Textual Healing: Proposal Predicament

Summary

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Podcast Summary: Brooke and Jeffrey – Second Date Update

Episode: Textual Healing: Proposal Predicament

Date: August 6, 2026
Platform: iHeartPodcasts

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Main Theme

This episode of the “Second Date Update” segment flips the script: instead of helping someone land a new date, the Brooke & Jeffrey crew tries to prevent a looming marriage proposal that could go horribly wrong. Listener Emily reaches out in a panic—she's caught wind that her best friend Kaylee’s boyfriend is about to propose, but Kaylee isn’t ready. Emily desperately wants to stop the proposal (without letting anyone know she knows) and save everyone from heartbreak, but unexpectedly finds herself at the center of the romantic drama.

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Key Discussion Points & Insights

1. Setting the Scene: Emily’s Dilemma

• [04:28] Listener Emily explains she’s very close to Kaylee, who’s dating Thomas. While Kaylee likes Thomas, she’s emphatically not ready for marriage:

  “She told me she's not ready.” (Emily, 05:27)

• Emily heard a rumor that Thomas might propose that night.
• Instead of warning Kaylee directly, Emily wants to subtly discourage Thomas from popping the question—without revealing too much.

2. Texting Tactics and Comic Relief

• The hosts jump in to strategize on wording. They suggest using humor to ease tension while probing Thomas about his “big plans.”
• Emily has already started texting Thomas, jokingly saying she’s trying to “save Kaylee from a lifetime of misery.”

  “Saving her from a lifetime of misery—that’s maybe not the best opener!” (Emily, 07:34)

• The group brainstorms sending absurd guesses to nudge him, e.g.,

  “Ooh, let me guess, we doing a casino heist tonight?” (Brooke, 10:04)
  With a money bag emoji for extra flair.

3. Trying to Deter the Proposal

• Thomas is (sort of) oblivious but confirms that he has “big plans,” “cameras,” and “maybe some roses” in store.
• The group suggests Emily cite recent life stressors (however trivial) to make Kaylee seem even less ready:
  • Kaylee’s “wax person” recently quit, causing “mental anguish”—they lean into this comic excuse:

    “She really can't handle more stress on her plate… already stressed out about finding a new wax person.” (Brooke, 14:06)

4. Plot Twist: Proposal Misfire

• Suddenly, Thomas denies a proposal is happening:

  “If you think I’m proposing tonight, that’s a hundred percent not true.” (Thomas, via Emily, 15:50)

• The hosts and Emily are thrown off. Thomas adds mysterious hints and then lets slip that maybe someone else is proposing.

5. The Shocking Resolution

• It finally comes out:

  “You want to help with your own proposal? No way, just act surprised when he asks.” (Thomas, via Emily, 18:23)

• The entire time, the “secret proposal” was for Emily herself—her boyfriend Shane is about to propose to her, not Kaylee.
• Emily is shocked, floored, and begins to freak out.
• The segment ends with the hosts joking about having ruined not one but two proposal surprises in one episode.

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Notable Quotes & Memorable Moments

• [05:41]
  “If Thomas proposed to you, what would you say? … She told me she’s not ready.”
  — Listener Emily

• [07:34]
  “Saving her from a lifetime of misery—that’s maybe not the best opener!”
  — Emily

• [10:04]
  “Ooh, let me guess, we doing a casino heist tonight?”
  — Brooke

• [13:41]
  “Her wax person quit pretty recently and she’s been looking for a new one... She just doesn't need more stress.”
  — Listener Emily

• [15:50]
  “If you think I’m proposing tonight, that’s a hundred percent not true.”
  — Thomas (via Emily)

• [18:23]
  “You want to help with your own proposal? No way, just act surprised when he asks.”
  — Thomas (revealing the actual proposal plans)

• [19:57]
  “Let us know how it goes, Emily, good luck. That was a shocking edition of textual healing.”
  — Brooke

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Timeline of Important Segments

• [04:28] – Emily explains the Kaylee-Thomas relationship background and her concerns.
• [07:00] – Initial texting to Thomas and the “saving from misery” joke.
• [10:04] – Suggestion to use casino heist humor for disarming the conversation.
• [14:00] – Wax person stress excuse is deployed to try and steer Thomas away from proposing.
• [15:50] – Thomas directly denies he’s planning to propose (“that’s a hundred percent not true”).
• [18:23] – Plot twist revealed: proposal is planned for Emily, not Kaylee.

