Freestylin' with The Roots with Dave Chappelle

Jimmy chats with surprise audience member Dave Chappelle and asks The Roots to improv songs about him on the spot.
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The Tonight Show Starring Jimmy Fallon features hilarious highlights from the show including: comedy sketches, music parodies, celebrity interviews, ridiculous games, and, of course, Jimmy's Thank You Notes and hashtags! You'll also find behind the scenes videos and other great web exclusives.
Freestylin' with The Roots with Dave Chappelle
/ fallontonight

[@TheShivedj]

real fans spot Donnell

[@ScrewWorld]

Burgers&Biceps who?

[@C3K1J8]

Burgers&Biceps good they're still close

[@toughtittypdiddy4634]

Scarface 1145 ASHY LARRY!!!!

[@sk3833]

I'm rich, Biaaaatch

[@rivera2030]

"OH SHIT THAT'S WAYNE BRADY SON!!!!!!"

[@JJRichardson_]

"I would love to come" "I bet you would Jimmy"

[@burnbobquist8999]

King of comeback :D

[@ahmedphiri9722]

I promise you I read this exactly the same time he said it

[@NickB-md1oy]

This is funny because they said it in the video and now I can press like on that specific part of the video.

[@dianeridley9804]

But you ain't invited...

[@dianeridley9804]

The Radio City residency was some platinum performances. He did a bit at the end which featured insights about Emmet Till. SEARING

[@AndreTheGiant9]

still sad that Charlie Murphy isn't sitting next to Donell Rawlings and Dave. rip

[@jassclark3018]

brother darkness

[@abrn6341]

Andres Mercado Charlie Murphy died? That's so sad.

[@raybrown847]

Dave sacrificed Charlie because Charlie was dying anyways. That's why when Charlie died. Dave re appeared

[@mmachamp16]

Holly Heaton коричневый He already came back in 2012 on Letterman n was doing shows. Nice try tho lol

[@atomusbliss]

JUST NOW NI+OTICED DONELL WAS ON THE CORNER _HBO_ AAAAND DAY DAY ON THE WIRE

[@NicoleStLouis-is2hc]

The Roots are by far the best band to ever grace a talk show.

[@raymodg.8039]

false

[@fritzruffin8054]

Paul Schaefer and the world s most dangerous band

[@biggdaddynard8087]

@@fritzruffin8054 - who ?

[@reginaldsmith2024]

Fr real. Honest it makes no sense 2 me why they on the show. They r legends!!

[@brandonmcgale4470]

​@BiggDaddyNard if your response is who rather than an actual discussion you don't have much of a leg brother

[@takafa27]

Dave is a savage for his superpower and weakness. Man doesn't even deny it 😂😂

[@saniahprater897]

Tashdeed Faruk 😂😂😂😂😂 that had my dying

[@bnalcy7018]

Saniah Prater

[@bnalcy7018]

Saniah Prater .

[@waryewarya3333]

Saniah Prater you had me dying for editing ur comment n still typing "my" instead of "me" 😂😂😂😂😂

[@davidbenjamin9400]

and Donnell's just sitting there like an oblivious fanboy. Nobody realize they're in the presence of Ashy Larry??

[@kramerep]

Long live Chappelle.

[@mtyler0810]

SancheNusS Stackhouse.... you know we can see your profile pic, right?

[@AM-ll9wg]

Matt 👏👏👏

[@mrblend]

Long Live Ashy Larry

[@sarahs5340]

He's a clone

[@davidr9239]

I'm one thousand!!

[@BabyBee2016]

Chappelle did it. He made fallon laugh for real. That is a real superpower.

[@xXShizukanaXx]

I've never heard his real laugh lmaao it's contagious

[@inspirednaija7204]

I noticed that right away, didn't think I'll ever see the day

[@PickpocketJones]

Right, because Jimmy is known for.....not breaking in the middle of the script? kzbin.info/www/bejne/fKm2qpR_jZiZqMk

[@ray2dee88]

Wait wait wait is that Ashy Larry right next to him

[@topperdepop]

Yes. Ashy Larry is frequently next to Dave Chapelle.

