Is White-Face Cool Again?
2 Bears, 1 Cave with Tom Segura & Bert Kreischer
September 8, 2025
- Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! We're sorry, guys! Tom and Bert are back in the cave with a full plate: Druski’s viral NASCAR “whiteface” sketch and the art of deep-cover character work, a big “Would you die for your country?
Speakers Tom Segura, Bert Kreischer
TopicsComedySociety & Culture
Tom Segura (0:05)
Welcome to another episode of Two Bears, One Cave. We apologize, but we are back. Yes, we've reached out to Stavi and Chris and other people, and we'll see what their avails are. But for this week, it's us.
Bert Kreischer (0:25)
We're so sorry, guys. We're so sorry. I feel so bad that you guys have to listen to us.
Tom Segura (0:31)
I do too. And you don't have to.
Bert Kreischer (0:32)
I actually worked a little hard this week, because I was like, yeah, yeah, yeah, because I was like, well, there's a lot going on, but I was like, I'm going to bring in good talking points.
Tom Segura (0:42)
Good talking points, good energy.
Bert Kreischer (0:43)
Good energy. We're starting with Blackface.
Tom Segura (0:47)
Okay.
Bert Kreischer (0:47)
Or not Blackface, Whiteface, Druski.
Tom Segura (0:51)
Oh, yeah, yeah, yeah.
Bert Kreischer (0:51)
We can talk about Druski, we can talk about Would You Die For Your Country? Great conversation points right there. Us being OnlyFans pimps, great idea. Great idea.
Tom Segura (1:00)
That's good, that's a good idea.
Bert Kreischer (1:01)
We can talk about Florida State and how LeeAnn and I got into a huge fight moving Isla into college.
Tom Segura (1:09)
This past like over the weekend?
Bert Kreischer (1:10)
Over the weekend.
Tom Segura (1:12)
Oh, that'd be, I'm very excited. I will say this, I got to tell you, there's certain like formats, mediums that people are just fucking so good in. Dude, Druski doing these sketches that he's been doing for a long time now, he's so goddamn good at them.
Bert Kreischer (1:28)
He is, the future, right now if you're sitting on your couch going, I want to get into comedy, don't ask me and Tom, we're dinosaurs, which I'm not even sure we're real, but we're dinosaurs. Ask Druski.
Tom Segura (1:41)
Yeah, that guy is like, I mean, I remember watching his TSA, if you've ever, if you ever checked out his shit, the way that he just throws himself into these things, and I remember asking him, I was like, he was like a TS, he did the podcast.
Bert Kreischer (1:58)
Wait, for real?
SPEAKER_3 (2:00)
Yeah. Yeah.
Tom Segura (2:01)
Yeah.
Bert Kreischer (2:01)
So was he good?
Tom Segura (2:03)
He was great. Yeah, dude, he's, he's super engaging, super funny, really smart guy. But he was, he did the TSA one where he was like, why is it, why are TSA like, or like, you know, the, like the wheelchair people at Atlanta airport, dude, he actually just went to the airport, threw on an outfit and then was wheel chairing people who thought they could hire him. But like all while staying in character, he just nails this character shit and the world of it so well. And this latest one where he's at a NASCAR event, dude, he's, it's, he's so funny. That guy's phenomenal.
Bert Kreischer (2:40)
So wait, okay, so first and foremost, I gotta be honest with you, the star of that is not Druski.
Tom Segura (2:47)
Yeah.
Bert Kreischer (2:48)
The star of that is the person who did his hair and makeup. Well, yeah, that it was, that was fucking phenomenal. That was so good. A sunburn, a wife beater sunburn on a black guy is chef's kiss. It was so good.
Tom Segura (3:04)
Have you seen his like Roll Tide one where he would go to the only, like he would go to Bama games and he would befriend like these hardcore Bama fans and especially this one guy that, you know what I'm talking about? Have you seen him do his?
Bert Kreischer (3:23)
I'm kind of late to Druski. I'm to be honest with you.
Tom Segura (3:26)
This right here, okay, when he was this guy, he made a friend who didn't understand, that guy didn't think he was black.
SPEAKER_3 (3:34)
Are you serious?
Tom Segura (3:36)
And he's not even in, he was just like, yeah, this dude's the best and then.
Bert Kreischer (3:39)
I will in the death.
Tom Segura (3:46)
This guy thought that Drusky was just tan. And was like openly like, yeah, fucking blacks.
SPEAKER_3 (3:57)
But he had no idea, he had no idea.
Tom Segura (4:00)
It's unbelievable.
Bert Kreischer (4:01)
Were you waiting for Drusky to drop an N-bomb?
Tom Segura (4:05)
Yeah, of course, I think he does.
Bert Kreischer (4:06)
No, he doesn't. He does, he does something.
Tom Segura (4:09)
Oh, no, not in that. I'm saying in the Roll Tide one.
Bert Kreischer (4:11)
No, no, no, in the Nascar one. The Nascar one, I mean, it really honestly had me sit up out of bed and think, like think globally about it. He does something way worse than saying the N-word. He spits on a black guy and says, boy, are you lost to a black guy. And it was, that was like, that was crazy. That's, I think that's, that's, I mean, this is just great character role playing. He's calling people meemaw. He's got them sitting on a lap smoking cigarettes.
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