge at The Grove on April 7, 2010 in Los Angeles, California. (Photo by David Livingston/Getty Images)
BEVERLY HILLS, CA - NOVEMBER 11: TV personalities Kris Jenner (L) and Bruce Jenner attend the Endless Youth & Life store opening celebration on November 11, 2010 in Beverly Hills, California. (Photo by David Livingston/Getty Images)
BURBANK, CA - JUNE 10: Television personalities Bruce Jenner (L) and his wife Kris Jenner appear on The Tonight Show with Jay Leno at the NBC Studios on June 10, 2011 in Burbank, California. (Photo by Kevin Winter/Tonight Show/Getty Images for The Tonight Show)
TODAY -- Pictured: (l-r) Bruce Jenner and Hoda Kotb appear on NBC News' 'Today' show (Photo by Peter Kramer/NBC/NBCU Photo Bank via Getty Images)
BEVERLY HILLS, CA - SEPTEMBER 15: Bruce Jenner and Kris Jenner arrive at the Brent Shapiro Foundation: The Summer Spectacular on September 15, 2012 in Beverly Hills, California. (Photo by Araya Diaz/Getty Images)
WATCH WHAT HAPPENS LIVE -- Episode 723 -- Pictured: Bruce Jenner -- (Photo by: Peter Kramer/Bravo/NBCU Photo Bank via Getty Images)
Bruce Jenner arrives at the Annual Charity Day hosted by Cantor Fitzgerald and BGC Partners, on Wednesday, Sept. 11, 2013 in New York. (Photo by Mark Von Holden/Invision/AP)
LAS VEGAS - APRIL 4: Olympic gold medalist Bruce Jenner hits a tee shot during the first round of ARIA Resort & Casino's 12th annual Michael Jordan Celebrity Invitational golf tournament at Shadow Creek on April 4, 2013 in North Las Vegas, Nevada. (Photo by Isaac Brekken/Getty Images for Michael Jordan Celebrity Invitational)
LOS ANGELES, CA - APRIL 08: TV personalities Brody Jenner (L) and Bruce Jenner pose at the Brandon and Leah album release party for 'Cronies' on April 8, 2013 in Los Angeles, California. (Photo by Chelsea Lauren/WireImage)
BURBANK, CA - MAY 06: TV personality Bruce Jenner attends The 6th Annual George Lopez Celebrity Golf Classic To Benefit The Lopez Foundation at Lakeside Golf Club on May 6, 2013 in Burbank, California. (Photo by Michael Buckner/Getty Images for The Lopez Foundation)
LATE NIGHT WITH JIMMY FALLON -- Episode 845 -- Pictured: (l-r) Bruce Jenner with host Jimmy Fallon during an interview on June 4, 2013 -- (Photo by: Lloyd Bishop/NBC/NBCU Photo Bank via Getty Images)
Bruce Jenner arrives at the Annual Charity Day hosted by Cantor Fitzgerald and BGC Partners, on Wednesday, Sept. 11, 2013 in New York. (Photo by Mark Von Holden/Invision/AP)
NORTH HOLLYWOOD, CA - NOVEMBER 11: Bruce Jenner arrives at the All Sports Film Festival closing ceremony at El Portal Theatre on November 11, 2013 in North Hollywood, California. (Photo by Axelle/Bauer-Griffin/FilmMagic)
Bruce Jenner arrives for Ryan Sheckler's 7th Annual Celebrity Golf Tournament at Trump National Golf Course on September 29, 2014 in Palos Verdes Estates, California. (Photo by Gabriel Olsen/Getty Images)
FILE - In this July 15, 2015 file photo, Caitlyn Jenner accepts the Arthur Ashe award for courage at the ESPY Awards at the Microsoft Theater, in Los Angeles. Los Angeles Superior Court Judge Gerald Rosenberg approved Jenner's name and gender change during a brief hearing in Santa Monica, Calif., on Friday, Sept. 25. (Photo by Chris Pizzello/Invision/AP, File)
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"There are only a few [interviews not over in an instant]," Oprah says. "I wanted Bruce Jenner. Diane [Sawyer] got it. That's great but there are few. There are only a few [interviews], but you're not going to be able to think about it."

While the interview was a huge ratings hit -- it was watched by over 17 million people -- even Oprah has to admit that it's hard to think of new, exciting subjects to talk to.

"The problem is, and even now, because I started doing this with Next Chapter, there's nobody -- try to think of somebody -- who would be willing to do an interview on a regular basis that you can't go and Google and find out what has happened to them in the past week. There's nobody," she tells WWD about why she doesn't miss interviewing people.

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Perhaps thinking about her missed opportunity, Oprah reflects on her past coverage of transgender issues in the candid new interview, and says she feels she could have done a lot more.

"I was in a conversation a couple of days ago and someone said: 'You know, we were talking about the whole issue of transgender and how it has become so accepted now, and somebody said, 'You know the Oprah show, I think has had a big impact,'" she recalls. "I said, 'I don't think so.' We did several transgender [shows], but we didn't do as much for transgender as I did for, say, abused kids or battered women. And they said, 'But no, you started the conversation. You started the conversation and the conversation has led us to here.'"

