The question did become one of the more iconic moments of “Watch What Happens Live.”

Andy Cohen calls asking Oprah this invasive question his biggest blooper: ‘Idiot that I am’

The question did become one of the more iconic moments of "Watch What Happens Live."

By Mekishana Pierre

Mekishana Pierre

Mekishana Pierre is a news writer at **. She has been working at EW since 2025. Her work has previously appeared on *Entertainment Tonight* and Popsugar.

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October 22, 2025 5:38 p.m. ET

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Andy Cohen; Oprah Winfrey. Credit:

Charles Sykes/Bravo via Getty; Jamie McCarthy/Getty

Andy Cohen has been at the center of some memorably chaotic moments in the clubhouse of his Bravo show *Watch What Happens Live*, but the host may wish he could forget the interview that led to what he calls his biggest on-air blunder: a sit-down with Oprah Winfrey.

The 56-year-old recently recounted his iconic faux pas during a conversation with *Today* show anchors Savannah Guthrie, Carson Daly, and Craig Melvin.

"You know I lean into a blooper," Cohen told the broadcast TV cohosts before recalling his last-second flail with Winfrey. "The show was about to end and I, idiot that I am, turned to her and asked, 'Have you ever swam in the lady pond?'"**

Andy Cohen and Oprah Winfrey on 'Watch What Happens Live'.

Charles Sykes/Bravo/NBCU Photo Bank/NBCUniversal via Getty

Melvin immediately began laughing, joking that *he* should have asked Winfrey that, while Daly was insistent that Cohen reveal what the media mogul's answer was.

"She said no, and then Gayle [King] said that she didn't get the question," Cohen revealed.

Viewers with keen memories will remember the interview from Winfrey's 2013 appearance on *WWHL*, during which the award-winning journalist definitely seemed to understand the question when she responded to Cohen with a direct "No, no I have not. Thank you."

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Last year, while celebrating his show's 15th anniversary with *Entertainment Tonight*, Cohen said that despite the invasive question, Winfrey was "super cool" and "it was not awkward" after the cameras stopped rolling.**

"I was so grateful that Oprah did the show, and I still am," Cohen added. "That remains, I think, my favorite episode."

Craig Melvin reveals major 'Today' show mistake that nearly got them sued: 'That's bad'

Richard Gere crashes 'Today' segment and flusters Savannah Guthrie

Daly, Guthrie, and Melvin also shared some of their on-air snafus, with varying levels of severity.

The former *TRL* host recalled how, during his early time at *Today*, working with a teleprompter and a big name like Leonardo DiCaprio tripped him up.

Guthrie recounted her 2012 interview with Khloé Kardashian, wherein she asked the reality star about speculation that she wasn't really related to the late Robert Kardashian.

And Melvin looked back on a gaffe that "almost got us sued."**

Watch Cohen and the *Today* team reflect on those moments in the video above.

Original Article on Source

Source: “AOL TV”