Wendy Williams’ Most Memorable and Shady Moments

Happy Birthday, Wendy! The popular daytime talk show host was never one to back down from a hilarious, messy or shady time, let’s take a look!

As Wendy Williams celebrates her 61st birthday on Friday (July 18), there’s only one thing on her wishlist: getting free from her guardianship. But for her fans, they’re wishing they could see her and her iconic purple chair back on their small screens.

Video will return here when scrolled back into view
Ayo Edebiri, ‘OPUS’ Cast on Staying Sane in Hollywood and the Film’s Ambiguous Ending

After all, after two famous interviews with Charlamagne tha God on “The Breakfast Club” and “The Don Lemon Show,” it’s clear to many people that the former daytime talk show host is nowhere near mentally incapacitated and is instead sharp and funny as ever.

So does that mean we’ll see her come back to television or radio any time soon? The jury is still out considering her legal battles, strict guardianship and financial turmoil. But that doesn’t mean we can’t reminisce on some of the good times from her past shows.

It’s in that vein that we thought it’d be best to take a look back at some of her most memorable moments from her show in the hopes that she can return to her former glory in the near future. From shade to feel-good moments, get into these throwbacks and enjoy!

Wendy Tells Cynthia Bailey She Should Be Fired From “Real Housewives of Atlanta”

@thekempire

Wendy Williams thinks Cynthia Bailey should be fired?! #wendywilliams #rhoa

♬ original sound – K E M P I R E 🐘

Do you know how BOLD you have to be to tell someone to their face that they ought to be fired from a show they’re basically an OG on? Only Wendy could get away with something that shady.

Wendy Helps Audience Member Sort Out Baby Daddy Drama

The delivery of Wendy’s “who taught her?” alone makes this clip so good along with the truly insane details of this audience member’s dilemma!

Wendy and NeNe Leakes Can’t Decide If They Love or Hate Each Other

Have you ever seen two shademasters in one room? Well that’s exactly what you got when “Real Housewives of Atlanta” star Nene Leakes dropped by and the energy was palpable.

Wendy Gets Spooked By Scary Audience Member on Halloween

Talk about a jumpscare! That mask and Wendy’s reaction will forever live rent-free in our heads!

Wendy Using Her “Gay-dar” With Suspected LGBTQ+ Audience Members

The shade in the “uh-huh” and the “yes you are” could’ve been taken offensively here but it’s clear that the people loved it anyhow!

Wendy Dissects Donald Trump in Messy Video

Wendy’s commentary on Trump really just convinced us all that we need her back on TV ASAP because she made a mundane moment that much funnier!

Wendy and Kenya Moore Shade Vivica Fox

The worst (read: best) thing any guest can do when sitting across from Wendy is oblige her when she wants you to be messy and that’s exactly what “RHOA” star Kenya Moore did here!

Wendy Shades White Coworker

No one is immune from Wendy’s hilarious shade, not even her own producer!

Wendy Dramatically Shifts Her Wig on Live TV

@thewendyarchive

Remember wig notes? | The Wendy Williams Show (2013) #wendywilliams

♬ original sound – nj.audios

Shifting your wig in front a live audience and thousands of viewers with absolutely no shame has got to be one of the most comically egregious things Wendy’s ever done. But we’re here for it!

Wendy Hilariously Shuts Down Politics Talk With Foreign Audience Member

We love a self-aware queen who knows what topics are hot and what topics are not! Way to gracefully get yourself out of this, Wendy!

Wendy Helps Woman Decide Between Dating Two Men

One thing about Wendy, she’s going to always keep it real! And that’s exactly what she did for this audience member with her dating woes!

Wendy Spots a “Royal” Old Friend in the Audience

While it might be terrorizing to get singled out at a comedian’s show, it’s way more fun to get singled out at Wendy’s show as we see here!

Wendy vs. Gabourey Sibide, Whoopi Goldberg, Ariana Grande and More

“She’s what you call a triple threat…to society” is such a great phrase as is her literally spitting out her tea with Whoopi Goldberg!

Wendy Blasts Her Worst Guest, Comedian Gilbert Gottfried

While Wendy never shies away from shade and mess, she can get serious when she needs to and she definitely did with this handsy comedian.

Straight From The Root

Sign up for our free daily newsletter.

Latest from The Root

Exclusive: Angela Bassett, More Black Leaders, Celebs Share Life-Changing Lessons

Exclusive: Angela Bassett, More Black Leaders, Celebs Share Life-Changing Lessons

The Root Exclusive Series: Black History Month was established 100 years ago, in February 1926. To commemorate this momentous occasion, 100 Black thought leaders and creators share their collective wisdom and insight for the culture in this ongoing series …
Inside the Life and Legacy of Jesse Jackson, the Civil Rights Icon Dead at 84

Inside the Life and Legacy of Jesse Jackson, the Civil Rights Icon Dead at 84

As we continue to mourn Jesse Jackson, here’s everything you need to know about his personal life and impressive political career …
Photo: Getty Images Michael DeMocker