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Episode Highlights & Tone

• The tone is fast, playful, and full of classic Brooke & Jeffrey banter.
• Lighthearted mockery is balanced with genuine attempts to help the listener.
• The surprising plot twist delivers big laughs and a memorable reversal of expectations.
• Moment of the day: discovering that the “intervention” actually led listener Emily to realize she was about to be proposed to.

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Takeaway

This episode flips the usual Second Date Update dynamic, showing that sometimes in trying to shield friends from awkwardness, you can end up the starring role in the very scenario you were hoping to avoid. Full of comical misdirects, clever texting strategies, and unexpected revelations, it’s classic Brooke & Jeffrey—where even the best-laid plans implode with hilarious, heartfelt results.

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For more chaos and relationship interventions, follow @BrookeAndJeffrey on socials or check out the full show!

Transcript

[Brooke]

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[Fred Armisen]

The breakup no one saw coming has hit the freezer aisle Cherry, Orange and Grape Popsicle Ice Pops are going solo. Now. Fans must pick a side and help crown the Flavor FE champion with a chance to earn a long term solo spot on freezer shelves. Pick up the Cherry, Orange and Grape Popsicle Ice Pop variety pack to experience all three iconic flavors and decide where your loyalty lies. And then vote by shouting out your favorite on social and don't forget to follow the Flavor Feud drama all summer long on Instagram Opsicle Hey Portlandia fans Carrie Brownstein and Fred Armisen here.

[Sam J.]

The dream of the 90s is alive in podcast form.

[Fred Armisen]

We're launching Podlandia AO Rewatch our brand new podcast where we revisit every episode of Portlandia together, breaking down sketches, going deep on our iconic characters and pulling back the curtain on how it all got made.

[Sam J.]

And we'll also be joined by the people who helped bring it all to

[Brooke]

life, guest stars, collaborators and friends including

[Sam J.]

director Jonathan Krisel, the mayor himself, Kyle

[Jeffrey]

McLaughlin, legendary musician Amy Mann, and many more.

[Fred Armisen]

Kyle is going for it. Here you fully improvised not just words but a song about.

[Jeffrey]

Well, I thought you were all going to write a song.

[Fred Armisen]

I remember you thinking listen to Podlandia Aao rewatch on the iHeartRadio app, Apple Podcasts or wherever you get your podcasts.

[Jeffrey]

What's up fam?

[Sam J.]

I'm sports journalist Ari Chambers.

[Emily]

Hey, what's up y'? All?

[Sam J.]

It's your girl, Sam J. And we're the host of Everyone Watches Women's Sports, a new podcast from Together and I heart women's sports. We're breaking down the biggest headlines. Naomi Osaka showing out shout outs to you Naomi. The viral moments I've been obsessed with Chrisean Rock's boxing journey. She looks good, her combos are swift and the stories everyone's talking about across women's sp because everyone watches women's sports. Listen to Everyone watches women's sports on the iHeartRadio app, Apple Podcasts or wherever you get your podcast.

[Brooke]

Hey, this is Hayes Davenport and Sean Clements. We host the podcast Hollywood Handbook every episode. We're trying to help our guests improve their careers by mainly Focusing on how

[Jeffrey]

they can help us improve our careers.

[Brooke]

The show's famously super accessible, so you can easily jump into any of our 650 episodes and understand what's going on. We recommend some of our recent episodes with Ben Stiller, Danny McBride, Riz Ahmed, and Mary Steenburgen. Listen to Hol Hollywood Handbook on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. If you found out your best friend is about to get proposed to, what's the first thing you do?

