Vault: She's Certain Her Boyfriend Exposed Her On Purpose

Summary

The Bert Show (Pionaire Podcasting)

Episode: Vault: She's Certain Her Boyfriend Exposed Her On Purpose
Date: December 30, 2025

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Episode Overview

In this episode of The Bert Show, the cast tackles a listener’s relationship dilemma centered on a deeply embarrassing and potentially betrayal-laden incident. Ashlyn, the caller, describes how she ended up naked in front of her boyfriend’s roommate—possibly due to her boyfriend’s insistence she didn't need to wear clothes to fetch water, assuring her no one else was home. The episode explores whether this was an innocent miscommunication, an example of immature male humor, or an act of disrespect with sexist undertones. The hosts and callers discuss relationship boundaries, maturity, respect, and the thin line between jokes and humiliation.

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Key Discussion Points & Insights

1. Ashlyn’s Incident: What Happened?

• Ashlyn recounts (02:04) that she’s been dating her boyfriend for two months, often staying at his place which he shares with two roommates.
• Late at night, the boyfriend asked her to get water, insisting she didn’t need to get dressed because "nobody's home."
• In the kitchen, she unexpectedly encountered his roommate, Brad, while not wearing any clothes, leading to her mortification.
• When she told her boyfriend, he laughed instead of comforting her, which made her feel even worse.

2. Was it a Set-up?

• The cast explores if the boyfriend orchestrated the event as a "joke" for his roommate’s benefit or if it was just unfortunate timing.
• Crash (regular contributor) expresses doubt it was intentional, citing age (he’s 25, Ashlyn is 24) and not seeing a real incentive:

  "It doesn't sound like something that you would do on purpose. I mean, I wouldn’t want my roommates…" (03:09)

• Contrasting this, some hosts and callers feel the boyfriend’s insistence Ashlyn stay undressed—and his subsequent laughter—could signal intention or, at a minimum, gross insensitivity.

3. Disrespect and Relationship Red Flags

• Jennifer asserts:

  “If it was intentional… it’s disrespectful, because it’s like he was making a mockery of you so that you can be the funny little joke between him and his buddies. I just think that’s totally disrespectful. And that means that he’s not serious about you.” (05:38)

• The hosts probe whether men share intimate or sexual details when not truly serious about a partner, drawing a boundary between 'locker room talk' and genuine respect.

4. Male Humor, Maturity & Double Standards

• Crash and Drewski defend the likelihood of immature, "potty humor" motives:

  “Yeah, I mean, it’s kind of… It’s kind of funny. I mean, if he knew one of his roommates was home and you were completely naked—That’s not funny at all." (04:04)
  “Yeah it is mean. Well, I don’t think he meant like mean-mean. I just thought it’s a guy’s sense of humor. We're, you know, we're like that. …We’re amoebas.” (04:11-04:18)

• The contrast between gender dynamics about discussing partners in private is debated, with women and men accused of similar indiscretions but perhaps for different reasons.

5. How Should Ashlyn Respond?

• The show's advice centers on communication and introspection:
  • Ashlyn should have an honest conversation with her boyfriend about her discomfort and boundaries.
  • If she’s not satisfied with his response or feels ongoing disrespect, it may be time to reconsider the relationship ("At two months, it’s a lot easier to leave than it would be in two years." – Dave, 08:37).
• Dave highlights the importance of maturity and compatibility, noting that reactions in small conflicts are often revealing:

  "People just don't all of a sudden 6 months change into these mature human beings. You're getting a look at him, you know, and his reaction to things like this..." (08:37)

6. Community Call-in & Final Thoughts

• Callers reinforce the central issue as one of respect and how partners respond to each other’s vulnerability and discomfort:
  • Drewski admits at 42 he's "way beyond the potty humor kind of crapola" and wouldn't disrespect a serious partner (10:19).
• There is recognition that Ashlyn may never know for sure if she was set up—but her boyfriend’s reaction and attitude are what really matter moving forward (14:27).

