What happened during Andy Cohen's interview with Oprah Winfrey?

After an excellent interview with Oprah Winfrey, Andy Cohen asked her about her friendship with Gayle King, leading to an awkward response from Winfrey.

How did Oprah Winfrey respond to Andy Cohen's question about her friendship with Gayle King?

Winfrey responded in an unexpected way after Cohen asked about her long-standing friendship with her best friend, Gayle King.

Why does Andy Cohen's mishap with Oprah Winfrey stand out as an infamous blooper?

Cohen's experience with Winfrey stands out due to the high-profile nature of the individuals involved, and the fact that he asked the media mogul about a personal matter related to her close friend.

Home / Arts and Entertainment / TV Host's Awkward Oprah Winfrey Interview Question Becomes Infamous Blooper

TV Host's Awkward Oprah Winfrey Interview Question Becomes Infamous Blooper

30 Oct

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Summary

Andy Cohen's unforgettable mishap during Oprah Winfrey interview
Winfrey's response after Cohen asked about her friendship with Gayle King
Cohen's regret and apologies following the awkward interaction

TV Host's Awkward Oprah Winfrey Interview Question Becomes Infamous Blooper

As of October 2025, TV personality Andy Cohen has recounted one of his most memorable blunders—an awkward interview with media mogul Oprah Winfrey. During a Fan Fest week episode of TODAY last month, Cohen shared that his unforgettable "oops" moment occurred after an otherwise excellent sit-down with the iconic former talk show host.

After the formal interview, Cohen inquired about Winfrey's long-standing friendship with her best friend, Gayle King. However, this question quickly changed the energy, as Winfrey responded in an unexpected way. Cohen immediately followed up with regret and apologies, but the interaction has clearly stuck with him as an infamous blooper in the entertainment industry.