[Jeffrey]

What do you do? I don't know. Can you congratulate them?

[Emily]

No.

[Brooke]

Before they get proposed,

[Emily]

don't tell Jose.

[Brooke]

Yeah, that's a good. That's a good rule. Just in general, don't tell Jose anything.

[Jeffrey]

I'm just so happy.

[Brooke]

Well, one of our listeners doesn't want to ruin the surprise. In fact, she wants to stop the proposal from happening altogether. And she has a pretty valid reason for it, but needs our help.

[Jeffrey]

Oh, my gosh.

[Brooke]

Don't worry. She's not in love with the guy too. It's not that, but it is a delicate situation. Can we assist without destroying their friendship in the process? We're going to try an obtextual healing next. It's getting stronger and stronger when I get that feeling. Textual healing. Textual. You know, a lot of the times on this show, we try to help people improve their dating lives.

[Emily]

Yeah, I love that.

[Brooke]

Well, today is a little bit different.

[Listener Emily]

Okay.

[Brooke]

Brooke's wishes have finally come true.

[Emily]

What?

[Brooke]

We're actually going to try and block love today because that's what one of our listeners, Emily, wants us to do.

[Emily]

I love love. Yeah, I do. Why do you always say that about me?

[Brooke]

Well, you're always trying to stop people from going out. Emily, welcome to the show.

[Listener Emily]

Hi.

[Emily]

Hi, Emily.

[Jeffrey]

I think Brooke, like all of us, tries to help, but we don't end up being very successful sometimes. That's all.

[Emily]

Speak for yourself, Emily. What do you need?

[Jeffrey]

Wow.

[Brooke]

Doesn't that sound so sweet and helpful?

[Jeffrey]

Speak for yourself. What do you need?

[Brooke]

Emily, thank you for emailing the show. Tell us a little bit about your love situation and how we can help destroy it for you. What's going on?

[Listener Emily]

Well, I have a really close friend. Her name is Kayleigh. I've known her for a long time. I love her like a sister.

[Emily]

Awesome. That's so great to have those type of friendships. Yeah, she's like, yeah, that didn't sound like a yes.

[Listener Emily]

No. I love Kaylee. She's my best friend and she's been in a relationship with A guy for almost two years now.

[Brooke]

Oh, okay.

[Listener Emily]

She loves how it's going. I mean, she likes the guy. He's very handsome, he treats her right. The only thing is, she's not in a place where she wants to settle down with him yet.

[Emily]

Okay, that's fine. Why is that an issue?

[Listener Emily]

Well, it wouldn't be, but, like, the problem is I heard a rumor that her boyfriend was going to be proposing to her tonight.

[Emily]

Wait, tonight? Oh, no.

[Jeffrey]

Wow. This is the team.

[Listener Emily]

Oh, they haven't talked about that.

[Jeffrey]

Yeah, normally on the same page.

[Emily]

Well, if you're dating for two years, you think it would have come up, right?

[Listener Emily]

Yeah, once.

[Jeffrey]

Yeah.

[Emily]

Who'd you hear the rumor from?

[Listener Emily]

It's from a mutual friend. And it's just I'm in such an awkward place situation right now. Because I've asked Haley before. Like, I've said, you know, if Thomas proposed to you, what would you say? And she's not about it. She's not into that. She told me she's not ready.

[Jeffrey]

Just not yet. Like, someday maybe, but just not right now.

[Emily]

You're saying my mom told my dad. No, I think four times before she actually. They actually agreed to get married.

[Brooke]

So what's the problem?

[Listener Emily]

You're worried that, what, she's going to turn him down? Like, he's going to make a fool of himself?

[Jeffrey]

So is there an event happening tonight? Like, are you friends all getting together or something? Is that how you think it's going to go down?