[@vitreo1363]

No, that's Beautiful the Hater...

[@killyan007]

Marcy Projects son, what!

[@mykmcgrane]

dawnell rawlings

[@jasontyson3658]

He told his girl he was just taking out the trash

[@ChinnyK]

His one weakness : Cambodian Breast Milk

[@xyz012]

iChinnyAce breast milk ...breast milk ...🍼🍼

[@yasirxxiii]

😂😂😂 breast milkkkk you make my dayyyyyyyeeeyyyy

[@boltgang6192]

100% cambodian

[@Turbo44mag]

iChinnyAce excellent inside (Chapelle fan) joke

[@KTT94]

clank clank

[@youtubepeace]

donnell rawlings just sittin right next to dave

[@LouMurk]

He just waiting for a turn. Donnell funny tho.

[@TheNickJonathan]

Kyle Morris you should see their interview on the break fast club and sway in the morning

[@iveywebb]

Nick Jonathan just finished that interview & Sway's interview lol 💯

[@tobit816]

Hes rich biiiaaaatch

[@daynewhitebull]

Straight posted

[@ColinDuong]

"OH SHIT! IT'S WAYNE BRADY, SON!" -Donnell Rawlings glad to see him reappearing with Dave 😉

[@chinito398]

Donnell was literally the best other than dave himself

[@mvbjuice7730]

"I'm rich, bitch!"

[@Mattdem]

Classic episode!!

[@onetimemusic6306]

that’s one of my favorite Donnell lines from Chappelle show 💀😂

[@caseyjl949]

Roots did a great job with the Beach Boys bit

[@Carlvskansas]

sounds more like a Chuck Berry song

[@cheiney]

Ever hear the song "Surfin' USA"? Beach Boys ripped off Chuck Berry's "Sweet Litttle Sixteen"

[@mackinshizzaveli4202]

MrKockNoker No it was a ripoff they had to pay Chuck almost all the royalties from the song. For samples you pay up front a set amount then you get a piece of the publishing.

[@TravelWright22]

Pianist with Attitunes CJ Lynn Chuck Berry*

[@TravelWright22]

MrKockNoker gettin defensive lmao

[@ivanriobla]

Dave Chappelle the GOAT...... Kids you're gonna learn today...

[@whoopty2034]

Scornful Greed that’s Kevin Hart🤦‍♂️

[@ulisesanzures6368]

Bill burr?

[@TheIrishBub]

That's not a Jim Breuer reference?

[@nyranstanton203]

Hes the goat of doing afterhour comedy shows for 3+ hours.

[@ontop2324]

@@nyranstanton203 yes he is

[@jovahnn]

Dave has still got it. Would love to new skits from him especially now.

[@inspirednaija7204]

4 years later.... Satisfied? 😏😏

[@justinpettit3432]

When I saw "Dave freestyling with the Roots" I thought he'd be rapping. Lol.

[@FATKIDSRECORDS]

Kids be like:" Dave Chappelle??" And I be like:" MOTHERFUCKING LEGEND!!!!!"

[@kyleellis8665]

FATKIDS RECORDS I'm 15, Chappelle is the man

[@AceLobster]

^^

[@thetalkinghead123]

FATKIDS RECORDS ive watched Dave since I was 4 😂😂

[@danhenricus]

FATKIDS RECORDS With a comment like that I can't imagine you being something other than a kid yourself. Grow up man, or else you'll set yourself up to always be behind simply because of demographics.

[@kleinaapje2947]

danhenricus I think he was admitting to that in his comment and his username..

[@erennazir646]

I see Dave chappelle, I click the video. It's simple

[@unclesam530]

happy to see Dave but even more happy to see Ashy Larry

[@aight3163]

MF DOOM!!!

[@mrsoshadabaadman]

Donnell Rawlings.

[@slomo6054]

I bet you’re also happy to see Black Thought, DOOM

[@mahyo2512]

: (

[@aseemgidwani9641]

Black thought is fucking incredible.