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Notable Quotes & Memorable Moments

• Ashlyn (on humiliation):

  “I freaked out, ran back in, ... I don't know if he did that on purpose. I don't know if that's something like guys do... I was so humiliated.” (02:34-02:53)

• Jennifer (on respect):

  “If they plan to be with this woman for a really long time, then they’re not going to talk about their sexual escapades with that woman.” (05:38)

• Crash (on men’s humor):

  “We’re amoebas.” (04:18)
  “It’s almost like potty humor right now.” (07:41)

• Dave (on relationship growth):

  “You’re getting a look at him, you know, and his reaction to things like this...” (08:37)

• Drewski (on maturity):

  "Let me say this. Me, I’m 42 years old, so I’m way beyond the potty humor kind of crapola. And I wouldn’t disrespect my woman like that because...I love her and I’m gonna marry her. That’s me." (10:19)

• Host/Interviewer (on respect):

  “I think that just, it’s so disrespectful and so indecent to do to somebody that you really care about.” (12:43)

• Dave (about the boyfriend's reaction):

  “She’s mostly upset by the fact that he laughed when she came in and she was upset. That’s what she’s upset about.” (12:49)

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Important Timestamps

• 02:04: Ashlyn details the incident and sets the scene
• 02:53: Initial reactions and speculation about boyfriend’s motives
• 04:04 – 04:18: Men’s perspectives on humor and intentionality
• 05:38: Jennifer discusses disrespect and seriousness in relationships
• 07:41: “Potty humor” and the maturity debate
• 08:37: Dave’s advice—now is the time to seriously evaluate the relationship
• 10:19: Drewski discusses respect and maturity in relationships
• 12:43: Host underscores the indecency of setting up a partner
• 12:49: Dave highlights the crux—Ashlyn is upset by laughter, not just the incident
• 14:27: The group concludes Ashlyn may never know—but should focus on his reactions

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Summary Flow & Tone

The episode is conversational, lively, and unfiltered—hallmarks of The Bert Show’s morning banter. There’s a genuine attempt not to downplay Ashlyn’s feelings, though a comedic, sometimes irreverent tone is present throughout, especially from male hosts (Crash, Drewski). The female hosts and callers anchor the conversation with emphasis on respect and self-worth, encouraging honest confrontation and relationship self-evaluation. The dialogue examines generational and gender disparities in understanding what constitutes a joke versus hurtful disrespect in romantic relationships.

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In conclusion:
Ashlyn’s story isn’t just about a naked mishap—it’s a lens into partner respect, boundaries, and how much "humor" is too much. The show doesn’t deliver simple answers but encourages listeners to reflect on relationship standards, the importance of reactions during conflict, and the value of open conversation when boundaries are crossed.

Transcript

[Radio Host]

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[Kimber]

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[Drew Ski]

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[Drewski]

Drewski, live with your legs, man.

[Radio Host]

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[Host/Interviewer]

Santa, did you get my letter?

[Drew Ski]

He's talking to you, Bridges.

[Drewski]

I'm not.

[Kimber]

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[Drewski]

My elf Drew Ski here. He handles the nice list.

[Drew Ski]

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[Drewski]

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[Drew Ski]

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[Crash]

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[Commercial Announcer]

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[Crash]

The bird show all.

[Host/Interviewer]

Right, we got Ash Lynn ready to go. This is the girl that we were talking about that accidentally was naked in front of her boyfriend's roommate and that maybe her boyfriend was behind it. Can you stick around for this crash? Cause I think that you probably have some experience in this area.

[Crash]

You said naked girl. I figured. All right, I'll go ahead and stick around.

[Host/Interviewer]

Hey, Ashlyn.

[Ashlyn]

Hello.

[Host/Interviewer]

How are you this morning?

[Drewski]

I'm good.

[Ashlyn]

How are you?

[Host/Interviewer]

Good, thank you.

[Ashlyn]

What are you wearing? Shut up. Very funny.

[Host/Interviewer]

Thanks for emailing us and thanks for coming on this morning. This seems like it's a bit of a weird situation you got yourself into here.

[Ashlyn]

Yeah, it's really, really awkward.

[Host/Interviewer]

All right, give us the timing of the whole thing and all the details.

