DONKEY: Florida Man Caught With ‘Whizzinator’ In Back Seat Of Police Car

Summary

Podcast Summary – Donkey of the Day: Florida Man Caught With ‘Whizzinator’ In Back Seat Of Police Car

Podcast: Donkey of the Day
Host: Charlamagne Tha God, Power 105.1 FM (WWPR-FM)
Episode Title: DONKEY: Florida Man Caught With ‘Whizzinator’ In Back Seat Of Police Car
Date: July 21, 2026

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Episode Overview

In this episode of Donkey of the Day, Charlamagne Tha God singles out James Shepherd, a 52-year-old Florida man, for his absurd and ultimately unsuccessful attempt to cheat a mandatory drug test while on felony probation. The episode humorously unpacks the specifics of Shepherd’s arrest, his use of a “Whizzinator” (a synthetic urine device disguised as a prosthetic penis), and the deeper cultural implications around “cultural appropriation”—albeit in a humorous, exaggerated context. Charlamagne uses the story to riff on authenticity, the absurdity of the situation, and draws a cultural comparison with Black LGBTQ communities.

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Key Discussion Points & Insights

Introduction to the Donkey of the Day (02:08–02:33)

• Charlamagne introduces James Shepherd as the Donkey of the Day, referencing his signature rule about Florida’s reputation for bizarre stories.
  • Quote: "What does your Uncle Charlotte always tell you about the great state of Florida? The craziest people in America come from the Bronx and all of Florida. And today is no exception." (02:36)
• Sets the stage: Shepherd on felony probation, required to undergo a drug test, gets caught both driving on a suspended license (violation #1) and with a suspicious apparatus attached to his body (violation #2).

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The Whizzinator Scheme & Footage Breakdown (03:33–05:18)

• Explanation of the “Whizzinator”:
  • A prosthetic penis with an internal reservoir for fake urine, typically used to circumvent supervised drug tests.
  • Quote: "A fake bladder of fake urine wired to a heating pad with a faux penis to make it look convincing." (03:57)
• Bodycam audio:
  • James's incredulity and repeated denials as officers confront him about the device.
  • Quote: "I can't believe I'm going back to jail. That really stinks, man. Why do I make poor decisions, man?" (04:24, James Shepherd)
  • Officers insist he’s on camera pulling the device from his pants, and he tries to deny it, repeatedly saying “What is it? I don’t see nothing, bro.” (04:44–04:50)
  • Officer’s frustrated reply: "James, I have you on video pulling out a pee bag and a dildo out of your pants." (04:53)
• Charlamagne lampoons Shepherd's incompetence at both crime and lying.

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Cultural Appropriation and the “Stud” Comic Comparison (05:18–09:14)

• Charlamagne humorously labels Shepherd’s use of the Whizzinator as “cultural appropriation”—riffing on terminology usually reserved for serious social issues, and flips it into a running joke about “stud” lesbian culture:
  • Quote: "The only people who should be allowed to walk around with fake penises and it not be controversial is studs. Drop on a clues bomb for all the studs out there." (05:35)
• Differentiates between sexual use of prosthetics in the Black LGBTQ community (“studs”) and Shepherd’s clumsy deceit:
  • "Studs wear the strap on dildo or the prosthetic penis during sex. And it's for all the right reasons, okay? Penetration purposes, alright. Some wear them because it aligns with how they express their masculinity... you can't adopt things like the Wizzinator just because you want to pass a drug test. Nah." (05:57, 07:43)
• Highlights that within this context, authenticity and ownership matter, mocking Shepherd for not “claiming” the device:
  • Quote: "A stud would. Neville. All right? See, some studs treat a scrap on or prosthetic as just a sex toy... they be like this, my piece, okay? They claim it, all right? They clean it like a gun, all right? Store it, make sure it's in a nice cool area." (07:43)
• Repeated revisiting of the bodycam denials for comedic emphasis.
• Charlamagne closes the segment with the classic Hamiltones “sweet sounds,” a staple for Donkey of the Day recipients.
  • Quote: "Please give James shepherd the sweet sounds of the Hamiltons. You gotta leave the handling of the fake penises to the studs, man." (09:10)

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Banter and Closing (09:14–09:44)

• Charlamagne jokes with co-hosts about his own knowledge of “stud” culture and fake penises, leading to playful banter:
  • Sam J: “He knows.” (09:20)
  • Charlamagne: "You're gonna act like we didn't consult about this. You're gonna act like I didn't ask you questions..." (09:21)
  • The group riffs on their own experiences and teases Charlamagne about his familiarity with the subject matter.