[Listener Emily]

Well, I just know that they're going to go out on a date tonight and I wanted to warn her boyfriend just, like, without being very direct about the situation.

[Emily]

Wait, you want to tell. Wait, hold on. You want to tell him? Why wouldn't you want to tell her? Give her a heads up.

[Jeffrey]

I want to ruin it.

[Emily]

She doesn't want it.

[Listener Emily]

I know my friend so much right now. I don't want to put this on her. I don't want to burden her with this. Like, I want to get rid of the situation entirely.

[Jeffrey]

I see that. Like, behind the scenes, you're doing work, so she has zero stress. That's kind of a good friend move. I like that. Get rid of the situation.

[Brooke]

That sounds a little like we're going

[Emily]

to tell him to wait, maybe get

[Brooke]

rid of the guy. So you want. You want to text Kaylee's boyfriend and stop him from proposing without alerting him that you know that he's going to propose? Oh, yeah, that's hard to do.

[Listener Emily]

That's why I turned to you guys like this. Is so tough to navigate. Like, I need your help and I've already started a text message with him.

[Brooke]

Oh, you did Good.

[Jeffrey]

Wait, no, that's unusual for us.

[Emily]

I don't know if it's good. What did you say?

[Brooke]

Well, it's good because we don't have to do as much work.

[Emily]

What'd you say?

[Listener Emily]

Okay, I'm gonna try to read this. So I sent him, hey, Thomas, how's it going? He goes, sup? M doing great. Thanks for asking. How about you? But. Oh, you know, just trying to save Kaylee from a lifetime of misery.

[Emily]

Wait, what?

[Jeffrey]

Whoa.

[Sam J.]

Why would you say that?

[Brooke]

She put. Haha, it's okay.

[Emily]

Like, you're coming out at random.

[Listener Emily]

Like, this is why I needed your help, because I thought it was funny to kind of do this, you know?

[Emily]

It sounds like you're saying that being with him would be a lifetime of misery. I mean, maybe he doesn't even know that. There's not enough, like, context there even.

[Brooke]

I mean, marriage is a lifetime of misery. Everybody knows that.

[Emily]

What did he say?

[Listener Emily]

Yeah, well, then I tried to play it off cool. I was like, but seriously, how's your day going?

[Emily]

Oh, and that's the serious part. I'm gonna guess he knows that, you know now.

[Brooke]

What did he say?

[Listener Emily]

Yeah, he goes, my day's going pretty well. Why do you ask? Yeah, I put, oh, no reason. I was just wondering if you had any big plans tonight.

[Emily]

Oh, my God, you are so.

[Jeffrey]

So we're kind of like, doing more like, restoration. We're fixing right now more than helping.

[Brooke]

How did he respond?

[Listener Emily]

He goes, actually, I do, but it's a big secret.

[Emily]

Oh, yeah.

[Sam J.]

No, it's not.

[Emily]

That means shut your mouth. That's what he's telling you to do. Keep your mouth shut.

[Brooke]

Or maybe he's kind of a dummy and doesn't know that she's onto him yet.

[Emily]

Yeah, I don't think so.

[Brooke]

What have you written back to that? Did you say anything?

[Listener Emily]

No, I didn't, because I'm really stuck and I don't know what to say. So I just need help at this point. Okay.

[Sam J.]

Okay.

[Jeffrey]

We need to neutralize the situation, I think immediately. For the third time. How is your day going? Explain more.

[Emily]

Big day with no problem plan.

[Brooke]

I. I think one common theme that we go to with these is using humor to try and get people to open up a little bit more.

[Jeffrey]

True.

[Brooke]

Because even though we. Our goal is a little bit serious, trying to get him to stop proposing, we need to get him to lighten up a little bit. In order to make it there.

[Emily]

Yeah, I mean, we didn't start well with that whole, like, saving her from a lifetime of misery thing, so.

[Brooke]

So he. I mean, he's already admitted, like, there is something I've planned, but it's a big secret. What if we throw out some horribly wrong guesses to make him laugh?