[@ndadzo14]

Still amazed at how The Roots freestyle like this on the spot

[@armpit_farts7327]

Honestly, from the musician standpoint its not that hard.(Not taking away from them, they are my favorite hip hop group ever, trust) But Tarik really has the harder job here. He has to take everything the person says and scribble something down real quick. Wanna see a hell of a freestyle watch Tarik(Black Thought) Freestyle on flex. Its 10 minutes of absolute perfection in lyrical/vocal ability.

[@joonashannila8751]

Uhmm... It's The Roots.. held in VERY high regard within the hiphop community, and around the world. They are not just any band. The Roots on their own have grammies, and are something that could very easily one day get inducted to Hall of Fame too..

[@matteuspittmann2720]

Always amazes me that Tonight show fans think the Roots is just this amazing band. Like bro…that’s the Legendary Roots Crew in the flesh

[@oosthakker]

?

[@kaiman593]

​@@oosthakker?

[@oosthakker]

@@kaiman593 i dont get what he is saying. He is surprises the fans think the roots are amazing but he thinks they are amazing as well?

[@Conviction072]

Literally no fucks given for Donnell Rawlings.

[@shontapl]

Conviction072 lol umm who? jk

[@WOSHIYEBO]

the way he said "oh shit it's Wayne Brady son !!!" Then got now down lol

[@kingsaintides7227]

Conviction072 cant tell by the comments

[@ayemy]

How did Jimmy find a black guy in that audience?! crazy

[@creamofthecrop5868]

LMAOO cause he’s a famous black guy

[@jcs7934]

Two famous black Man

[@alimenasria9743]

Black People have à good taste à great in actually So u ll find them in a better show ;)

[@SunkissdInk]

Umm hello you guys he's being sarcastic. He is speaking to the fact that there are NO black people in that audience therefore finding two black dudes is easy. just look at your screen. Smh.

[@alimenasria9743]

@@SunkissdInk and my answer was an explication for that

[@almerbremer4305]

Ashy Larry in da building

[@C3K1J8]

Almer Bremer I was supposed to be takin out the trash

[@bigeric1030]

Corin Jones That better not be the money from my Got-Damned purse!

[@loganleatherman7647]

I was just about to say this! Holy shit! Where is Ashy Larry! Hahaha!

[@i.m.internettroll4918]

Darnell Rawlings's sitting next to Dave thinking 💭 when he gonna interview me? I'm broooooke biatch!!!!!!

[@mandeepsekhon]

I’m actually really pissed off donnel didn’t even get a single mention

[@yobaddyobadd6415]

The ROOTS are a legendary powerful hip-hop group. Dave Chappelle is a comedian legend.

[@Unpopularopinion2024]

I never can say I've never had the urge to watch The late Show before The Roots Crew and Jimmy Fallon arrived

[@mrbeans2425]

what i find even more funny is that NO ONE in the audience seems to get his disappearing and reappearing joke except jimmy and the roots

[@justjoe842]

Childish bagambino

[@tennisdude52278]

joe lian And Hance the Rapper

[@princememphis7726]

Enhance the wrapper

[@justinfalconer6890]

Lance the Clapper

[@ellissmith23]

joe lian bruuuh yall silly asf with these comments 😂😂

[@markozimmermann3405]

Dance the Stepper

[@vaibhavtomar20]

Dave Chappelle. A man who can tell the truth and be funny.

[@fake._]

everthing feels good when Chappelle does his comedy

[@AntonioSneed]

I was waitin for Donell to yell out "I'M RICH BIOTCH"

[@killekillekille1]

its funny how the audience is controlled when to clap when to shout and they always look at the screen over the stage u can see it, always checking when they are on screen and when to smile haha hilarious

[@DannyLrides]

Robin brushh puppets

[@urmama54]

'merica

[@carlosspears633]

Robin brushh dude stfu

[@sk8mattgaming259]

This happens at a lot of televised events like these, get over it lol

[@killekillekille1]

Sk8mattGaming I know

[@OfficialDJFrequency]

The way he came up with those answers on the spot. This man is naturally hilarious

[@javiersds8081]

I love Dave Chappelle.

