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Armchair Expert with Dax Shepard

Armchair Anonymous: Bad Proposals

Fri, 14 Feb 2025

Description

Dax and Monica talk to Armcherries! In today's episode, Armcherries tell us about a proposal gone wrong.Follow Armchair Expert on the Wondery App or wherever you get your podcasts. Watch new content on YouTube or listen to Armchair Expert early and ad-free by joining Wondery+ in the Wondery App, Apple Podcasts, or Spotify. Start your free trial by visiting wondery.com/links/armchair-expert-with-dax-shepard/ now.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Audio
Transcription

Chapter 1: What is the theme of today's Armchair Anonymous episode?

0.31 - 19.685 Dax Shepard

Wondery Plus subscribers can listen to Armchair Expert early and ad-free right now. Join Wondery Plus in the Wondery app or on Apple Podcasts. Or you can listen for free wherever you get your podcasts. Welcome, welcome, welcome to Armchair Anonymous. I'm Randall Shepard. I'm joined by Monica Lilly.

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20.085 - 20.966 Monica Padman

Oh, that was cool.

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21.046 - 24.631 Dax Shepard

It was hard. Okay. The prompt was bad proposals. Proposals gone wrong.

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24.651 - 24.931 Monica Padman

Yes.

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25.352 - 32.541 Dax Shepard

But oh my Lord. I mean, this is like tied with that crazy bear attack or shark attack. This goes some places.

33.061 - 35.602 Monica Padman

It really builds this one.

35.622 - 38.343 Dax Shepard

It just gets more and more intense.

38.403 - 38.983 Monica Padman

Yeah.

39.083 - 43.705 Dax Shepard

And then the last one is a nail biter. Wow. Wow. This is a banger.

Chapter 2: How did a Valentine's Day chat lead to a proposal story?

328.164 - 343.511 Cole

So now I have to call my parents because originally we were going to go home to Pennsylvania for Christmas. I was going to pick the ring up. I thought I had the perfect plan. So now I have to ask them to ship the ring back through the mail. So now they put it in another vanilla envelope.

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343.531 - 343.631 Unknown Speaker

Jeez.

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345.211 - 371.504 Cole

ship the ring back through the mail i can't send it to my house because she might open it so i gotta send it to a friend's house now so i'm not even receiving this thing again the ring gets here unscathed usps whatever it is good job so now i adjust the plan a little bit because we live in montana beautiful state about an hour away there's like a nice mountain near us so i plan a little weekend and

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372.045 - 389.873 Cole

that we're going to go to that mountain. So it's Friday morning of the engagement weekend. And I'm texting in this New Year's Eve group chat. And I sent a text that's like, hey, I'm going to get engaged this weekend. You guys happy for me or what? And the next thing I see pop up is Tess was removed from the group chat.

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389.933 - 390.793 Monica Padman

Oh, she was on.

390.953 - 420.288 Cole

Oh, Jesus. One of my friends had added her to the group chat because she was so upset that she wasn't being included in these plans. And the next text I get is what the hell did you just do? And I look at my phone and I'm at work and I just scream, fuck. Oh, no. Everybody's dead silent. So I work kind of in a high risk business. So everybody thinks something really bad happened.

420.368 - 434.897 Cole

You could hear a pin drop because we've had really bad days. My boss comes over to me and he's like, what the hell just happened? And I kind of tell him and he says, go home. And I don't want to see you until Monday. Get your shit sorted out.

435.157 - 438.479 Monica Padman

Oh, good boss. That is a good boss. But he was upset.

438.759 - 460.892 Cole

Yep. So I got about four hours until she gets home from work. I'm doing the whole nine. I'm getting flowers. I'm getting chocolates. I'm trying to set everything up at home. And then I remember she wants it recorded. So I go and I try and set up the camera. My video on my phone is not working. Oh, boy. Quick troubleshooting. Find the first number for a remote Apple support. Call it.

Chapter 3: What went wrong with Cole's proposal plan?

1107.763 - 1109.004 Olivia

Nobody knows where we are.

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1109.024 - 1110.185 Dax Shepard

This is a horror movie.

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1110.305 - 1120.175 Olivia

I'm kind of laughing because I'm so nervous. Like I'm having fight or flight, but freeze, I guess. Yeah. I look at Paul. He doesn't look nervous about them. He's like afraid of me in the moment. Oh, no.

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1120.255 - 1120.936 Monica Padman

He did not.

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1121.176 - 1133.226 Olivia

Did you do this? Oh, I wasn't there. He planned it. He was totally in love. Oh, my. Oh my God.

1133.266 - 1134.907 Dax Shepard

That's spectacular.

1135.127 - 1141.09 Olivia

He kneels down and pulls the ring out. We're still surrounded.

1141.37 - 1141.931 Dax Shepard

Oh, pictures.

1142.111 - 1143.251 Olivia

It's so scary.

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