Wayne Brady Details His Famed Chappelle's Show Appearance

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In Part 2 of his Questlove Supreme interview, Wayne Brady reveals how he turned frustration and hurt from a Paul Mooney joke on Chappelle's Show into a brand-defying moment in his career. This story has humor, heart, and soul-and scratches at something much more profound.
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[@ericwilliams1023]

Wayne Brady improv skills are off the chain. The improv king!

[@vibingp4135]

Facts 👑

[@menu8077]

since I was kid I'm now 37

[@jacklynch1128]

One of the Kings for sure. But Colin and Ryan were, and are, the best to ever do it.

[@PrezPoet]

"Aww shit! It's Wayne Brady, son!"

[@CaptainKuki]

Every time a straight dude starts playing up!!!😂😂😂

[@chinortega3]

Rent free in my head lol

[@deed5049]

😂😂😂😂

[@Gravy_Jones22]

I love it so much because it just implies that he's known as being super hood in the streets.

[@majeedahscott8101]

😂

[@_CPerk]

Top 5 skit on Chappelle Show, no question

[@AngelMartineZz89]

foreal, nobody saw it coming and it was hilarious

[@_Tree]

Absolutely

[@DangerousParent]

Dave Chapelle to the worker that didn't have Wayne Brady's money: "RUN BITCH!"🤣

[@drillcollins]

top 3 easy. the two above this are Charlie Murphy's stories.

[@rogerrice5325]

Absolutely

[@clarktownsend8991]

Props to Dave for squashing it and making a legendary moment from it.

[@gilfordmccormack8140]

As someone who remembers Wayne from his Daytime Show seeing him in the Chapelle Show sketch completely blew my mind at the time lol 🤣🤣🤣.

[@candysmith1186]

Im not gonna front was not a wayne fan before that skit and still not really now. But he did his thing in that skit.

[@steelersluv]

That’s how you squash beef black men! Much respect to all involved.

[@sEdJ1281]

"I make Bryant Gumble look like Malcolm X, huh, mf?" - Wayne Brady 😂

[@albertlittle9263]

If it wasn't for that joke what type of skit would they would have made on Dave Chappelle show about Wayne Brady? I think it was funny what Paul Mooney said was funny and Wayne response was also funny😅😅

[@TLOSleepz]

That joke is amazing, Malcom x, Wayne Brady and Brian gumble. Masterpiece. RIP Mooney

[@papiking1]

Shoutout to Donnel, the real mvp.

[@jobbermania]

I seriously wish I could experience watching that episode for the first time again. That mix of shock and laughter to see how Wayne was acting in that sketch was second to none 🤣🤣

[@_Tree]

I loved that skit!! That changed my view of Wayne Brady for a long time 🤣🤣🤣🤣🤣

[@d3mist0clesgee12]

Wayne Brady doesn't get enough credit, he's one of the greatest, Still one of my favorite sketches of all time,

[@britturk123]

That sketch does, but your right he deserves to be in films he can do it all.

[@DangerousParent]

Quest is an excellent host, I love the way he allows Brady to give an excellent account of the story without interrupting him.

[@drakec6781]

The sketch was Genius!!!

[@arthurcecil6888]

It was hilarious Wayne. Don't take it personal. we love all you guys.

[@yacobz]

We should all be glad that he took it personal, including Mooney because I promise you nobody would be talking about that sketch 20 years later otherwise.

[@itsbmeGaming]

I think the skit was funny because 1) Obviously Wayne is not a crazy person so seeing a twisted version of himself was funny and 2) in real life there’s people that look “normal” but are in fact crazy people so it makes sense and is relatable.

[@burksjrhoward4462]

Paul Mooney was the inspiration for making history.

[@Mike_For_Sure]

And he made enough of it himself prior. Double entendre. lol

[@AA-qt1hi]

Black people do that to each other a lot. Gauge whether or not you're "black enough" like there's some competition and there's a trophy. We say, that person is too hood, that person is too boogie ..etc etc. Why? Why? That's one of the reasons why we end up being stagnant in terms of progress in some parts of this country.Wayne Brady is one of the most multi faceted talents out here. You can't put him in a box . I wholeheartedly enjoyed him him each and every time I saw him on whose line is it anyway and he's been a fun personality to follow since then.

[@SociallyBrandedMedia]

Wayne is a good guy... period!

[@chinortega3]

"finish your sandwich dave"

[@danielerenda25]

“Dave, gimme ya damn sandwich.”