[Ashlyn]

Basically, I've been dating this guy for like two months, and I stay at his place a lot and he kind of stays at mine. Monday I was Staying at his house. And it was like 11, 11:30. And he asked me to go get us some water. And I started, like, putting a sweatshirt on and putting some clothes on. He's like, oh, no, don't worry about it. Nobody's home. Because his two roommates are usually there. And he was like, oh, they're not home. So I go into the kitchen, and Brad, his roommate, was in the kitchen, and I had no clothes on.

[Dave]

Oh, oops.

[Ashlyn]

And I freaked out, ran back in, and he thought it was. And I told him. I was like, oh, my God. Brad was just in the kitchen. And he thought it was hysterical. He started laughing. He wasn't comforting me at all. I don't know if he did that on purpose. I don't know if that's something like guys do to tell me to go in there. I was so humiliated.

[Dave]

Was there any way for him to know his roommate was in the kitchen at the time, though?

[Ashlyn]

I mean, no, I didn't hear anything either, but he knows his schedule. He insisted that neither of his roommates were home.

[Crash]

Do you mind me asking how old you guys are?

[Ashlyn]

Yeah, I'm 24.

[Crash]

How old is he?

[Ashlyn]

25.

[Crash]

25. It doesn't sound like something that you would do on purpose. I mean, I wouldn't want my roommates.

[Jennifer]

You were 21.

[Ashlyn]

Like, he thought it was the most. The most hysterical thing ever.

[Host/Interviewer]

See, now there might be, like, if you're 19 or 20 years old, I can almost see, like, some moron doing that, you know? But I don't know. Does this sound like.

[Crash]

It doesn't sound like he did it with anything intended, you know, he was just like, oh, you want to get a glass of water? Yeah, go ahead. I mean, it was late at night, so.

[Ashlyn]

Right. But I just don't know why he didn't. He insisted on me not putting my sweatshirt and my sweatpants on.

[Host/Interviewer]

So he insists on this?

[Ashlyn]

Yeah, he was like, oh, no, no, no, no. Don't worry about it. Just run and get some water. When I started getting dressed again and wanted to crawl into a hole and die.

[Host/Interviewer]

So let's just. Let's assume that he did this on purpose. What's the motivation behind it? Just as a joke with he and his roommate?

[Ashlyn]

Yeah, well, that's why. That's what I'm asking.

[Dave]

To show off his hot dogs.

[Ashlyn]

Is this something guys do? Is this funny to you? I don't know.

[Crash]

Yeah, I mean, it's kind of. It's kind of funny. I mean, if he knew one of his roommates was home and you were completely naked.

[Ashlyn]

That's not funny at all.

[Crash]

Yeah it is mean. Well, I don't think he meant like mean mean. I just thought it's a guy's sense of humor. We're, you know, we're like that.

[Radio Host]

We're idiots.

[Crash]

Yeah, we're very simplistic. We're amoebas.

[Host/Interviewer]

404-741-1005 so you think there is a chance that he did it on Purp just as kind of a joke with his roommate?

[Jennifer]

I mean, isn't that totally disrespectful to her?

[Host/Interviewer]

Completely. If he did that, it's obviously not a guy that. Well, you know, I'll use the title of a new book. He's just not that into you. If he would do that.

[Crash]

No, I don't think so. I mean it's just, it's. Now look, it's not like he's, it's not like he's telling his roommates to look through the window if you guys were doing anything physical. I mean this is just like a naked body, like woo, you're naked. Haha. Like a streaker or something. It doesn't sound like he's trying to do anything that mean.

[Ashlyn]

I mean for a girl it's pretty mean.

[Crash]

Well, I mean if you guys are like in the middle. If you guys were in the middle of something like say making love and he told his roommates to like look in the window at 11:30, then that's sick. That's mean.

[Host/Interviewer]

Do you see a lot of difference between the two scenarios that Crash is saying and the one that actually happened?

[Ashlyn]

I mean, I do. Obviously that would be a little more like offensive if somebody watched that. But I mean I, I still think it's, it's. I mean I wasn't wearing any clothes like for a girl. That's really, really.

