Episode 166

full
Published on:

22nd Jul 2026

The Oscar-winning pimp movie that got slept on (Hustle & Flow Recap)

Here are highlights of our original 2024 episode on Hustle and Flow, the 2005 classic starring Terrence Howard, Taryn Manning, Anthony Anderson, and Taraji P. Henson.

Topics discussed:

🎤 Pimps, rappers, and transferable skills

🎭 DJay (Terrence Howard) and his endearing qualities

✊🏻 Nola (Taryn Manning) and the most powerful scene in the film

🥤 Making a hit song with drink holders and old pantyhose

🏆 DID YOU KNOW: Terrence Howard was nominated for an Oscar, and Whoop That Trick actually won it? (Listen to hear which rap group was the first ever to win an Oscar.)

Also check out:

Our original episode on Hustle & Flow

Credits

Hip Hop Movie Club is produced by your HHMCs JB, BooGie, and DynoWright. Theme music by BooGie.

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Don't hate...illuminate!

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Transcript
Speaker:

A pimp with a song in his heart.

2

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Is there any other kind?

3

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But can DJay get “Whoop That Trick”

onto a demo tape for the world to hear?

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Today on Hip Hop

Movie Club, Hustle and Flow.

5

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if crack dealers can be successful

rappers, why not a pimp?

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Ice-T was one. So there you go.

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I was going to say

there have been other instances of pimps

8

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that become rappers

or the two professions cross paths.

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Well, people talk about

I don't know how true it is,

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but they like to think of themselves

as pimps.

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Too $hort was one as well.

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I don't know if he was really a pimp.

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There's mixed

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theories about that or not.

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But yeah, definitely a believable story.

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You get your grind and

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the two can be somewhat related.

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So we want to.

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Transferable skills!

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Yes, exactly.

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The main character is DJay,

played by Terrence Howard, who is the pimp

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who has hustle and adding the flow.

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What would you say

was his most endearing quality?

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What made him who he was?

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BooGie, want to kick us off on that one?

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Sure. I think.

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DJay’s persistent.

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I mean, the guy knows how to,

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quote unquote, hustle.

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He's a survivor.

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He knows how to go out there

and make money.

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He knows how to make those ends meet

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That was a pretty intense scene.

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And he said, I'll do something for you.

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I'll get you in front of the microphone

and have you be part of this.

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That was intense.

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Yeah, to piggyback off

with that scene

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with Nola, man,

I mean, he was trying to calm her down.

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There was one line that she said in

that exchange that really stuck with me.

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She looked at him and she said, D,

I know when you're messing with my head

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because I let you, because sometimes

my head needs to be messed with.

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But right now just don't, okay?

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It's like, wow, it was like that was.

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Very good.

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Because she let him know,

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like, this scene, like you're

not as sharp as you think you are.

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Yeah. Yeah.

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You say things.

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I listen to you,

but I also let things happen.

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Not because of what you said,

but because in my head,

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I'm trying to find a way to escape

what’s going on in reality.

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I was like, Wow. Yeah, He's not so slick.

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Yeah, you

not as slick as you think you are.

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Yeah.

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The actual writing session

that turned into Whoop That Trick.

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As a musician,

I appreciate the process of creating music

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and I really appreciated the DIY

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nature of having a stack of drink holders,

making that the

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the soundproofing and the pantyhose pop

filter - it actually works. So

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audio producers out there

with low budgets, get yourself some

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pantyhose with runs in it.

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And working out the beat on the MPC,

that's real.

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Yeah they let the beat build.

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There was a funny quote that I recorded

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from Key's dialogue.

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Anthony Anderson's

character said There's two types of people

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those that talk the talk

and those that walk the walk.

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People who walk the walk sometimes talk.

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The talk, but most times they don't

talk at all because they walkin’.

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Now, people who talk the talk,

when it comes

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time for them to walk the walk,

you know what they do? They talk.

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They talk. People like me to walk, walk.

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I was just like, What?

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My head was spinning,

but it made a lot of sense.

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It did eventually make sense.

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It did make sense.

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Terrence

Howard was nominated for the Academy Award

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for best actor for his role as DJay.

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And do you remember

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“It's Hard Out Here for a Pimp” won

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one of the awards for Best Song.

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Best Original song.

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Original song, Yeah.

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By Three 6 Mafia, right?

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So ding, ding, ding, ding, ding. Ding.

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You guys want to go round do ourratings

for the film Hustle and Flow?

87

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All right, Boogie,

88

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bring that funky flick back

(Bring that funky flick back)

89

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or leave it in the vault.

90

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Bring that funky flick back.

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DynoWright?

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Bring that funky flick back.

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Myself.

94

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Whoop That Trick.

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I mean, bring that funky flick back.

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This is very entertaining.

97

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Musical.

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It had

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drama,

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intensity, violence, music, hip hop.

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It's checked

all the boxes you bring it back.

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It's one you should see.

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This is definitely worth watching.

104

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Bring it!

105

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C’mon!

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Hip Hop Movie Club is produced by your

HH emcee’s:

107

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JB BooGie

and DynoWright Theme music by BooGie.

108

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Bring it!

109

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C’mon!

110

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Check us out on Facebook and Instagram

at Hip

111

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Hop Movie Club.

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Bring it!

113

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C’mon!

114

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Shout out to your listeners.

115

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Thanks for tuning in.

116

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Remember, don't hate illuminate

117

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illuminate. Light it up!

Show artwork for Hip Hop Movie Club

About the Podcast

Hip Hop Movie Club
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