As for her future, the Selma actress doesn't see herself covering O Magazine every month like she has for the past 15 years.

29 PHOTOS
Oprah through the years
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Oprah admits she wanted the Bruce Jenner interview
Oprah Winfrey speaks during the unveiling ceremony of the Maya Angelou Forever Stamp at the Warner Theater in Washington, DC, on April 7, 2015. AFP PHOTO/NICHOLAS KAMM (Photo credit should read NICHOLAS KAMM/AFP/Getty Images)
HOLLYWOOD, CA - FEBRUARY 22: Oprah Winfrey attends the 87th Annual Academy Awards at Dolby Theatre on February 22, 2015 in Hollywood, California. (Photo by Christopher Polk/Getty Images)
SANTA MONICA, CA - FEBRUARY 21: Oprah Winfrey speaks onstage during the 2015 Film Independent Spirit Awards at Santa Monica Beach on February 21, 2015 in Santa Monica, California. (Photo by Kevork Djansezian/Getty Images)
PASADENA, CA - FEBRUARY 06: (L-R) Actress Carmen Ejogo, actress/producer Oprah Winfrey and director/producer Ava DuVernay accept the award for Outstanding Motion Picture for 'Selma', onstage during the 46th NAACP Image Awards presented by TV One at Pasadena Civic Auditorium on February 6, 2015 in Pasadena, California. (Photo by Frederick M. Brown/Getty Images for NAACP Image Awards)
Actress/producer Oprah Winfrey arrives for the Oscars Nominees' Luncheon hosted by the Academy of Motion Picture Arts and Sciences, February 2, 2015 at the Beverly Hilton Hotel in Beverly Hills, California. The 87th Oscars will take place in Hollywood, California February 22, 2015. AFP PHOTO / ROBYN BECK (Photo credit should read ROBYN BECK/AFP/Getty Images)
SELMA, AL - JANUARY 18: 'Selma' director Ava DuVernay, actor David Oyelowo, and producer/actress Oprah Winfrey participate in the ceremony to commemorate the life of Dr. Martin Luther King, Jr. on January 18, 2015 in Selma, Alabama. (Photo by David A. Smith/Getty Images)
LOS ANGELES, CA - JANUARY 15: (EXCLUSIVE COVERAGE) Actors David Oyelowo (L) and Oprah Winfrey attend the 20th annual Critics' Choice Movie Awards at the Hollywood Palladium on January 15, 2015 in Los Angeles, California. (Photo by Jason Kempin/Getty Images for A&E Network)
BEVERLY HILLS, CA - JANUARY 09: (EDITORS NOTE: IMAGE WAS SHOT IN BLACK AND WHITE) Actors Miles Teller (L) and Oprah Winfrey attend the 15th Annual AFI Awards at Four Seasons Hotel Los Angeles at Beverly Hills on January 9, 2015 in Beverly Hills, California. (Photo by Frazer Harrison/Getty Images for AFI)
SANTA BARBARA, CA - DECEMBER 06: Oprah Winfrey attends the 'Selma' and the Legends Who Paved the Way gala at Bacara Resort on December 6, 2014 in Goleta, California. (Photo by Jason Merritt/Getty Images)
NEWARK, NJ - SEPTEMBER 27: Oprah Winfrey attends the Oprah's The Life You Want Weekend - Day 2 at Prudential Center on September 27, 2014 in Newark, New Jersey. (Photo by Dave Kotinsky/Getty Images)
NEWARK, NJ - SEPTEMBER 26: Oprah Winfrey speaks at the Oprah's The Life You Want Weekend - Day 1 at Prudential Center on September 26, 2014 in Newark, New Jersey. (Photo by Dave Kotinsky/Getty Images)
PASADENA, CA - FEBRUARY 22: Oprah Winfrey speaks onstage during the 45th NAACP Image Awards presented by TV One at Pasadena Civic Auditorium on February 22, 2014 in Pasadena, California. (Photo by Kevin Winter/Getty Images for NAACP Image Awards)
LONDON, ENGLAND - FEBRUARY 16: Presentater Oprah Winfrey poses in the winners room at the EE British Academy Film Awards 2014 at The Royal Opera House on February 16, 2014 in London, England. (Photo by Anthony Harvey/Getty Images)
LOS ANGELES, CA - JANUARY 18: Actress-TV personality Oprah Winfrey in the audience during the 20th Annual Screen Actors Guild Awards at The Shrine Auditorium on January 18, 2014 in Los Angeles, California. (Photo by Kevork Djansezian/Getty Images)
SANTA MONICA, CA - JANUARY 16: Actress Oprah Winfrey attends the 19th Annual Critics' Choice Movie Awards at Barker Hangar on January 16, 2014 in Santa Monica, California. (Photo by Christopher Polk/Getty Images)
WASHINGTON, DC - NOVEMBER 20: Oprah Winfrey attends a dinner in honor of the Medal of Freedom awardees at the Smithsonian National Museum of American History on November 20, 2013 in Washington, DC. The Presidential Medal of Freedom is the nation's highest civilian honor, presented to individuals who have made meritorious contributions to the security or national interests of the United States, to world peace, or to cultural or other significant public or private endeavors. (Photo by Kevin Dietsch-Pool/Getty Images)