[Host/Interviewer]

And you weren't wearing them because he told you not to wear these?

[Ashlyn]

Yeah, he insisted that nobody was home. Just run to the kitchen and get his water.

[Jennifer]

I mean, if it was intentional, if he knew the roommate was home, it's disrespectful because it's like he was making a mockery of you like so that you can be the funny little joke between him and his buddies. I just think that's totally disrespectful. And that means that he's not serious about you. Because I think that most guys will talk about their women or their women's bodies or what they're like in bed if they don't have respect for them. But if they plan to be with this woman for a really long time, then they're not going to talk about their sexual escapades with that woman.

[Host/Interviewer]

Crash doesn't agree with this.

[Crash]

No, come on, you know, you talk. You chicks talk just as much as men do. You guys talk even worse. And you don't mean it disrespectfully. Bert and I like sometimes joke around. Hey, lady Crash, you know, the other day we were fooling around and woo. It was all fun. And you girls do the same thing and you don't mean disrespect about it. That's just the way humans are. We're curious creatures.

[Dave]

And listen, I think we're analyzing this too much because 25 year old been together for two months and you know what, Even if my partner said don't worry about it, I'm still putting a sweatshirt on if I'm leaving the room. So I. And the fact that there's a, you know, the fact that he would know the precise moment his roommate was in the kitchen, you know, I just don't think there was that much thought put behind it, you know? And I think that you're more upset by his reaction than what actually happened.

[Ashlyn]

Well, yeah, his reaction.

[Host/Interviewer]

That kind of speaks volumes though.

[Jennifer]

Hey.

[Host/Interviewer]

Hey, Darlene. What's going on?

[Drewski]

Yes, how are you?

[Host/Interviewer]

Good, how are you?

[Ashlyn]

Oh, I'm pretty good. And yes, the roommate is involved and I agree with her. You know, you're making too much out of it. They're young and he's not into her like that or he wouldn't have let the roommate see her. He wouldn't even be talking about her. And it's just one of those guys.

[Drewski]

Think she's just one of those girls.

[Ashlyn]

And she needs to accept her place.

[Host/Interviewer]

I'll disagree with Crash on that also, in that if I think when guys are dating women that they're really not interested in, then they'll give explicit details of what that woman's like in bed, you know, etc. Etc. But if you're serious about somebody, and you certainly wouldn't talk about your wife like that either.

[Crash]

Oh yeah.

[Host/Interviewer]

You know what I'm saying?

[Crash]

Well, yeah, I mean, most guys, yeah.

[Jennifer]

I mean, yeah, Crash is an exception to that rule.

[Crash]

No, I mean, you don't get explicit about it. I mean, even I don't do that. But I still think this is just, this is almost like potty humor right now. Like, oh, you were naked. Like, I really. Even if he did do it on purpose, I don't think you should look at him like he totally disrespected you and he's not into you.

[Host/Interviewer]

I mean, I think he did it on purpose.

[Ashlyn]

I don't think he's not into me.

[Dave]

I just don't know.

[Host/Interviewer]

I think if he did it on purpose, you lose him today.

[Jennifer]

No, if you're serious about him, I mean, if you're.

[Ashlyn]

I am. That's the problem.

[Crash]

Let him know how you feel. I mean, obviously, if he didn't. I mean, you only been together for two months, so obviously you don't know a lot about each other. He may have thought this was his kind of little man humor. You need to let him know, hey, this isn't funny. This is my body. I'm very serious about it. You and I, if we're going to continue this relationship, we need to stay together on this one. You need to back me up. Maybe that's just the way he is, with a little bit of fun. Fun humor. And didn't realize you would react this way.

[Dave]

I mean, you're still in a stage.

[Host/Interviewer]

Hold on one sec, Dave.

[Dave]

You're still in a stage where you're getting to know each other and. Yeah, no, if I was her, I mean, and based on his reaction, she has every right to be upset by his reaction. And I would really reconsider the relationship because people just don't all of a SUDD 6 months change into these mature human beings. You're getting a look at him, you know, and his reaction to things like this and, you know, like Crash said, if you want to talk about it and get to know each other that way and say, this is, you know, disrespectful, whatever. But yeah, I mean, I think that you're getting to know about him and he's getting to know about you, and you got to determine now is it worth it? Because at two months, it's a lot easier to leave than it would be in two years.