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Notable Quotes & Memorable Moments

| Timestamp | Speaker | Quote/Commentary | |-----------|-------------------------|--------------------------------------------------------------------------------------------------------| | 02:36 | Charlamagne Tha God | “The craziest people in America come from the Bronx and all of Florida. And today is no exception.” | | 03:57 | Charlamagne Tha God | “A fake bladder of fake urine wired to a heating pad with a faux penis to make it look convincing.” | | 04:24 | James Shepherd | “I can't believe I'm going back to jail. That really stinks, man. Why do I make poor decisions, man?” | | 04:53 | Police Officer | “James, I have you on video pulling out a pee bag and a dildo out of your pants.” | | 05:35 | Charlamagne Tha God | “The only people who should be allowed to walk around with fake penises and it not be controversial is studs.” | | 07:43 | Charlamagne Tha God | “A stud would. Neville. All right? See, some studs treat a scrap on or prosthetic as just a sex toy...”| | 09:10 | Charlamagne Tha God | “You gotta leave the handling of the fake penises to the studs, man.” |

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Important Segments with Timestamps

| Timestamp | Segment Description | |-----------|-------------------------------------------------------------------------| | 02:08 | Introduction to “Donkey of the Day” and story setup | | 03:33 | Detailed breakdown of the arrest and discovery of the Whizzinator | | 04:23 | Bodycam audio featuring James Shepherd’s denial and officer responses | | 05:18 | Explanation of the Whizzinator, discussion of cultural context | | 07:43 | Replaying James’s denials and further riffing on prosthetic ownership | | 09:14 | Co-host banter, closing out the Donkey of the Day segment |

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Episode Tone & Takeaways

• Humorous, irreverent, and peppered with cultural commentary and inside jokes
• The episode leverages Donkey of the Day’s trademark blend of ridicule and playful analysis, using the story as a launching pad for larger (and intentionally exaggerated) commentary on identity, authenticity, and absurdity in contemporary society.
• Takeaway: Don’t try to cheat drug tests with contraptions you don’t actually know how to use—especially in Florida.

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For listeners or readers alike, this Donkey of the Day is a quintessential example of Charlamagne’s comedic storytelling, his take on cultural discussions, and the wild, uniquely Florida kind of news that powers this legendary morning radio segment.

Transcript

[Podcast Announcer]

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[Charlamagne Tha God]

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[Charlamagne Tha God]

it's time for Donkey of the Day. There's a bunch of donkeys out here in these streets. How to make Donkey of the Day Called Donkey of the Day. It really caught me off guard. We live a Life where we bite our tongue based off who we may offend. We never would say anything. Charlemagne.

[Police Officer]

Give it to him.

[Charlamagne Tha God]

Give it to him. You are a donkey.

[Podcast Announcer]

That is why Charlamagne is

[Charlamagne Tha God]

some donkey today just saw themselves on the Breakfast Club.

[Health Segment Host]

Okay, Charlemagne, who you giving donkey of

[Charlamagne Tha God]

the day to today? Well, donkey of the day for Tuesday, July 21st goes to James Shepard, okay? He is a 52 year old man and hails from central Florida. What does your Uncle Charlotte always tell you about the great state of Florida? The craziest people in America come from the Bronx and all of Florida. And today is no exception. See, James is a cultural appropriator. Okay, what exactly is cultural appropriation? Cultural appropriation is the unacknowledged are inappropriate adoption of the practices customs are aesthetics of a marginalized or minority culture by a dominant community. In this case, James shepherd is a white man, okay? He got arrested for appropriating the culture of a marginalized community. I mean, that wasn't the exact charge. But James had a court ordered drug test because he was on felony probation. He was on felony probation for several burglaries and thefts. And he was expected to hand over a urine sample. Now we gonna get to this, you know, news report, but I need you all to know. James was on felony probation, okay? On his way to do a piss test. But he drove there with a suspended license. That's strike one. Okay, that's already a violation of the felony probation. I'm looking at a release from the sheriff's office in Florida and it says verbatim, driving on a suspended license was crime number one. Crime number two was scrapped to his groin. That's what the release from the sheriff office says, verbatim. What do you mean, Uncle Charlotte? Crime number two was scrapped to his groin. Well, that's where the cultural appropriation comes into play, okay? Because per investigators, shepherd had a jerry rigged wyzinator, okay? A fake bladder of fake urine wired to a heating pad with a faux penis to make it look convincing. Let's listen to the body body camera footage.

[Podcast Announcer]

Oh, man.

[James Shepherd (Suspect)]

I can't believe I'm going back to jail. That really stinks, man. Why do I make poor decisions, man? Poor decisions, man? Stupid, man.

[Police Officer 2]

What is this?

[James Shepherd (Suspect)]

What?

[Police Officer 2]

What is this stuff?

[James Shepherd (Suspect)]

What is it?

[Police Officer 2]

What is this?

[James Shepherd (Suspect)]

What is it? I don't see nothing, bro.

[Police Officer 2]

What is this?

[James Shepherd (Suspect)]

I don't know what that is.

[Police Officer]

James, I have you on video pulling out a pee bag and a dildo out of your pants.

[Police Officer 2]

Okay?

[Charlamagne Tha God]

I'm not stupid.

[Police Officer]

I clean this car every day. I'm responsible for what is in this car. I would know if there's a pee bag and a dildo in my car. I am frustrated because I asked you if you have anything on your person.

[James Shepherd (Suspect)]

I don't.

[Police Officer]

Okay, you did, and you're lying to me. So if you want to go down the rabbit hole lying and see where this ends up, I'm more than happy to do it.