US President Barack Obama chats with broadcast journalist Oprah Winfrey before presenting her with the Presidential Medal of Freedom during a ceremony in the East Room of the White House on November 20, 2013 in Washington, DC. The Medal of Freedom is the country's foremost civilian honor. AFP PHOTO/Mandel NGAN (Photo credit should read MANDEL NGAN/AFP/Getty Images)
Oprah Winfrey waves as she speaks during the Let Freedom Ring Commemoration and Call to Action to commemorate the 50th anniversary of the March on Washington for Jobs and Freedom at the Lincoln Memorial in Washington, DC on August 28, 2013. Thousands gathered on the mall on the anniversary of the march and Dr. Martin Luther King, Jr.'s famous 'I Have a Dream' speech. AFP PHOTO / Saul LOEB (Photo credit should read SAUL LOEB/AFP/Getty Images)
LOS ANGELES, CA - AUGUST 12: Oprah Winfrey attends LEE DANIELS' THE BUTLER Los Angeles premiere, hosted by TWC, Budweiser and FIJI Water, Purity Vodka and Stack Wines, held at Regal Cinemas L.A. Live on August 12, 2013 in Los Angeles, California. (Photo by Mike Windle/Getty Images for TWC)
NEW YORK, NY - AUGUST 05: Oprah Winfrey attends the press conference for The Weinstein Company's LEE DANIELS' THE BUTLER at Waldorf Astoria Hotel on August 5, 2013 in New York City. (Photo by Ben Gabbe/Getty Images for Lee Daniel's THE BUTLER)
CAMBRIDGE, MA - MAY 30: Oprah Winfrey receives an Honorary Doctor of Laws Degree at 2013 Harvard University 362nd Commencement EXercises at Harvard University on May 30, 2013 in Cambridge, Massachusetts. (Photo by Paul Marotta/Getty Images)
COLLEGE PARK, GA - MAY 20: Oprah Winfrey attends the Spelman College Commencement at Georgia International Convention Center on May 20, 2012 in College Park, Georgia. (Photo by Rick Diamond/Getty Images)
NEW YORK, NY - MARCH 09: Oprah Winfrey attends at the 3rd annual Diane Von Furstenberg awards at the United Nations on March 9, 2012 in New York City. (Photo by Andrew H. Walker/Getty Images)
US television talkshow Queen Oprah Winfrey gestures during an interview at Jaipur Literature Festival (JLF) in Jaipur on January 22, 2012. Television chatshow queen Oprah Winfrey received a rock star's welcome when she spoke on Sunday to a heaving audience of thousands of fans at the Jaipur Literature Festival in India. Winfrey, wearing a gold and red Indian outfit, told the packed crowd that her love of books had helped her education and enabled her to rise from a poor childhood in Mississippi to become one of the world's most influential women. AFP PHOTO / Prakash SINGH (Photo credit should read PRAKASH SINGH/AFP/Getty Images)
MEYERTON, HENLEY ON KLIP - JANUARY 14: Oprah Winfrey poses with the Graduates at the inaugural graduation of the class of 2011 at Oprah Winfrey Leadership Academy for Girls on January 14, 2012 in Henley on Klip, South Africa. (Photo by Michelly Rall/Getty Images)
US talk show queen Oprah Winfrey looks on as she answers to journalist's questions at her South African girls' academy on January 13, 2012 in Henley on Klip. Winfrey founded the $40-million school for girls in 2007. AFP PHOTO/ STEPHANE DE SAKUTIN (Photo credit should read STEPHANE DE SAKUTIN/AFP/Getty Images)
Oprah Winfrey winner for Favorite Talk Show Host during The 30th Annual People's Choice Awards - Press Room at Pasadena Civic Auditorium in Pasadena, California, United States. (Photo by Jeffrey Mayer/WireImage)
NASHVILLE, TN - MAY 2: Oprah Winfrey arrives at the opening of Charlie's War at the Nashville Film Festival at the Green Hills Regal Cinema May 2, 2003 in Nashville, Tennessee. Her father Vernon Winfrey has a role in the film. (Photo by Adriane Jaeckle/ Getty Images)
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"We actually seriously considered it [the end of her reign on the cover] for now, and made the decision not to do it now," she surprisingly reveals. "I'm amazed that we don't run out of ideas. I'm amazed at the number of poses that I've been able to do. I'm amazed that there's still a way to clap my hands, smile or raise a thumb. I don't have another clap in me, or another smile or another way to turn my head to the left. There's not enough wind machines."

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