[Emily]

Like, Like.

[Brooke]

Oh, let me guess. Is it a big casino heist tonight?

[Emily]

Oh, that's better.

[Jeffrey]

That's funny.

[Brooke]

Photographing Spider man around the city, like, just obviously wrong.

[Emily]

I like casino heist. Go with that one.

[Jeffrey]

Yeah. What do you make him laugh?

[Brooke]

What do you think, Emily?

[Listener Emily]

I think that's good. Like, I just want to, like, not come off too crazy right now. Like, I'm trying into his life, but,

[Brooke]

you know, I think we're a little late.

[Emily]

I like casino heist. And then you follow it up with. Because Kaylee's really not ready for that type of commitment.

[Brooke]

Yeah, I think so. I mean, why don't you start typing that out? Like, ooh, let me guess. We doing a casino heist tonight and

[Emily]

with the money bag emoji.

[Jeffrey]

Yeah, that's good.

[Brooke]

Are you typing, Emily?

[Listener Emily]

Yeah. Okay, I'm putting. Ooh, is it going to be a casino heist tonight? I guess. Don't get caught or something.

[Emily]

No. Am I close?

[Brooke]

Am I close, question mark? We just want them to open up and start talking with us.

[Emily]

And if you end it with a set, you have to end it with a question, else he'll never respond to you.

[Listener Emily]

Okay. Am I close, question mark? Yeah, that's. That makes. Okay, I got it.

[Emily]

And are you sure your. Your best friend isn't, like, telling you one thing about her commitment level and telling her boyfriend something else?

[Listener Emily]

No, I swear to God, she does not want to get married right now.

[Jeffrey]

Okay, that's good.

[Brooke]

Is that what you were doing with your husband, Brooke? You were telling everybody else, like, there's no way I'm gonna marry this loser.

[Emily]

Are you kidding me? I was begging him to propose. I'm like, what are you doing? Well, get on it.

[Jeffrey]

I remember that. Cuz every weekend you'd go away, we're like, this is the weekend.

[Emily]

And then he would fake drop down on a knee and I'm like, get up, get up.

[Listener Emily]

It's embarrassing.

[Brooke]

So, Emily, you sent that, right?

[Listener Emily]

Yeah, I did.

[Brooke]

Okay, well, we're running out of time for this first part. We're going to play a song, come back, and we'll see if Kaylee's boyfriend has responded, and then we'll try and stop him from Proposing tonight when we continue textual healing. Next. How do you stop a guy from proposing to your best friend?

[Emily]

Oh my God. It's usually the opposite. How do you get a guy to do it?

[Jeffrey]

That's funny.

[Brooke]

I know. There must be a Cosmo magazine article about this. We must have thrown that issue away. So we're kind of on our own here helping out one of our listeners. Emily, because she knows her friend is about to get proposed to by her boyfriend tonight.

[Emily]

I mean, he confirmed it via text. He said he had a huge surprise.

[Brooke]

The thing is, Emily's friend isn't ready to get married. Even told her if he proposes, I'd probably say no. So to prevent all that drama, Emily wants to get ahead of it and tell the boyfriend, please don't do it without letting him know that she knows.

[Emily]

Yeah, that's tricky.

[Brooke]

There's been a whole conversation in the lead up and our suggestion was let's throw out some wrong guesses and about

[Emily]

what the secret is.

[Brooke]

But what the secret is. And we guess big casino heist. Am I close and has he responded to that, Emily?

[Listener Emily]

Yes, he has.

[Emily]

Okay, what do you say?

[Listener Emily]

So he put omg. No casino heist.

[Fred Armisen]

Oh.

[Listener Emily]

What I planned is kind of bigger than that. There will be cameras and maybe some roses.

[Emily]

Oh, no. This guy is the worst at secrets ever. By the way. Like, could you give away more clues? I'm proud to get a camera person though, honestly. Yeah, if you're listening.

