Vault: All or Nothing Trivia on well endowed men Part 4 - The Bert Show

Summary4 min read

The Bert Show: "Vault: All or Nothing Trivia on Well-Endowed Men Part 4"

Date: July 20, 2026
Cast: Bert, Kristin, Abby, Cassie, Tommy & The Bert Show Cast
Episode Theme:
A humorous and lively installment of the Bert Show’s “All or Nothing Trivia,” where listeners compete to correctly name the five most “well endowed” male celebrities in Hollywood for a chance to win a growing prize bundle. This episode is part four of the challenge, delivering real-time laughs, playful banter, and escalating stakes as listeners get closer to solving the puzzle.

Main Episode Theme & Purpose

Summary:
The Bert Show crew continues their "All or Nothing Trivia" focused on identifying the top five most "well endowed" male celebrities in Hollywood—according to circulating pop culture rumors. Listeners call in to make their guesses, with the show tracking how close each contestant comes to hitting the elusive five—all for a mix of escalating prizes and priceless bragging rights.

Key Discussion Points & Insights

1. Prize Recap and Game Rules

[01:09] Bert:

"At this point, you want to win all or nothing trivia for the bragging rights... But we're still adding new prizes every day because today now you get Lady Antebellum tickets."
Current Prize Pot Includes:
- Lady Antebellum concert tickets
- $50 from Fideaux
- 60-minute massage at Intercontinental Buckhead
- Tickets to see John Mayer

Game Mechanics:

Listeners must call in and list five names of Hollywood’s most “well endowed” male celebrities.
No partial answers revealed: The show only tells how many are correct, not which.
The segment is played with tongue-in-cheek humor and good-natured embarrassment.

2. Listener Call-Ins & Guesses

[01:44] Cynthia’s Guess:

Ashton Kutcher, Jamie Foxx, Leonardo DiCaprio, Jesse James, Ron Jeremy
Result: 3 correct
[01:57] Bert: “You got three. Three, three. Okay. Thank you.”

[02:10] Chuck’s Guess:

Ashton Kutcher, Jamie Foxx, Leonardo DiCaprio, Ewan McGregor, Colin Farrell
Result: 3 correct
Quote
- Chuck: "I'm pretty embarrassed about this whole thing here."
- Bert: "Well, if you get it right, dude, it'll pay off big time... you'll get over it."
- After losing: “Yay, I got three penises, right? Woo!” (02:50)
- Bert: “At least I have two balls. Save that too.” (02:53)

[03:14] Amy’s Guess:

Ashton Kutcher, Leonardo DiCaprio, Jamie Foxx, David “Archuletto”, David Clark
Result: 3 correct
Show banter:
- Kristin: “You’re not even allowed to guess Archuleta. Or call him Archuleto when you guess.”
- Bert: “Maybe David Archuleta is someone we know we’re not familiar with.” (03:30)

[03:38] Carol’s Guess:

Jamie Foxx, Ashton Kutcher, Leonardo DiCaprio, Brian Austin Green, Jared Leto
Result: 3 correct
Quote:
- Carol: “Those are wishful thinking.” (03:59)
- Bert: “You got three, right. Don’t be mad.” (04:03)
- Carol: “Thanks, Bert. You jerk.” (04:08)

[04:13] Denise’s Guess:

Leonardo DiCaprio, Ashton Kutcher, Jamie Foxx, David Spade, Jamie Kennedy
Result: 4 correct
Quote:
- Denise: [Excitedly] “You got four right!”
- Bert: “All right, she didn’t win, but she’s feeling like today’s champion. We’re close. We’re very close right now.” (04:32)

Notable Quotes & Memorable Moments

Bert (regarding the awkwardness of the topic):
"Well, if you get it right, dude, it'll pay off big time. There’s so many great prizes now...” [02:21]
Chuck (embracing the awkward):
"Yay, I got three penises right? Woo!" [02:50]
Amy, flubbing a celebrity name:
"Archuletto. Sorry." [03:19]
Kristin (about the wild guesses):
"Those are wishful thinking." [03:59]
Carol (in mock disappointment):
"Thanks, Bert. You jerk." [04:08]
Bert (on Denise’s near-win):
"She didn’t win, but she’s feeling like today’s champion. We’re close. We’re very close right now." [04:32]

Timestamps for Important Segments

[01:09] Game rules recap & new prizes revealed
[01:44] Cynthia’s guess (3 right)
[02:10] Chuck’s guess and classic banter (3 right)
[03:14] Amy’s guess with pronunciation mishaps (3 right)
[03:38] Carol’s guess—wishful thinking? (3 right)
[04:13] Denise gets impressively close (4 right)

Tone & Style

Humorous, cheeky, and good-natured
The cast plays off each other's jokes, embracing the show's signature informal and authentic energy.
Listeners join in the spirit, displaying both embarrassment and eagerness for the win.

