The BEST episodes written by Neal Brennan

True Hollywood Stories - Rick James
star
8.93
717 votes

#1 - True Hollywood Stories - Rick James

Chappelle's Show - Season 2 - Episode 4

Dave unveils the Love Contract and offers up the True Hollywood Story of actor Charlie Murphy, along with musical guest Ludacris.

Watch Now:Amazon
Trading Spouses
star
8.63
419 votes

#2 - Trading Spouses

Chappelle's Show - Season 1 - Episode 12

Dave delves into what would happen if couples attempted "Trading Spouses" and introduces a new family-oriented form of marijuana which contains no THC. Also featuring musical guest Blackstar.

Watch Now:Amazon
The Wayne Brady Show
star
8.44
398 votes

#3 - The Wayne Brady Show

Chappelle's Show - Season 2 - Episode 12

Dave quits his show at Comedy Central and is promptly replaced by comedian Wayne Brady. Dave returns as crackhead Tyrone Biggums, who appears as a guest on "Fear Factor." Dave also hangs out with Wayne Brady, who proves to be unexpectedly menacing. Also featuring music performer Talib Kweli.

Watch Now:Amazon
The Racial Draft
star
8.39
561 votes

#4 - The Racial Draft

Chappelle's Show - Season 2 - Episode 1

Dave runs for office and offers a look at life in slow motion. Dave also plays Samuel L Jackson in a beer commercial, and co-commentates on the first-ever "Racial Draft."

Watch Now:Amazon
The Niggar Family
star
8.39
443 votes

#5 - The Niggar Family

Chappelle's Show - Season 2 - Episode 2

Dave looks at what it would be like to have a black version of watermelon-smashing comedian Gallagher. Paul Mooney plays "Negrodamus" and Dave plays Calvin, who gets a job at WacArnolds. Also featuring music performer DMX.

Watch Now:Amazon
Introducing Tyrone Biggums
star
8.35
840 votes

#6 - Introducing Tyrone Biggums

Chappelle's Show - Season 1 - Episode 2

Dave plays crack addict Tyrone Biggums, who gives a speech to an elementary school classroom. Also featuring musical guest Mos Def.

Watch Now:Amazon
Fisticuffs
star
8.29
398 votes

#7 - Fisticuffs

Chappelle's Show - Season 1 - Episode 11

Funkmaster Flex hires a rapper, played by Dave, who keeps repeating the same non-lyrical phrases over and over again. Dave visits a kid with cancer, but takes no mercy when he plays the kid at Playstation 2. Dave also buys a camera that has the power to see people's innermost thoughts. Also featuring music performer De La Soul.

Watch Now:Amazon
Inner City Gang Wars
star
8.27
467 votes

#8 - Inner City Gang Wars

Chappelle's Show - Season 1 - Episode 10

Dave looks at one of the world's greatest wars. He also examines R. Kelly's older videos to point out the future sex crimes that are indicated in the material. Also featuring another segment of "Ask a Black Dude" with Paul Mooney and a musical performance by GZA.

Watch Now:Amazon
Black White Supremacist
star
8.25
1174 votes

#9 - Black White Supremacist

Chappelle's Show - Season 1 - Episode 1

Dave pokes fun at an annoying Mitsubishi car commercial. Dave appears in a video to show Popcopy copy store employees how to annoy the customers. Dave makes a case for hip-hop's degradation of women, which ruins the legacy of Nat King Cole. Learn how to order your very own home stenographer. Dave plays a blind, angry white supremacist who joins the KKK, but doesn't know he's black.

Watch Now:Amazon
The Mad Real World
star
8.18
559 votes

#10 - The Mad Real World

Chappelle's Show - Season 1 - Episode 6

Dave envisions what "The Real World" would be like with a black cast that includes one super white man. Also featuring musical performer David Broom.

Watch Now:Amazon
True Hollywood Stories - Prince
star
8.16
578 votes

#11 - True Hollywood Stories - Prince

Chappelle's Show - Season 2 - Episode 5

Paul Mooney provides answers about the mysteries of life as "Negrodamus." "Charlie Murphy's True Hollywood Story" focuses on Prince, as he takes to the basketball court. Also featuring musical guest Cee-Lo.

Watch Now:Amazon
The Return of Tyrone Biggums
star
8.09
490 votes

#12 - The Return of Tyrone Biggums

Chappelle's Show - Season 1 - Episode 8

Dave looks at what really happened behind the scenes of the movies "Ghost" and "Half Baked." Dave goes inside the racism present among Hollywood's animal stars. Dave also returns as crackhead Tyrone Biggums, whose friends stage an intervention and take him to a rehab center. Also featuring a musical performance by Slum Village.

Watch Now:Amazon
Slavery Reparations
star
8.07
668 votes

#13 - Slavery Reparations

Chappelle's Show - Season 1 - Episode 4

Dave gives out awards to women with great "New York Boobs" and assesses the problems that would result from offering slavery reparations. Also featuring musical guest Busta Rhymes.