[@regib1992]

Jimmy: I'd love to come! Dave: I bet you would Jimmy Me: dead!

[@bahramshams]

This is literally 95% advertisement, 5% entertainment

[@davidbenjamin9400]

bahramshams and 100% funny

[@KaizerMan]

Yeah I saw the video with Tge Roots, Dave Chapelle and freestyle rapping, three things I love, but then the first half of the video had some random white chick and they only did 2 'freestyles' which were mostly just a band jamming with hardly any rapping. Overall it was kinda disappointing. Decent though I guess

[@jwdathefax377]

bahramshams It’s called “a plug” dumb ass.

[@oktyrant8953]

Fallon: Gimme the Beach Boys The Roots: Chick Berry on 3...2....

[@tage393]

Jimon Burgin its (Surfing USA- beach boys)

[@saintsimonmusic]

amaru shakur well, surfin usa is basically chuck berry's sweet little sixteen

[@wwef6lr]

I thought the same thing lol Roots going back to their roots.

[@beastiebear7231]

Only Dave can make Jimmy laugh genuinely

[@Bleek17Six]

Jimmy Starting To Look Like A Sherif From Texas With That Mustache ... 😩😂❤️ But Nah The Roots Are & Have Always Been Super Talented

[@GeneBurnett]

I love Dave Chappelle. Just seeing him makes me smile. Good to see Ashy Larry is alive and well too. ;~)

[@G.A...]

"I bet you would Jimmy" That line gets me everytime

[@kombinatsiya6000]

omfg look who's sitting next to dave!!

[@WOSHIYEBO]

the way he said "oh shit it's Wayne Brady son !!!" Then got now down lol

[@SavageOra]

IM RICH BIIIIIITCH!

[@abracadabra5636]

Eduardo Mendez beautiful - 'the ugliest playa'

[@St1ckyGreeN]

its ASHY LARRY

[@vincew4297]

Ashy Larry!!! 😂😂😂

[@85MMM]

How did I miss this 2 yrs ago! Just showed up in my feeds.

[@dr224]

Ashy Larry.

[@negativefunxian]

Jimmy's laugh here is a genuine laugh.

[@PUERTORICANBITCOIN]

We love Dave Chappelle! 👍

[@kenwolf6334]

and the Roots

[@TheJont118]

Dave is absolutely brilliant.

[@Wetwallz_45OT]

Jimmy giggling like a child when talking to Dave is everything

[@dmoore4520]

I feel like a giant sign said "CLAP!" because most of those oeople had no fucking idea who it was when he first stood up. Legendary

[@Zeemas]

It's amazing how a group of more than 6 people could click to what song they have to play in mere moments.

[@sepse7en261]

Ashy Larry just chillin'! Love you Dave, Roots Crew and Jimmy.

[@JeezusTheGoat]

Can we appreciate how great the roots are! Like their improv is amazing

[@TJ-jx6dx]

its nice to see Jimmy having fun.

[@skyd6692]

that moment you realize there will never be a players ball skit R.I.P

[@LangyBear]

im crying ashy larry out here moisturized and getting his life together, issa new day

[@jptruth2372]

the roots are so awesome, and so is chappelle.

[@evilg2010]

"The need for money," "thats when I disappear" 😂

[@AidanDotDash]

I love how dave just blends in with the public

[@mikecantreed]

Does he? He’s literally one of the biggest celebrities on the planet wearing $2000 sunglasses indoors

[@mazieferreira7757]

Dave Chappelle is awesome!

[@m15try45]

who else is just in awe of how impressive and talented The Roots are?

[@kledhs2890]

Disapearing for long periods of time...GOLD

[@GtLukero]

Dave Chappelle is a genius. Nobody still knows why he walked away from that deal a decade ago. Only he knows the real reason and how he came back even stronger is legendary.

[@seth4599]

On my 21st birthday I went with my buddy to NYC and we ended up getting tickets to see Donnell Rawlings (aka Ashy Larry) doing stand-up at the Laugh Factory. Totally spontaneous, and a great memory. Also, that one guy over Dave's shoulder has no idea who he is. Haha.