Unknown Black Mardi Gras Facts They’ll Never Teach You in School

The annual Mardi Gras celebration has greater ties to Black history and culture than what meets the eye …
'ANTM's' Miss J Shares a Heartbreaking Health Update -- and Infuriating Tyra Banks News

‘ANTM’s’ Miss J Shares a Heartbreaking Health Update — and Infuriating Tyra Banks News

After years of teaching young aspiring models to werk the runway, “America’s Next Top Model” coach Miss J Alexander reveals a terrifying health scare in 2022 …
America is Experiencing the Age of the Dominus: Our Moment of Truth

America is Experiencing the Age of the Dominus: Our Moment of Truth

OPINION: We struggle to find the language appropriate to describe President Donald Trump’s second term. It’s all more nuanced than most folks think …
Jesse Jackson, One of the Last Civil Rights Era Legends, Dies at 84

Jesse Jackson, One of the Last Civil Rights Era Legends, Dies at 84

Jesse Jackson, civil rights leader and protégé of Rev. Dr. Martin Luther King, Jr., died at home surrounded by family …
Wild New Development After Michigan Man Finds Remains of Two Murdered People in New Home's Shed

Wild New Development After Michigan Man Finds Remains of Two Murdered People in New Home’s Shed

A Michigan double homicide investigation went cold after a couple’s remains were found in a shed by a new homeowner in 2023— until now …
Florida Pastor TD McNutt Faces New Outrage After Teen Accuser's 'Coerced' Apology Video Sparks Concern

Florida Pastor TD McNutt Faces New Outrage After Teen Accuser’s ‘Coerced’ Apology Video Sparks Concern

After Florida Pastor TD McNutt was charged with cruelty toward a child, TikTok alleged he “forced” his teen accuser to apologize …
Don Lemon Breaks Silence Over That Viral Video of His Husband Not Playing About Him!

Don Lemon Breaks Silence Over That Viral Video of His Husband Not Playing About Him!

After Don Lemon went viral about his real life “bodyguard,” the former CNN anchor is opening up about how he knew Malone was “the one.” …
President Barack Obama Just Gave The Answer To One of The Biggest Conspiracy Theories Ever

President Barack Obama Just Gave The Answer To One of The Biggest Conspiracy Theories Ever

Wait, President Barack Obama just admitted that he believes in the existence of aliens? …
Photo: Getty Images Kevin Dietsch

Why Biden Deserves a Place On the Black Mount Rushmore But These Other Presidents …Hell No

When it was about the business of Black Americans, Biden handled far more of it than Presidents like George Washington and Thomas Jefferson, etc …
Pastors On Whether The Black Church Is Ruining Women’s Chances at Marriage?

Pastors On Whether The Black Church Is Ruining Women’s Chances at Marriage?

As Black women carry leadership and spiritual responsibilities in the church, faith leaders explore whether the Black church supports their paths to marriage or creates challenges in navigating modern dating …
Beyoncé's New Look Has Hair Stylists Preparing for a New Trend

Beyoncé’s New Look Has Hair Stylists Preparing for a New Trend

According to one hairstylist on TikTok, the bob is making a comeback in 2026 …
All About Bobby Garnett, the Black Godfather of Vintage Fashion Who Inspired Ralph Lauren

All About Bobby Garnett, the Black Godfather of Vintage Fashion Who Inspired Ralph Lauren

From high-end fashion designers to Hollywood costume designers, Bobby Garnett’s vintage clothing collection has had a major impact on the fashion industry …
BHM 2026: Black History Documentaries That <i>Won't</i> Traumatize You

BHM 2026: Black History Documentaries That Won’t Traumatize You

Black history is more than just reliving the traumatizing experiences and of our past! Check out these Black documentaries focused on celebrating Black joy …
New Voting Bill Dusts Off Old Voter Suppression Tactics

New Voting Bill Dusts Off Old Voter Suppression Tactics

Voting rights advocates are warning that the SAVE America Act could disenfranchise voters, especially women, Black and Hispanic people, and young voters …
Maybe You’re Single on Valentine’s Day Because You Listen to Social Media

Maybe You’re Single on Valentine’s Day Because You Listen to Social Media

In today’s social media era, chances are you or someone you know takes bad relationship advice on the internet seriously. Stop it …
Messy New Details Emerge in ‘RHOA’ Star Kandi Burruss, Todd Tucker Divorce Timeline

Messy New Details Emerge in ‘RHOA’ Star Kandi Burruss, Todd Tucker Divorce Timeline

The divorce between Kandi Burress and Todd Tucker is starting to get a bit more testy. Here’s the latest in their unfortunate saga! …
15 Best Hip-Hop Love Songs For Valentine's Day

15 Best Hip-Hop Love Songs For Valentine’s Day

To get you in the mood for Valentine’s Day, here are some of The Root’s favorite rap love songs …
Grand Jury Calls D4vd's Family to the Witness Stand in Tragic Celeste Rivas Investigation

Grand Jury Calls D4vd’s Family to the Witness Stand in Tragic Celeste Rivas Investigation

D4vd’s family are fighting a court subpoena in connection to the death of Celeste Rivas, the teen found stuffed inside a Tesla …