The Most Memorable Celebrity Interviews of All Time

Celebrity interviews offer a unique glimpse into the lives of the rich and famous, blending moments of humor, vulnerability, and sometimes even controversy. Over the years, some interviews have become legendary for their impact, revelations, or sheer entertainment value. Let’s dive into some of the most memorable celebrity interviews of all time and what made them unforgettable.


1. Oprah Winfrey and Meghan Markle & Prince Harry (2021)

One of the most talked-about interviews in recent history, Oprah Winfrey’s sit-down with Meghan Markle and Prince Harry revealed shocking insights into their departure from royal duties. The couple opened up about racism within the royal institution, mental health struggles, and their decision to step back from royal life. Meghan’s revelation about contemplating suicide and Harry’s candid discussion of his strained relationship with his father, King Charles III, made headlines worldwide. The interview not only reshaped public perceptions of the royal family but also sparked important conversations about kaitkrems mental health and race.


2. Barbara Walters and Monica Lewinsky (1999)

After years of silence, Monica Lewinsky broke her silence on her affair with President Bill Clinton in an interview with Barbara Walters. Watched by over 70 million people, the interview became one of the most viewed in television history. Lewinsky’s vulnerability and candor humanized her after years of public scrutiny, while Walters’ probing questions provided a platform for one of the most controversial figures of the 1990s to share her side of the story.


3. David Frost and Richard Nixon (1977)

David Frost’s interviews with former President Richard Nixon marked a groundbreaking moment in journalism. The series of interviews, conducted after Nixon’s resignation following the Watergate scandal, provided a rare glimpse into his psyche. Nixon’s admission, “I let the American people down,” became a defining moment in his post-presidency legacy. The interviews also set a new standard for journalistic rigor in high-profile interviews.


4. Ellen DeGeneres and Ellen Page (2014)

In a moving interview on The Ellen DeGeneres Show, actor Ellen Page (now Elliot Page) came out as gay, delivering a heartfelt speech about authenticity and the challenges of living openly in Hollywood. This interview became a landmark moment for LGBTQ+ representation in the entertainment industry, inspiring countless others to embrace their true selves.


5. Diane Sawyer and Whitney Houston (2002)

Whitney Houston’s candid interview with Diane Sawyer remains infamous for its rawness. Addressing rumors of drug addiction and personal struggles, Houston’s declaration, “Crack is whack,” became a viral moment before viral moments were a thing. The interview showcased Houston’s struggles while also underscoring her defiance and charisma.


6. Jimmy Fallon and Nicole Kidman (2015)

This lighthearted yet unforgettable moment on The Tonight Show saw Nicole Kidman reveal that she once had a crush on host Jimmy Fallon—and he completely missed the signals. The hilarious exchange, with Fallon’s genuine shock and embarrassment, went viral, showcasing the charming unpredictability of live interviews.


7. Howard Stern and Lady Gaga (2011)

Lady Gaga’s appearance on The Howard Stern Show revealed a deeper side of the pop star. She spoke candidly about her struggles with fame, past traumas, and artistic vision. Her acoustic performance of “The Edge of Glory” during the interview remains a standout moment, showcasing her raw talent and emotional depth.


8. Larry King and Marlon Brando (1994)

Marlon Brando’s interview with Larry King was as unpredictable as the actor himself. The interview ended with Brando serenading King and planting a kiss on his lips—a moment that stunned audiences. Brando’s eccentricity and candor made it one of the most memorable interviews in King’s long career.


9. Oprah Winfrey and Tom Cruise (2005)

Tom Cruise’s infamous couch-jumping moment on The Oprah Winfrey Show became one of pop culture’s most enduring memes. Expressing his love for then-girlfriend Katie Holmes, Cruise’s exuberance left Oprah and audiences bewildered. While the moment was lighthearted, it also marked a turning point in Cruise’s public persona.


10. Robin Roberts and Michelle Obama (2018)

In an interview promoting her memoir Becoming, former First Lady Michelle Obama opened up to Robin Roberts about her personal and professional journey. Her reflections on marriage, motherhood, and life in the White House resonated deeply with viewers, offering an intimate look at one of the most admired women in the world.


11. James Corden and Adele (2016)

Adele’s appearance on Carpool Karaoke with James Corden was a masterclass in charm and vocal prowess. The segment, which included Adele rapping Nicki Minaj’s verse from “Monster,” quickly went viral, becoming one of the most-watched late-night clips on YouTube. The interview showcased Adele’s humor and down-to-earth personality.


12. Barbara Walters and Fidel Castro (1977)

Barbara Walters’ interview with Cuban leader Fidel Castro was groundbreaking for its access and candor. Conducted in Havana, the interview delved into U.S.-Cuba relations, communism, and Castro’s personal philosophy. Walters’ fearless questioning and Castro’s charismatic responses made it a historic moment in journalism.


13. Gayle King and R. Kelly (2019)

In an explosive interview with Gayle King, R. Kelly addressed allegations of sexual misconduct in an emotional and often chaotic manner. His tearful outbursts and King’s calm demeanor became defining images of the interview, which brought renewed attention to the accusations against the singer.


14. David Letterman and Joaquin Phoenix (2009)

Joaquin Phoenix’s bizarre appearance on The Late Show with David Letterman left audiences puzzled. Sporting a disheveled look and mumbling responses, Phoenix appeared to be having a breakdown—later revealed to be part of a performance art piece for the mockumentary I’m Still Here. The interview’s surreal nature ensured its place in late-night history.


15. Oprah Winfrey and Michael Jackson (1993)

Michael Jackson’s interview with Oprah Winfrey was a landmark moment, offering rare insight into the reclusive pop star’s life. Broadcast live from Jackson’s Neverland Ranch, the interview covered topics like his childhood, vitiligo diagnosis, and career. It attracted over 90 million viewers, cementing its status as one of the most-watched interviews ever.


16. Diane Sawyer and Britney Spears (2003)

Diane Sawyer’s interview with Britney Spears came at a tumultuous time in the pop star’s life. While the interview is often criticized for its invasive questions, it remains a poignant snapshot of the intense media scrutiny Spears faced. In hindsight, it has sparked discussions about the treatment of young female celebrities in the public eye.


17. Barbara Walters and Robin Williams (1982)

Robin Williams’ interview with Barbara Walters showcased the comedian’s wit and vulnerability. While much of the conversation was filled with Williams’ rapid-fire humor, moments of introspection revealed his struggles with fame and addiction, offering a balanced portrait of the beloved entertainer.


18. Oprah Winfrey and Lance Armstrong (2013)

After years of denying doping allegations, cyclist Lance Armstrong admitted to using performance-enhancing drugs in an interview with Oprah Winfrey. The confession marked the fall of a sports icon and became a pivotal moment in Armstrong’s career, as well as in the broader conversation about ethics in sports.


Conclusion

Celebrity interviews have the power to inform, entertain, and provoke. Whether they reveal hidden truths, showcase vulnerability, or create unforgettable moments, these interviews remain etched in public memory. They remind us of the complexity of fame and the enduring human stories behind the headlines.