[@mrloboloco702]

YOOOO ASHY LARRY IS THERE TO XD

[@hehexd-do7ne]

I love Dave, I love Donnell, I love The Roots, and I love Jimmy. Life is good. Alhamdullah ❤️

[@AntagonisticAltruist]

I have a whole new appreciation for Wayne Brady, Laura Hall, Linda Taylor and some of the other Whose Line cast that are right up there with Brady in music improv skills.

[@nuyou21]

Man I love me some Dave Chappelle, its good to have him back!

[@trumpetfriday8971]

So that's how actually Fallon sounds when he REALLY laughs 4:01.

[@cullencochran3393]

Dave's so real he almost broke Jimmy out of his illuminati induced trance.

[@tylerdeveneux6868]

He even brought Donnell Rawlings (Chappelle's Show, The Wire) with him

[@28121sdfsfsf]

Do yourself a favour and KZbin "Black Thought Freestyle". You're Welcome!

[@Deezy_Ankh]

Ten minute freestyle at funk flex 🔥🔥 🔥

[@moonmanvic]

Too beautiful.

[@boulshyte8932]

"That's when I reappear" lmao

[@loveislife77]

The dude next to Dave Chappelle is the "I'm rich bitch!" guy...

[@caseypalmer5583]

When did Ned Flanders start hosting The Tonight Show?

[@ellalivingston3947]

That girl in the back at 2:23 oh lorrie 😂😂

[@Randomgeneratedhandle]

No one gives a fuck about Donnell Rawlings XD The guy was in "The Wire" yo! Show some luv

[@whitneydenise]

Dave and Donelle rawlings will forever be best friends

[@lindabeumle1064]

they are all so talented🔥🔥🔥

[@chocolatejiggles15]

Don't forget Hance The Rapper

[@rogerjackson9401]

Jimmy is not

[@scottioso6]

2:40 lol omg he should have said he was a struggling comedian😂

[@garymiller9515]

Oh Dave I wish you had your own sketch show again, still just as funny as you've always been 🙏🏽🙏🏽👍🏽

[@KjAllen1]

He may bring it back

[@TheBoneduster]

LOL at the lady in the blue top to the left who looks completely unimpressed that Dave Chappelle is standing in front of her

[@AntiChangeling]

"Disappearing for long periods of time." I think he's already got that one on lock. It's kind of sad that he seems to feel trapped by the money, now. I wonder how the Dave from 15 years ago would feel about the Dave from 2017...

[@plushpuppy32]

AntiChangeling He has a family. Once you have a family you need money

[@lapisstories]

AntiChangeling Horrified. He was not into fame

[@NMarsden]

0:31 WE ARE LIVING CLOSE TO PENSACOLA, FLORIDA!!!!!! YAYYYYYY!!!!!!

[@flogoph13]

The Roots are just absolutely amazing man, unbelievable talent

[@JasonL77]

Anyone notice that it took the woman behind Dave a few seconds to recognize Dave Chapelle? He said “My name’s Dave.” and about two or three seconds later, she says “Oh my God!”

[@Joe-zb9ps]

They should've made a freestyle about Amy Schumer.... But with the same lyrics as Dave's☕️

[@billjoat]

The Roots are the BEST!!

[@Yinkv]

4:48 Donnell’s laughter 😂

[@ralphmel9739]

Jimmy crosses the entire row of people making them squirm around in their seats just to get to Dave lol 😂 ha

[@fives914]

Dave went away smoked a million cigarettes and now the decibels of his voice are lower. or he is a clone

[@eveh1458]

4:16 That was the cutest laugh omg

[@JETBLASTIX]

Jeez the roots are good.

[@chandraec]

Best band, best comedian, best late night show host!

[@bulk-slap7920]

That mustache on Jimmy just looks fake as hell. Not a good look

[@lailaking8967]

Hulk-Slap ii

[@rameses1979]

Donnell: "I'm rich biotch, pan pan" 😁😁😁

[@tenspeed234]

"I bet you would jimmy" LMAO