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The Bert Show

Vault: The Halloween Costume That Tore a Family Apart

The Bert Show

The Bert Show

News, Comedy, Entertainment News, Society & Culture

4.14.4K Ratings

🗓️ 6 May 2026

⏱️ 14 minutes

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Summary

Vault: The Halloween Costume That Tore a Family Apart

Transcript

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0:00.0

Get it. The Bird Show.

0:01.8

All right, here is a different Anna here, and she does not need to be on the foist

0:05.6

disguiser, but I think Melissa made the point that we get calls like this every single year.

0:09.5

These gender-crossing sort of costume called?

0:12.5

Yeah, and I'm assuming the child is young, but usually a lot of times a young kid will take, you know,

0:19.1

there be a movie or a TV show or some character that they love love and a little boy and little girl aren't thinking about the fact that they love a little boy or a little girl character. They just love what they love. And so for Halloween, they want to dress up like their favorite characters. And it seems that every year we take a call from a mother of a husband who is upset that their son wants to dress up like a girl for Halloween.

0:38.3

Good morning, Anna.

0:39.3

Hi, how are you?

0:41.3

Good, how are you?

0:43.3

I'm okay.

0:45.3

What's going on? You sound so beat down already.

0:48.3

Oh, sorry.

0:50.3

Yeah, I just, I have a five-year-old boy, and he loves Hannah Montana, loves Miley Cyrus,

0:57.0

as most kids do.

0:59.0

And he wants to dress up as her for Halloween.

1:03.0

And I feel like, you know, he wants to be five, like he should be able to do whatever

1:09.0

he wants and dress who he wants to dress. I mean, he's just really, really, really wants to, and he's told me for a very long time that's who he wants to be for Halloween.

1:17.0

And my husband, who is a very manly man, a guy's guy, does not want him to do it at all.

1:26.3

He's freaking out about it and says absolutely not. And, Bert, you said that once kids get this idea in their head, whatever it is, they are like stuck on it. Pretty much locked and loaded. This thing, do you remember this happened with Hayden a couple of years ago, too? I forgot what character he wanted to dress up him, but it was a feminine character. Is it like Dora or something? It might have been. But didn't that cure itself? Like did you present him with two options and he chose the other one or something? No, he turned around when, I mean, inevitably, I was like your husband. You know, I was all self-conscious about it all. So I'm like, my son is gonna dress up like Dora? Come on, really. But then as it got closer and closer, I just said, you know, he's your son or it's your daughter and you got to do what you got to do. If that's what they want to do, then even though in your own heart, you may be embarrassed, you got to walk door to door and knock on every door and not show your face that night is what you got to do. And I told him, you know what? I it let's do this man if that's what you want to do then we're gonna knock on the door to door you be door and I'm right there next to you and he changed his mind like that and how it was that then he went as you said it was cool he went with something else you think he was trying to rebel I don't know I guess maybe that's a five-year-old's way of rebelling. I don't know. Maybe. Yeah. Hollis is bringing nunchucks to school and Hayden's going to dress like a woman. But they each have their way. So I don't know where to go with this, Anna. I mean, is he that against, is your husband that against it? Like there will absolutely be no hand of Montana costume. Oh yeah, and he didn't say this to him.

2:51.3

He said it to me.

2:52.4

So I'm the one who's supposed to tell him absolutely not even though for the past i don't even know how long he's been saying i want to be that for halloween mommy i want to be that for halloween and you know i'm going to go to door to door with and my husband is in the military so he's not he's every other weekend, so he's actually not going to be in for Halloween.

3:09.1

So I'm going door to door with him, and I don't have a problem, but he is absolutely not, like, it is not going to happen, and you have some that cannot happen, and so I just feel awful. You know, I don't really know how to tell him. Here's my theory on this kind of thing, and I don't know how you can talk your, if this will help with your husband at all. You know, chances are pretty good your son is never going to remember his fifth birth or the fifth Halloween, and he's never going to remember this Hannah Montana thing. But the way that I parent now is like, I know they're not going to remember things, but I think they feel it in their soul and their heart. So what I needed to tell Hayden that year really was, no matter what you're all about,

...

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