Closing Observations

While no one clinched the elusive five-out-of-five, the segment closes with growing anticipation as Denise makes it to four correct guesses, sparking more wild speculation and playful competition. The Bert Show continues to deliver on its promise: plenty of laughs, camaraderie, and an easy escape for listeners—one awkward guess at a time.

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[00:00]
A
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I mean, we're a week into this thing, so if you get it, it's like I was the one on Q100 that got it. But we're still adding new prizes every day because today now you get lady antebellum tickets. Oh, awesome. May 15 Aaron Amphitheater. So we're adding that to the $50 that we gave you from Fideaux. The 60 minute massage at the Intercontinental Buckhead and the tickets to see John Mayer. So this is all there for the taking? That's right. If you can get all five of. And again, we are looking for the five most well endowed celebrities in Hollywood. And you have to. You have to call up with five names. If you get some wrong, we're not going to tell you the names of the ones that you got right. But we will tell you how many you got right. We got close yesterday on starting a real pattern. Here is Cynthia. Good morning. You are the first this morning on all or nothing trivia. Hey. Hey. Are you ready for my pick? We are so ready. Okay. Ashley Kutcher, Jamie Foxx, Leonardo dicaprio, Jesse James and Ron Jeremy. All right, you got three. Three, three. Okay. Thank you. Thank you. She was listening yesterday. Here's Chuck. Hey, what's going on? Sup, Chuck? Hey, Chuck. How are you today? I'm doing all right. Y' all good, man? What's going on? Great. A bunch of nothing. I'm pretty embarrassed about this whole thing here. Well, if you get it right, dude, it'll pay off big Time. There's so many great prizes now, so you'll get over it. All right, so we got Ashton Kutcher, Jamie Foxx, Leonardo DiCaprio, Ewan McGregor and Colin Farrell. You got three, right? That's it. I mean, you're all nice to me and then you get it wrong, you just hang up. Dude, what's he gonna say? Yay, I got three penises, right? Woo. Save that. Save that. At least I have two balls. Save that too. Save that. Good morning, Amy. You are on the Burt Show. All or nothing trivia. Hi. I love you guys. Thank you. All right, I need five names of the most well endowed celebrities in Hollywood. You. You got to guess all five, right? Okay. Ashton Kutcher, Leonardo DiCaprio, Jamie Foxx, David Archuletto, and David Clark. Oh, my God. You're not even allowed to guess Archuleta. Or call him Archuleto when you guess. Archuleta. Sorry. You know what? We thought David Archuleta, but maybe David Archulet o is somebody we know we're not familiar with. Yeah, you got three, right. Okay, thank you. Should have swapped out Archuleta for Bieber. Oh, Jack, no. Don't talk about that. Good morning, Carol. You are on the Burt Show. Good morning. Hi. Good morning. How are you? Good. How are you guys? Fantastic. Good. Okay, so here's my guesses. Bring along Jamie Foxx, Ashton Kutcher, Leonardo DiCaprio, Brian Austin Green, Jared Leto. Those are wishful thinking. You got three, Right. Thanks. Thank you. Don't be mad. Thanks. Thanks. She thought she had that. Thanks, Bert. You jerk. Denise. Yes. Good morning. Good morning. How are you? Fine. How are you? Fantastic. Are you ready for my guesses? We're right here. Let's do it. Okay. Leonardo DiCaprio, Ashton Kutcher, Jamie Foxx, David Spade, Jamie Kennedy. You got four, Right. Okay. Nice. Thank you very much. All right. Thank you. All right, she didn't win, but she's feeling like today's champion. We're close. We're very close right now. The Birch show, babe. Did you see that? Motocasino is giving a 1,776,000 worth of prizes. That's why they're called America's social casino. Celebrating the birth of America. Bigger than anyone else you can win. Incredible experiences at NASCAR and F1 races and a grand prize of 1 million sweeps coins. So what are you waiting for? Spin now on Motocasino. Download the Motocasino app Today. Moto Casino is a social casino. But we're prohibited to purchase necessary visit Moto us for more details. Moto Casino America's social casino. Hey, it's your ceiling vent. So I'm dripping. Could be the rain. 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