[Brooke]

All right, well, now he's really confirming that something romantic is about to go down.

[Emily]

I think we need to like deter it right now. I don't think we need to do any more back and forth. Like deter it. I don't know. Like, is there any way like your friend Kaylee's like going through like other life changes and maybe we could be like, you know, Kaylee's going through so much. She just really needs the steady, non changing relationship with you.

[Brooke]

That's not a bad idea. Like is she going through like a changing careers? Did she get a new pet? Like something really stressful?

[Emily]

She got a hamster. She just really is not in the head space to propose.

[Brooke]

The hamster was pregnant and so now she's got 20 hamsters.

[Jeffrey]

Ever since she got buttons, it's been rough for her.

[Brooke]

Is anything going on like that?

[Listener Emily]

Well, her wax person quit pretty recently and she's been looking for a new one.

[Emily]

Like the person who does her bikini life.

[Brooke]

Is that taking a big toll on her mentally?

[Listener Emily]

Exactly. He loved before. She'd been going to her for years. And she just doesn't need more stress.

[Emily]

Okay. She's really sad about wax lady.

[Brooke]

Well, let's go with that, I think.

[Emily]

Are you to say, I hope Kaylee's not involved in this surprise? She's not in the right headspace since her wax woman left.

[Brooke]

Yeah, she really can't handle more stress on her plate.

[Listener Emily]

Okay, so Haley can't handle more stress on her plate.

[Brooke]

Yeah.

[Emily]

Just say, I hope she's not involved in the surprise. Right. Because Kaylee's not in the right headspace.

[Brooke]

Right. Because we're still trying to play dumb like we don't know the proposal's about to happen.

[Emily]

Yeah.

[Listener Emily]

Okay, so I put. I hope Haley is not involved in this. She doesn't need more stress. She's already stressed out about finding a new wax person.

[Emily]

But to be fair, you want to get a wax before you propose to. So this is stressful.

[Jeffrey]

You want to look your best.

[Emily]

Come on.

[Brooke]

And look, that's not stressful to us. But for her friend, clearly it's causing some mental anguish and that should be enough.

[Emily]

And no wonder Kaylee's not ready for a proposal or an engagement if she's that fragile.

[Brooke]

Yeah. Okay, so we. We've sent that text. Right, Emily? Okay, now he's.

[Emily]

Do you think he's freaking out, like, unwaxed body? If you got that text saying the person you're about to propose to is like super freaked out, would you be like, oh, my God, I should do it another night?

[Jeffrey]

As a guy, to be honest, I would be like, wax lady. That's nothing compared to what I'm about to, you know? Well, I don't know if it's going to stop.

[Emily]

He's doing a good thing.

[Jeffrey]

Yeah. Mind off of it.

[Brooke]

But that makes it about you Tonight. The proposal is all about her.

[Jeffrey]

That's true. That's true. So.

[Brooke]

So you want her to be in the best headspace that she possibly can be to guarantee a yes? I.

[Emily]

Well, especially because it sounds like they haven't even talked about it. If he's proposing tonight and Kaylee is so not on board the communication in

[Brooke]

this relationship, he's probably super nervous flying blind on this. Anything. Emily?

[Listener Emily]

Yeah. Something just came in.

[Brooke]

Oh, okay.

[Listener Emily]

It says if you think I'm proposing tonight, that's a hundred percent not true.

[Emily]

All right.

[Brooke]

Wait, what?

[Emily]

That's awesome.

[Jeffrey]

Oh, so he f. It finally clicked in his head.

[Brooke]

I thought you confirmed with the rumor.

[Listener Emily]

Yeah.

[Brooke]

Wait, and what's all the roses and cameras about?

[Jeffrey]

Hold on. There's more.

[Listener Emily]

Yeah, he's sending Something else. He's typing.

[Brooke]

Wait, what is going on?

[Jeffrey]

Oh, my God. What if he's breaking up with her?