[Charlamagne Tha God]

James Shepherd, AKA Wizinator Khalifa. Okay, if you never heard of the Wizinator, it's a prosthetic penis with a hidden urine reservoir and is primarily marketed to help people fake urine drug tests. And this, to me, is when the cultural appropriation comes into play, because the only people who should be allowed to walk around with fake penises and it not be controversial is studs. Drop on a clues bomb for all the studs out there. Okay? Studs don't do the Wiznator, though, because it's not a sexual device. As far as I can tell, Studs wear the strap on dildo or the prosthetic penis during sex. And it's for all the right reasons, okay? Penetration purposes, all right? Some wear them because it aligns with how they express their masculinity, okay? It doesn't mean they identify as men somewhere to, you know, prosthetic pee pee because they want to role play. It's just a shared fantasy. And some studs wear the prosthetic pee pee because it's their partner's preference, all right? A lot of studs don't even like when you call it a fake penis, okay? Is that true, Jess?

[Podcast Announcer]

What the hell?

[Charlamagne Tha God]

No, they don't like it because it sounds dismissive.

[Kerry Brownstein]

Yes.

[Charlamagne Tha God]

Okay, Scrap on dildos, prosthetics. That is the language, okay? And James, you ain't know none of that, okay? James didn't even know how to wear the Wizardinator for real. You heard the freaking body cam footage. He was in the patrol car complaining about his shoulder hurting. So the cop did him a solid and moved the handcuffs to the front as a courtesy. And James immediately reached into his pants, pulled that Wiznator out and threw it on the floor. And as you heard, when the cop asked him about it, when he asked him about that baloney pony, James said, and I quote, it wasn't his. Can we play it one more time, Rhett? Play it one more time.

[James Shepherd (Suspect)]

Oh, man. I can't believe I'm going back to jail.

[Charlamagne Tha God]

Three and seven.

[James Shepherd (Suspect)]

That really stinks, man. Why do I make poor decisions, man? Poor decisions, man. Stupid, man.

[Police Officer 2]

What Is this What? What is this stuff?

[James Shepherd (Suspect)]

What is it?

[Police Officer 2]

What is this?

[James Shepherd (Suspect)]

What is it? I don't see nothing, bro.

[Police Officer 2]

What is this?

[James Shepherd (Suspect)]

I don't know what that is.

[Police Officer]

James, I have you on video pulling out a pee bag and a dildo out of your pants.

[Police Officer 2]

Okay?

[Police Officer]

I'm not stupid. I clean this car every day. I'm responsible for what is in this car. I would know if there's a pee bag and a dildo in my car. I am frustrated because I asked you if you have anything on your person.

[State Farm Advertiser]

I don't.

[Police Officer]

Okay, you did, and you're lying to me. So if you want to go down the rabbit hole, lying, and see where this ends up, I'm more than happy to do it.

[Charlamagne Tha God]

Mind you, all of this is caught on camera. So you got this fake custard launching custard launcher in your pants, and you pull it out on camera and still told cops it wasn't yours. Okay? A stud would. Neville. All right? See, some studs treat a scrap on are prosthetic as. As. As just a sex toy, and they don't attach any deeper meaning to it. But other studs, though, especially the ones who are masculine presenting, they be like this, my piece, okay? They claim it, all right? They clean it like a gun, all right? Store it. Make sure it's in a nice, cool area. How do you know? And, James, this is why you are in jail now, okay? Because you can't get claim what you really not about. Okay? Being a stud isn't about rocking a wizard Nater, all right? It's a cultural identity rooted in black LGBTQ communities shaped by shared experiences and history and community. You can't adopt things like the Wizzinator just because you want to pass a drug test. Nah. You can't take the style without understanding or sharing the lived experience behind it. You don't got stud life across the belly. That's why you're lost already. Please give James shepherd the sweet sounds of the Hamiltons. You gotta leave the handling of the fake penises to the studs, man.

[Podcast Announcer]

You got a lot of information on it, though. You heard that Envy?

[Charlamagne Tha God]

I Did he know it?

[Sam J]

He knows.

[Charlamagne Tha God]

You're gonna act like we didn't consult about this. You gonna act like I didn't ask you questions. Oh, he asked you from your past life. Wow. Wow. You're gonna act like you didn't say that.

[Podcast Announcer]

Never a stud. I just dealt with one stud of my life. Like, why do I have to keep reiterating this for y'?

[James Shepherd (Suspect)]

All?

[Charlamagne Tha God]

Post that old picture of you then what? When I was in middle school getting bitches.

[Podcast Announcer]

I was getting them in middle school, y'.

[Sam J]

All.

[Podcast Announcer]

That's it.

[Health Segment Host]

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[Charlamagne Tha God]

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[Podcast Announcer]

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[Charlamagne Tha God]

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[Charlamagne Tha God]

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Okay, I don't like when you talk like that about this community. Stuff is.

[Podcast Announcer]

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[Charlamagne Tha God]

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[Charlamagne Tha God]

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[Health Segment Host]

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What up?

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