[Host/Interviewer]

Hey, Dave.

[Drewski]

Hey, Bert.

[Crash]

Hey, Dave.

[Drewski]

Crash over enhanced birth from testosterone. Be a dude. I mean, simple deal.

[Host/Interviewer]

What does that mean? Like, if I'm a dude, I can be disrespectful to women?

[Drewski]

No, no, it's not disrespectful, but just, you know, everyone. It's not every. Every situation is not like, you know, violins and soft, cuddly kitties. Simple deal. Dude set his girl up, thought it was gonna be funny. She doesn't find it funny. Tell your. Tell your dude it wasn't funny. Disrespectful. And if it's disrespectful to you. Leave dude. Find new dude. I guess. Guarantee you right now your honeymoon period is definitely over.

[Jennifer]

Hey, dude, let me ask you, you know, as the representative of testosterone, are you married?

[Drewski]

No.

[Jennifer]

Are you in a serious relationship?

[Drewski]

I'm sorry?

[Jennifer]

Are you in a serious relationship?

[Drewski]

Very much so.

[Jennifer]

You are? Okay. So would you make it a joke out of your serious girlfriend to show her naked to your buddies?

[Drewski]

Let me say this. Me, I'm 42 years old, so I'm way beyond the potty humor kind of crapola. And I wouldn't disrespect my woman like that because.

[Jennifer]

Thank you.

[Drewski]

I love her, and I'm gonna marry her. That's me. But I'm also not gonna. You know, to be honest with you, 42 years old, I've been in a relationship for three years, and I don't sleep. I didn't sleep with my girl until like, six months into our relationship because.

[Crash]

I wanted to make a relationship.

[Host/Interviewer]

Come on, be a guy. You should have been trying to hit that after the first time.

[Dave]

How about you take a bite of testosterone, dude?

[Drewski]

Come on.

[Crash]

You should have been trying to hit that testosterone.

[Drewski]

I just love my woman, and I want to make.

[Host/Interviewer]

Kind of guy stays in a relationship for six months. Month.

[Jennifer]

That sounds like kitty, Kitty stuff.

[Drewski]

That's.

[Crash]

You know who this guy was? You know who this guy is? This guy's the mountain climber on the Price is Right. He was going all the way up the mountain. He just fell off.

[Drewski]

Dude, I'm just telling you, have a.

[Crash]

Little consistency for a long time.

[Dave]

That's great.

[Drewski]

See, I'm sticking with relationship for a long time. And.

[Jennifer]

And you respect her. That's what Ashlin is trying to find out. Like, is this an act of disresp? And I think he just proved it. It is.

[Crash]

It might have been. It might have been a little bit of disrespect. I don't think it's the fact that you're gonna leave the guy or the relationship. The relationship. The relationship is only two months old.

[Host/Interviewer]

So what if this is the kind of guy that is capable of doing something like this? Yeah, yeah.

[Ashlyn]

I'm admit that he did it. So I can't confront him and say, don't do that again.

[Crash]

It's like America's Funniest Home Videos. That's all it is. This is. You guys are way overreacting. You're so overreacting to this.

[Dave]

No, I disagree. Because if Ashley Ashlyn's. Ashlyn's, you know, emotions are legitimate. Like, she is Legitimately embarrassed. She is legitimately upset, and you're coming crash from it. From his perspective, which may be potty humor. Fine. Can these two mesh? I mean, she shouldn't disregard how she feels just because he may be simplistic.

[Crash]

I agree, but she should let him know, hey, this isn't what I'm like after two months. You don't know that. They're 25 years old. They're still both very immature. And come on, the guy was like, I don't think my roommate's home. Go ahead. That's little potty humor. But to the fact where it's like.

[Host/Interviewer]

That as little potty humor.

[Crash]

You're making it sound like the guy's got cameras set up all over his house and he's gonna have sex with her, and then all of a sudden, like, put it on the Internet.