[Brooke]

With roses.

[Jeffrey]

A cameraman, right?

[Brooke]

I mean, it would make a pretty devastating tick tock video that would go viral.

[Emily]

Maybe he's helping a friend propose instead of him proposing himself.

[Listener Emily]

Okay, I have another message. It says. Wait, do you know already? Oh.

[Jeffrey]

Oh, my gosh.

[Brooke]

Oh, no. Wait, is this good or bad?

[Emily]

But I don't know. Proposing. So what is he.

[Brooke]

What is going on?

[Emily]

Do you know what? You have to text it back. Do I know what?

[Brooke]

Just maybe you fake like you do know.

[Emily]

I totally know.

[Jeffrey]

Yeah, sometimes that works, because then he'll ease up and go, oh, you know, fine, I'll spill the beans. Yeah, like.

[Emily]

No, say this. Tell him I know something. Tell me what you know first.

[Listener Emily]

Okay. You know first.

[Brooke]

Let's not turn into a game. Maybe it's like, you play it kind of cool. Like, I mean, I have a pretty good idea of what's going on tonight, so.

[Emily]

But he just said that he's not proposing. Do we have a good idea anymore?

[Jeffrey]

Well, Brooke, we have no idea.

[Brooke]

But we're just trying to get him to tell us.

[Emily]

I see.

[Fred Armisen]

Yeah, we know.

[Brooke]

It's like, let me know how I can help.

[Emily]

Give. Give me the details.

[Jeffrey]

That's a good angle, Jeff.

[Brooke]

What do you think, Emily?

[Listener Emily]

Yeah, because I'm. I'm very confused right now. I'm thinking just playing along, kind of telling him.

[Emily]

I text it.

[Brooke]

Okay, text it, then let's send it.

[Listener Emily]

Okay.

[Emily]

I am, like, dying.

[Sam J.]

What?

[Chelsea Handler]

Yeah.

[Emily]

Wait, so is he mean that he's not like. Was he being sarcastic when he was saying not proposing, or was he being serious? Yeah.

[Jeffrey]

Now it's like, what is he going to.

[Emily]

And what does he think?

[Listener Emily]

You know, this is what I wrote. I put. I do have a good idea of what's happening. If there's any way that I can help. That's great.

[Emily]

Just give me the details.

[Listener Emily]

Yeah. Okay, so I'm putting. Please give me the details. And I put a heart emoji.

[Jeffrey]

And now you're being a supportive friend.

[Emily]

But that's not what she wants to be.

[Brooke]

I know, but you see, we got no time. We got to send this. Hit send.

[Listener Emily]

Okay, I sent it.

[Jeffrey]

All right. Oh, boy.

[Brooke]

Now I'm really curious.

[Emily]

What do you think it is?

[Jeffrey]

Maybe he's gonna give her, like, an extra kidney or something that would bond them.

[Emily]

I think that her biggest life issue right now is not having a proper waxer. So I don't know that kidney donation is on there.

[Brooke]

Kidney swap is pretty romantic, though, I gotta admit. People call you a romantic.

[Emily]

Wait, wait, wait. What?

[Listener Emily]

I just got a response. Yeah, okay. It says, lol. You want to help with your own proposal? No way. Because I don't think Shane would be cool with that. Lol. Just act surprised when he asked.

[Jeffrey]

Oh, my God.

[Sam J.]

Wait, what?

[Emily]

Can he propose to what?

[Listener Emily]

No way. Wait, dude, this is about me.

[Brooke]

I thought you said that. I thought you said that your friend has plans tonight, not you.

[Emily]

They probably told you that to throw her off.

[Listener Emily]

Oh, my gosh.

[Emily]

Are you so excited?

[Listener Emily]

I'm freaking. I. Like, this is crazy.

[Jeffrey]

Wait, hold on.

[Chelsea Handler]

Are you.

[Jeffrey]

Are you, like, your friend? Are you ready for this?