Watch Now:Amazon
I Know Black People
star
8.07
270 votes

#14 - I Know Black People

Chappelle's Show - Season 2 - Episode 8

Dave hosts the game show "I Know Black People" and offers up another look at "When Keeping it Real Goes Wrong." Also featuring musical performer Erykah Badu.

Watch Now:Amazon
Wu-Tang Consulting Firm
star
8.06
555 votes

#15 - Wu-Tang Consulting Firm

Chappelle's Show - Season 1 - Episode 7

Dave takes a look at a great moment in hook-up history and shows "Real Movies" based on "The Matrix" and a grim look at "Pretty Woman." The Wu Tang Clan advertises their new financial firm, and Paul Mooney offers up another segment of "Ask a Black Dude." A Jedi Scandal is exposed. Also featuring music performer Killer Mike.

Watch Now:Amazon
Black Bush
star
8.01
211 votes

#16 - Black Bush

Chappelle's Show - Season 2 - Episode 13

Dave looks at recent world events and tries to assess the way things would have gone had President Bush been black. Dave takes a look back at the first black person in history to use a white toilet. Dave also examines a moment in the life of Lil Jon when he plays the rapper while talking to the real Lil Jon on the phone. Also featuring a musical performance by Big Boi.

Watch Now:Amazon
Making Da Band
star
8.01
264 votes

#17 - Making Da Band

Chappelle's Show - Season 2 - Episode 10

Dave takes a closer look at the P. Diddy-produced reality television show called "Making Da Band" and introduces a new children's show called "Kneehigh Park." Also featuring musical guests Snoop Dogg, and Wyclef and Q-Tip.

Watch Now:Amazon
Great Moments in Hookup History
star
7.98
578 votes

#18 - Great Moments in Hookup History

Chappelle's Show - Season 1 - Episode 5

Dave looks at "Great Moments in Hook-Up History" and is an interview guest on "Inside Chappelle's Show Studio." Paul Mooney hosts a segment of "Ask a Black Dude." Redman offers up his new "Redman Potty Fresh" toilet cleaner in a commercial, and Dave shows a commercial for "Rocka Pads."

Watch Now:Amazon
World Series of Dice
star
7.98
303 votes

#19 - World Series of Dice

Chappelle's Show - Season 2 - Episode 7

Dave and his friends have a mishap at the drive-thru. A look at the World Series of Dice. Also featuring musical guests Common and Kanye West.

Watch Now:Amazon
If The Internet Were Real
star
7.92
326 votes

#20 - If The Internet Were Real

Chappelle's Show - Season 2 - Episode 6

Dave examines what the daily life of rapper Lil John might be like and tries to imagine how the internet would look if it was an actual place. Also featuring musical guest Anthony Hamilton.

Watch Now:Amazon
Blackzilla
star
7.91
474 votes

#21 - Blackzilla

Chappelle's Show - Season 1 - Episode 9

Dave invades Japan in the sci-fi-themed "Blackzilla" and stars in his own video game. Dave also offers up a look at the "Player Hater's Ball." Also featuring musical performer The Roots.

Watch Now:Amazon
White People Can't Dance
star
7.74
367 votes

#22 - White People Can't Dance

Chappelle's Show - Season 2 - Episode 3

Dave Chappelle examines the age-old myth about white people's inability to dance. Dave tries out a new sleep aid. The Three Daves: A retrospective look at Dave at age 18, 24 and 30.

Watch Now:Amazon
Greatest Misses
star
7.71
214 votes

#23 - Greatest Misses

Chappelle's Show - Season 2 - Episode 11

Dave introduces skits that were too crazy to make the cut, including footage of a trip to the Nelson Mandela bootcamp for teenagers. Dave also imagines what it would be like if the whole world was gay. Also featuring musical guests Kanye West and Mos Def.

Watch Now:Amazon
Oprah's Baby Daddy
star
7.66
285 votes

#24 - Oprah's Baby Daddy

Chappelle's Show - Season 2 - Episode 9

Dave thinks Oprah is pregant with his child. Dave also goes into his experience as a member of the O.J. Simpson trial jury. Also featuring musical guest Wyclef.

Watch Now:Amazon
Love Those Breasts
star
7.66
687 votes

#25 - Love Those Breasts

Chappelle's Show - Season 1 - Episode 3

Dave plays an angel who shows a woman, regretful of her large chest, the error of her ways in "It's a Wonderful Chest." A shopping network spoof finds QVC selling very odd and distasteful items. Dave also shares humorous outtakes from the classic miniseries "Roots." Also featuring musical performer Talib Kweli.

Watch Now:Amazon
USA - Neal Brennan
star
7.15
41 votes

#26 - USA - Neal Brennan

Comedians of the World - Season 1 - Episode 1

It’s been a rough year for humans. But Neal Brennan’s here with thhoughtfully hilarious musings on a trip to Germany, dating in the #MeToo era and more.

Watch Now:Amazon