[Host/Interviewer]

I think that just. It's so disrespectful and so indecent to do to somebody that you really care about.

[Dave]

And again, I think the issue also is his reaction to it. Like, I think that if he had been comforting to her and consoling to her, it would not have mattered whether he set her up or not. It. She's mostly upset by the fact that he laughed when she came in and she was upset. That's what she's upset about.

[Crash]

It would be nice after the fact. I don't know how long ago this happened, but it would be nice after his little laughing and his reaction and she still expresses her feelings. It would be like, okay, you know, maybe you're right. I am sorry. I do apologize. It was just a joke that he does. Eventually, if he sees that she is hurt, he should say he's sorry. You know, I mean, he does have to apologize. But again, I just. I don't see this being just done with malice. I can't.

[Host/Interviewer]

Hey, Jennifer.

[Drewski]

Hey, good morning, guys.

[Host/Interviewer]

Good morning. You'll be the last caller on this. Go ahead.

[Drewski]

Okay, well, I just had a question. Was the roommate in the kitchen, like.

[Ashlyn]

Eating a bowl of macaroni, waiting for.

[Drewski]

Her to walk in, or did he see her and was like, holy crap.

[Ashlyn]

Someone else is in the kitchen, too?

[Host/Interviewer]

Yeah. Did he look startled? Did he look surprised?

[Crash]

Yeah.

[Ashlyn]

I mean, if he's doing something, the refrigerator door was open. But, I mean, like, if you were set up, then he'd be sitting there waiting for you. Don't you think he wouldn't be in his boxers going, damn, I could really go for a beer?

[Host/Interviewer]

No, I think what he'd do is he'd try to make himself look busy, and then, oh, what a surprise. Who knew if it was set up?

[Jennifer]

Guys are simplistic, though. I mean, he wouldn't be able to pull it off very convincingly if it was set up.

[Crash]

He was in there painting the kitchen, you know, so if it looks set.

[Jennifer]

Up, it probably was, you know?

[Host/Interviewer]

Yeah.

[Dave]

And no offense, but if I've been someone who I'm just starting to date in their apartment, they've got roommates. There is no way I'm going to the kitchen naked. I don't care if you tell me nobody's there. I am not dropping that sweatshirt just because my partner said to drop it.

[Host/Interviewer]

Hey, Ashlyn. Here. And really, I think Melissa hit on it that the big, bigger issue here is because you'll never know if it. If he set you up or not. The reaction to you being upset is probably the thing you need to look at here.

[Dave]

And that's what she's. That's what you're upset about, right?

[Jennifer]

Yeah, but come on, Burke. Get some testosterone.

[Crash]

No, I'm gonna wait six months to.

[Host/Interviewer]

Have sex with my wife.

[Crash]

Ashlyn, I'm being serious when I ask you this. It's crash. Are you, like, hot?

[Dave]

Yeah.

[Crash]

Well, there you go. You have nothing to worry about then. You're hot.

[Host/Interviewer]

See ya, Ashlyn.

[Crash]

By now the bird show.

[Kimber]

Guys, thanks for helping me carry my Christmas tree.

[Drew Ski]

Zoe. This thing weighs a ton.

[Drewski]

Drew Ski, lift with your legs, man.

[Radio Host]

Santa.

[Host/Interviewer]

Santa, did you get my letter?

[Drew Ski]

He's talking to you, Bridges.

[Drewski]

I'm not that.

[Kimber]

Of course he did.

[Drewski]

Right, Santa, you know my elf, Drew Ski here. He handles the nice list.

[Drew Ski]

And elf. I'm six' three. What everyone wants is iPhone 17, and that's iMobile. You can get it on them. That center stage front camera is amazing for group selfies. Right, Mrs. Claus?

[Kimber]

I'm Mrs. Claus much younger sister. And AT T Mobile, there's no trade in needed when you switch. So you can keep your old phone.

[Drewski]

Or give it as a gift.

[Kimber]

And the best part, you can make the switch to T Mobile from your phone in just 15 minutes.

[Drew Ski]

Nice. My side of the tree is slipping, Kimber.

[Crash]

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