Andy Cohen Says He Regrets Asking Oprah If She Slept With Women On ‘Watch What Happens Live’

Buy Me A Coffee

GET ON THE LIST - ICONICHIPSTER.COM

Subscribe to IconicHipster.com ~ Receive daily posts plus list-exclusive content straight to your inbox:

We never spam.

Andy Cohen is rolling out the red carpet of nostalgia as he looks back at 15 wild and wacky years of “Watch What Happens Live.”

In a new interview, the 56-year-old TV maestro reminisced about the roller coaster ride that is his career, while popping the champagne for the 15th birthday of his Bravo late-night circus.

Now, grab your popcorn because Andy spilled the tea on one of his β€œfew regrets” – and yes, it involves the queen herself, Oprah Winfrey. Buckle up.

Flashback to 2013: Oprah, a sprightly 70, graced the WWHL set. Andy, ever the cheeky devil, decided to dive straight into the deep end of the lady pond. No, really. He asked Oprah if she’s ever taken a dip in the lady pond. Translation: has she ever had a romantic rendezvous with another woman?

β€œI really thought I was being classy, asking Oprah a β€˜classic’ WWHL question,” Andy confessed to ET, probably while hiding under a table. β€œBut yeah, that’s definitely a top regret.”

Oprah, in all her regal glory, didn’t miss a beat. She looked Andy dead in the eye and said, β€œNo, I have not. Thank you.” And you could practically hear the crickets and Andy’s internal screaming.

β€œIt was such an honor having Oprah on the show,” Andy mused. β€œAnd then I go and ask her about lady ponds. Seriously, could I not just enjoy the moment?”

But here’s where it gets juicier. Post-interview, Oprah didn’t unleash a tornado of side-eye or make Andy swim with the fishes. She was cool as a cucumber. However, Oprah’s BFF, the ultimate confidante Gayle King, later spilled that Oprah was a bit flummoxed by Andy’s lady pond lingo.

β€œGayle told me Oprah didn’t know what I meant by β€˜the lady pond,’” Andy said, probably while doing the facepalm of the century. β€œI thought I was clear, but hey, I’m just thrilled Oprah even showed up.”

Despite this hiccup, Andy declared that his tΓͺte-Γ -tΓͺte with Oprah is still his β€œfavorite episode.” Because really, how can you top making the almighty Oprah Winfrey wonder if you’re talking about swimming lessons or secret sapphic soirees?

So here’s to 15 years of Andy Cohen and his gloriously unpredictable show – may the lady ponds always be murky, the questions always be spicy, and the guests always be legendary.

Comments area

Sidebar

Must Read

Princess Kate’s Hairy Situation: A Royal Tale of Cold Caps and Cozy Chemo Chats

Princess Kate popped into the Royal Marsden Hospital’s cancer...

A$AP Rocky Has a Hilarious Response When Asked About Puma Collab With Rihanna

A$AP Rocky spilled the beans on the wild possibility...

Liam Payne’s Preliminary Cause Of Death Revealed In Autopsy Report

We’ve got a real head-scratcher coming out of Argentina...

Kristin Davis Spills the Tea on Scrapped And Just Like That Plotβ€”And Yes, Trey Was Involved!

Kristin Davis just dropped some juicy behind-the-scenes gossip about...

Lily-Rose Depp Serves β€˜Gothic Vampire Chic’ at Oscars 2025

Lily-Rose Depp just slayed the red carpetβ€”literally, she might...

Henry Cavill Shows Off His Upcoming Child’s Nursery Room

Superman himself, Henry Cavill, is about to embark on...

Jimmy Carter Becomes The Oldest Person Nominated For A Grammy At 100 Years Old

Former President Jimmy Carter just got his 10th Grammy...

First Look Clip Of Sebastian Stan As Donald Trump In ‘The Apprentice’ Unveiled

Sebastian Stan (yes, Bucky from Marvel, the guy with...

UK Mighty Hoopla Festival Lineup Includes Ciara, Kesha, Jojo, And More

Mighty Hoopla is back, and this time it’s bigger,...

You Might Also Like

Kim Kardashian and Odell Beckham Jr. Attend the Same Party, Sparking Dating Rumors

Guess who’s back on the gossip carousel? That’s right,...

Bill Skarsgard Shows Off Body Transformation For ‘The Crow’

Bill SkarsgΓ₯rd is out here making us all look...

Lily Allen Auditioned for The White Lotusβ€”Spoiler Alert: It Didn’t Go Great

Lily Allen, queen of cheeky lyrics and zero-filter commentary,...

Zendaya Talks About The ‘Spider-Man To Tennis Movie’ Pattern

In the Hollywood galaxy where stars align in the...

Rupert Murdoch Gets Married For The Fifth Time At 93

Guess who's tying the knot once more? Yup, Rupert...

Jamie Lynn Spears Has Quit ‘I’m a Celebrity…Get Me Out of Here’

Hold onto your kangaroos, because Jamie Lynn Spears just...

‘Only Murders In The Building’ Has Been Renewed For A 5th Season

Just two weeks into solving the latest who-done-it on...

Kylie Jenner Spotted at Timothee Chalamet’s ‘SNL’ Afterparty

Kylie Jenner, the queen of cosmetics and the master...

Timothee Chalamet Talks About a ‘Wonka’ Sequel

TimothΓ©e Chalamet is spilling the cocoa beans on Wonka,...