[@josephredmond623]

This was a crazy sketch. I will always remember them

[@tharealnytro69]

Love these new details to this story! Mr. Wayne Brady was GREAT on that episode. The last but one episode for the season, and it made the season it even better! 🔥 Also, Phonte in the building?! Ayy! 🔥

[@GuyRBrewer109]

Hands down? You should be happy! That was thee best episode of the show! I laughed so hard that I almost caught a heart attack. I still watch the fuvcking thing and still laugh hard. You better thank Dave!

[@ultramag.7]

I've seen your little playlettes🤣🤣🤣

[@challzbrown]

One of the greatest skits in history

[@britturk123]

I just have to say this I am from the UK and have been watching Who's line is it anyway since it came out in the early nineties and the show was fun but When I first saw Wayne Brady in it in 2004 I thought he was an alien he is so far ahead of the others it was crazy.

[@nazsimons]

it's like the plot of "American Fiction"

[@georgieboy_htown4eva4eva]

Wayne is a hell of a performer.

[@heatman233223]

I reall can't nothing seriously. Once I saw the whodini hat, the song " friends, how many of us have them"😂

[@Mina-hq3lq]

That episode literally blew my mind! IBrady's character was soooo unexpected and against David C crying etc was too much!!!!!!!!!!!!!!!!!! ! !

[@p.b.2286]

I love that sweater

[@zaccicala2341]

Yeah I wish I could pull off that color. He’s fucking rocking it.

[@Buckinghamrabbit]

Where to cop those boots tho!!!

[@DariusShannon-c2s]

you Three are the true kings of comedy

[@SuperCisMan]

Brady needs to do more dark humor. He KILLED that sketch. Literally and figuratively

[@KarrollBarrett]

Wayne? Love is love, you rock, go out and be you

[@Countduk005]

Who went back to Skit straight after ?? 😂🔥

[@strebottocs]

In front of his barber! I understand now.

[@Doughboy14145]

😂😂😂🍃

[@emmanuelogua3685]

CLASSIC EPISODE!!!!!

[@justinv6410]

This ended up being probably the single greatest skit in televised comedy history.

[@StephenCharles]

VI Massive! Good group of talent in one room.

[@coolmoe3289]

Fact That You Can Take That Personal Slight an Create Something Awesome in Rebuttal Is What It's All About.. "RIVERSIDE M F" 😂🤣🤣🤣

[@spinningbackkick6021]

It was fk you but jumped on a plane immediately😂😂

[@coolmoe3289]

​@@spinningbackkick6021.. Exactly 💯 💯 🤣😂

[@bateslabel]

2nd greatest skit behind Clayton Bixby 😁

[@DeeMoneyXL]

Been a Wayne Brady fan since who line is it anyway. He's a great actor

[@Burhanontheranch]

Brady is a national treasure

[@bboyshotty]

i still do the "Shhh" thing too from that skit hahah

[@justinv6410]

Wayne Brady on seeing Donnell……”Oh it’s Ashy Larry.” 😂😂😂

[@drakec6781]

Look Wayne has always been dope !!!

[@DariusShannon-c2s]

king of inprove

[@rahdream]

Man stop that joke was funny! He said what we all were thinking. It was funny and glad he had a chance to come on the show and enhance the joke

[@JTheTsunami]

Can you guys believe it's been 20 years?!

[@mz6504]

It’s easily top 3……that sketch is fucking hilarious…..

[@kincamell2]

Gratitude

[@justinv6410]

When Wayne Brady goes to the family barbecue, you hear “Oh shit, it’s Wayne Brady, son !”

[@Countduk005]

Dave's Best Sketch Ever!! 😂

[@rodseay1005]

Bout to. Watched 100 times easily.

[@winfordbr]

Love this cat more now! And very nice swag!

[@luvbug877]

Mount Rushmore of comedians

[@tripledair]

“My barber came over to my spot, he’s doin ‘bizhadizhdidda…” Yeah that’s EXACTLY what it looked like he did.

[@xavier7356]

😂😂

[@SSScrewTape08]

Thanks, Senior Brady (tilde)

[@game382]

5:20 It lead to a great moment forreal

[@theRCLlama]

Cmon Wayne Brady it's not shitting on you it's a compliment to be made fun of by both of them. Especially Paul Mooney and you know thisssssss man.

[@WawaMarvel]

It’s a compliment to be made fun of about something that’s sensitive to you because the person insulting you is famous. Yea ok… asinine.

[@duduman05]

True, but he was basically calling Wayne a white person, and that was sensitive to Wayne. So it rubbed him the wrong way.