[Fred Armisen]

Yeah.

[Emily]

Do we need to text your boyfriend?

[Listener Emily]

I don't know. I didn't want to know this.

[Brooke]

Oh, my God.

[Jeffrey]

We snooped around and then it backed.

[Emily]

I mean, he just kind of said it.

[Brooke]

Well, he thought that she knew.

[Jeffrey]

We acted like. No, we shouldn't have. Whose idea was that?

[Emily]

Oh, my gosh. Well, at least you're gonna gonna look great for the video. Yes. Because, you know, there's gonna be a photographer there. Get your nails done now. Yes.

[Brooke]

Hopefully you got a good waxer, too.

[Jeffrey]

Quick.

[Brooke]

Practice your shocked reaction for when he asks it.

[Listener Emily]

Okay. Okay, let's see.

[Brooke]

I think you're all set.

[Emily]

That's awesome.

[Jeffrey]

Congratulations.

[Listener Emily]

You're gonna get married, guys. Oh, my God.

[Emily]

Oh, my God.

[Chelsea Handler]

She's freaking out.

[Brooke]

Let us know how it goes. Emily, good luck. That was a shocking addition to textual healing. If you'd like some help with your text conversations, DM us on our socials @brookeandjeffrey. We can ruin your friends engagement and get you married instead.

[Listener Emily]

Brooke and Jeffrey in the morning.

[Chelsea Handler]

This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse, the world gets crazier, and Yamanika is here to tell whoever's responsible, you're the problem.

[Sam J.]

If you come over here to play games, I' ma check you. Okay. If you do some in the news that don't sound good, I' ma play you.

[Chelsea Handler]

Join Yamaneka Saunders as she breaks down the week's most problematic stories on her new podcast. You're the problem with Yamaneika.

[Sam J.]

Do you know I just found out who Sydney Sweeney was?

[Chelsea Handler]

New episodes weekly every Wednesday as part of my new network, the Dear Chelsea Network.

[Sam J.]

If he got a bunch of women, then I should have a bunch of men do better or do less so I don't have to do so much.

[Chelsea Handler]

So join Yamaneika. Each episode as she answers one Question. Who's the problem?

[Sam J.]

I'm Yamaneika and I'm out. Listen to youo're the Problem with Yamanika on the iHeartRadio app, Apple Podcasts, or wherever you get your podcast.

[Jeffrey]

Today we'll attempt a feat once thought impossible, overcoming high interest credit card debt. It requires merely one thing. A SoFi personal loan. With it, you could save big on interest charges by consolidating into one low fixed rate monthly payment. Defy high interest debt with a SOFI personal loan. Visit sofi.com stunt to learn more. Loans originated by Sofi Bank NA member FDIC terms and conditions apply. NMLS 696891.

[Brooke]

You know, it feels good to be the radio station that tried to stop one marriage proposal and also ruined the surprise of another one. That's what we bring to the entertainment industry. We are the worst thing to happen to marriage since 90 Day Fiance and I am proud of that.

[Emily]

If it makes you feel better, if it makes you feel better. On our YouTube page, Abric and Jeffrey, it looks like. Looks like Calvin Stew 120 is actually blaming the guy, not us. Oh, yeah, he says he sucks with secrets, especially at the end.

[Brooke]

Okay.

[Jeffrey]

I mean, we didn't know that that was gonna unfold like that. No.

[Brooke]

But we were willing to try to stop a marriage proposal. Okay. And I love that about us.

[Emily]

Yeah.

[Brooke]

So whatever.

[Emily]

Encouraging one.

[Chelsea Handler]

Yeah.

[Brooke]

We have no morals. So if you ever have issues with your personal life, if you want us to intervene, let us make it messy for you. Yes, we'll get in there.

[Emily]

We're good at it.

[Brooke]

Email the show. We can help you out. And for more cringe content, don't forget to follow our socials if you haven't already. Find us at Brooke and Jeffrey in the morning.