[@akaspon1]

A compliant to be clowned…wow that’s new. So if Wayne made a joke about Paul being a raypest or g@y, that would be a compliment huh?

[@yukefort8402]

@@duduman05 I know some nice white peoples

[@edgewoodaldridge]

Don’t be dense, you know the difference between joked on and being laughed at. Wayne clearly didn’t find it funny and he’s not tripping.

[@dizzyrocket8]

For a quick second Quest looked like the black Andre the Giant

[@chriscoleman2158]

“So we blah blah blah blah blah, and then da da da da da da da da da. But then, yada yada yada yada yada, and it was amazing”

[@movieclubmovies]

the Set/backdrop, looks like it is slowly falling over throughout the clip.

[@albertlittle9263]

I know you may not like the joke Wayne however it was funny to most of us funny not disparaging. And you got to admit is set up the skit that you'll did perfectly. If it wasn't for that joke what kind of skit would y'all would have came up for you on that show? I know you didn't like it again however it was brilliant because it made you have a passionate response in the skit😅😅

[@dreamquesttv]

Exactly! The joke wasn't about his "blackness", but his appeal to white audiences. Which, let's be real...IS EXACTLY WHO HE CATERED TO! Wayne Brady wasn't showing up on Def Comedy Jam. His humor was "safe". It's like saying "White people like Will Smith because he makes Kwame and A New Beginning look like X-Clan". That has NOTHING to do with Will Smith's blackness! Wayne has some unresolved issues within himself, it sounds like.

[@brittanycarriger]

When he says Dave said " I'm gonna set you up with Neal." HE'S TALKING ABOUT NEAL BRENNAN ( who is loved eternally by his fans)

[@JusBlackTV]

It was definitely a great joke.. I understand it was triggering and I even understand why but just say that don’t pretend the joke wasn’t funny is silly

[@constancereynolds3110]

Your comment is funny 😂. That's just like telling someone that doesn't like chocolate ice cream that they are wrong and it's good when actually it's their own taste buds. If the joke wasn't funny to HIM it means to him. If it's funny to YOU well then you are entitled to your opinion 🤷

[@chinortega3]

The delivery sold it lol

[@xavier7356]

Great joke

[@JusBlackTV]

@@constancereynolds3110 it’s actually not like that all and that’s a terrible analogy… but carry on

[@sEdJ1281]

One word: Gaslighting.

[@jararqualls362]

Great skit

[@theknow7557]

Just shows we can take things to far! I never understood why people thought Wayne was a sellout. Crazy successful on many platforms. Jealousy I guess?

[@britturk123]

In what way did people say that ? Paul Mooney definitely was not saying that in the sketch he was just having fun because of Wayne's wholesome family friendly show image.

[@juancolon7727]

Wayne Brady is the funniest person ever his shirt looks like a plastic fur but his legs across in the right way which means you cool Wayne Baby; that's as far as I got the wine was only $9.99!

[@ReerJSL]

Comedy is subjective, like every other form of art. Wayne Brady needs to stop saying the "joke wasn't funny" like it's a fact. It wasn't funny to YOU. It was funny to millions of others.

[@Josh-go5lu]

If it's subjective that means he can say it's not funny.

[@WawaMarvel]

Your comment is asinine as you’re proving the point that it’s not funny to the person it was about. He’s the subject of the joke, therefore ite not funny to him. Subjective….

[@ReerJSL]

@@WawaMarvel Functional illiterates will make their lack of reading comprehension your problem.

[@akaspon1]

Why would it be funny to him and why was it ok to shit on Wayne in the first place? Black people love to tear each other down which is sad.

[@ReerJSL]

@akaspon1 it's not funny to HIM. That's why he's been crying about it for 20 years. Nobody said it should be funny to him. And claim that black people like to tear each other down is a silly little lie. Paul Mooney, who made the joke, built an entire career making fun of white people. Quit crying.

[@TheHomeman]

Did he go after the Cleveland show?

[@tinnelledwards6895]

He need to do something with Eddie Murphy and Arsenio Hall like another Harlem nights or something i bet that would be dope!!!

[@Lalaloveseveryone]

As my dearly departed grandmother used to say, "A hit dog will holla." Unfortunately that was a lot of ⚫ people's opinion of Wayne Brady. Not hated, but made fun of for it. I guess Wayne saw it as bullying... which is interesting for a comic to think, imo. Maybe that joke just hit a little too close to home as far as whatever insecurities he may had been having regarding that particular subject?🤷‍♀️ I'm not that familiar with Wayne outside of knowing he was on a show I didn't watch.

[@Lalaloveseveryone]

Also, did y'all catch when he referred to himself in third person @ 2:09? 😂

[@deebo2329]

The Sketch was Hilarious… 🛑 IT

[@williamdavis8855]

Paul Mooney 😅😂.. thats the Dozens son!! But Brady you snapped back hard although not a Paul but you stated your case .Funny chit..

[@vandybates647]

Damn....wayne has a point

[@RicoSuavae]

Immediately: "Ima very petty angry person at times" (Ya it's apart of the whole comedy gig tears of a clown we get it my boy)

[@bascomusic7326]

Neal is such a genius man.

[@DODATification]

Before I write this please note that in l LOVE this sketch. Also it kinda sucks that they played into some stereotypes about black folk. They spoke on it which is dope . I just get tired of justifying how black you are by how much pain you can inflict on your folks. 🤷🏾‍♂️

[@JorgePda23]

Someone turn down the speed on Wayne Brady😂

[@earlpope5975]

Mannnnn it was a joke. And it was funny!

[@KenSherman]

My thoughts about the Chappelle show feat. Wayne Brady were: _it was a clevrer move at that time._ _At the same time I was saying it's about d- time._

[@ysahehre4316]

Tyler Perry will give u refuge, Wayne.

[@snow-uq4gx]

He said gatekeeper😮

[@jpcoleman3408]

Wayne is amazing at the many things he does, but he is too sensitive if he was offended by Paul Mooney. Still an amazing entertainer tho.

[@mrtyronehooper6525]

Hilarious Brady then in Reality he's A ALPHABET Character in Real life

[@deidrequeen3288]

The joke is he was getting a "haircut " when he saw the sketch.

[@KKk-np7ti]

Back then he had hair 🤣

[@nik-at-nite]

Being bald is voluntary for a lot of folks

[@doctorpresident5681]

Yo, Wayne, how you do this reverse aging thing?

[@fazzurri]

Money, make up, healthy diet and exercise.

[@LastWonBeats]

He still sofT!! Paul Mooney is a legend!!

[@xavier7356]

Facts

[@demarcdegasol]

@@xavier7356big fax no cap

[@WillEstate]

😂

[@llbrn80]

Your not getting the joke, Wayne! 🤔

[@louiemuhammad]

Wayne Brady's Barber ain't shit! Lol

[@AWalkDJFresh]

Ish was funny, maybe not true, but funny!

[@DubbPP]

The Pan man...

[@badmind9293]

Soft as baby shit paul is right

[@PoseyLane]

I thought the sketch was one of the funniest. Not because of Wayne Brady - but I can't believe how other actors reacted to it in a negative way -it's not that deep. I would not want to deal with actors in Hollywood or anyone in the industry. This is why Dave stepped away.

[@richbrass12]

Wayne Brady said a whole lot just to say nothing. Look it's okay to say you felt hurt by the joke because of what you went through. You can't say that you don't care if they make fun of you because they did and they struck a nerve. It's called being human

[@britturk123]

Wayne Brady is fucking brilliant lets get that out of the way first he is ridiculously talented, but the joke is just a silly joke very funny too though it is, but the fact that Wayne can be the best improvisor in what many black people probably see as a very white orientated show and what white people see as great family entertainment is credit to him he is still black and I feel Paul Mooney was mocking the show that made Wayne famous rather than Wayne himself.

[@donflo3]

Is that a hat or a Goodyear tire?

[@TheHomeman]

Sensitive guy.

[@boni_slinger]

Waaay too sensitive..and he's complained once already. Let it go bruh

[@akaspon1]

@@boni_slingerHe is retelling the story after he made amends. No one made you come to the topic if you were tired of hearing the story.

[@dtoxbrewer3696]

​@@boni_slingerHe's just telling the Story of how things went down 20 years ago it's got nothing to do with being Sensitive

[@ryenschimerman2127]

Wait the guy that carried an improv show can act?

[@britturk123]

Wayne Brady is a brilliant actor he can do it all but he is getting annoyed for nothing. Paul Mooney (R.I.P) might be many things but he knew what was funny and that cut to him in that sketch made everyone laugh like crazy it was indeed very funny. If Wayne Brady does not see Who's line is it anyway as a wholesome series that is more for white audiences especially back in the late nineties and early 2000's then he is losing his touch, it is theatrical musical improvisation for Gods sake nothing could be more aimed at the general white population. I think Paul meant that Wayne was a chameleon who could enter every household because he was multitalented and wholesome, rather than Wayne was not black.

[@britturk123]

It is also a play on stereotypes.