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Brooke and Jeffrey

Second Date Update: Escalator Escape

19 Nov 2025

Transcription

Chapter 1: What fear did the guest confront on her date?

0.031 - 4.86 Alexis

Okay, I will admit I was a little judgy today in the second date update.

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5.421 - 7.224 Brooke

Just today, huh?

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7.244 - 9.368 Alexis

But seriously, what is she thinking?

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9.588 - 13.696 Brooke

I really like your new comment, quote, waste your pretty. I'm going to start using that for that one.

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13.716 - 15.078 Alexis

Don't waste your pretty.

15.339 - 16.16 Brooke

I've heard that.

16.341 - 18.745 Alexis

Oh, God, I use that all the time. Don't waste your pretty.

18.945 - 19.345 Brooke

All right.

19.365 - 24.43 Alexis

You'll understand what's going on here in a second because we got a brand new episode for you. But first, comments.

Chapter 2: Why did the first date almost not happen?

112.883 - 115.394 Alexis

Are you ready to shock Jeffrey? Yes.

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115.414 - 120.876 Jeffrey

My whole world is about to be rocked. What is it that made you or who is it that made you get on the app? Yeah.

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121.278 - 134.04 Jamie

I've just been trying to get myself back out there. I've been in a few relationships that didn't work out recently, and so I'm just trying to get my confidence back up. I don't really assume I'm going to fall in love immediately, but, you know.

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134.18 - 141.432 Jeffrey

Okay, that feels normal. You're what they say, like, going through the motions. Just to, like, get back in. You're like, let's go on a date. Let's see what happens. I don't know.

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141.512 - 146.741 Alexis

That confidence thing, are you just waiting for enough compliments to come through before the confidence kicks in? Yeah.

147.202 - 147.302

Yeah.

147.282 - 148.323 Jamie

Exactly.

148.343 - 152.768 Jeffrey

Okay. So did it work? Were you able to grab some confidence from somewhere?

153.428 - 174.05 Jamie

I mean, I did end up matching with this guy named Matthew on Hinge. Okay. All right. So I was feeling good about that. And he had some really cute photos. He was kind of nerdy, cute look. He's wearing glasses. Like, I was into it. All right. What did you do for your date? See, here's the thing. So the first date almost never happened, basically.

Chapter 3: What phobia did the guest reveal about escalators?

390.928 - 399.199 Jeffrey

Hopefully we'll find out what's really going on when we call Matthew and try to escalate this to a second date.

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399.479 - 400.78 Jeffrey

I did it. Okay.

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400.8 - 401.681 Brooke

One and done. No more.

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401.841 - 425.346 Jeffrey

I have one too. No more puns as we continue for your second date update right after this. Hold on. Second date update. If you'd never heard this story before and I told you a young woman sat on an escalator step holding her date's hand with her eyes shut tight, you'd probably think, huh, someone's about to get arrested here soon.

425.406 - 428.586 Alexis

Yeah. But why? Why arrested?

429.547 - 449.282 Jeffrey

I'm not going to explain it, but luckily that was not the case here. Our listener Jamie has an escalator phobia, but she beat it going to a happy hour with her date Matthew, and together they bonded over JetBlue Airlines, of all things. Yeah. You don't hear that one a lot on the first dates. I'm more of a Delta guy myself, Jeff.

449.302 - 454.868 Alexis

Yeah. I feel like she's just dropping it in case something goes somewhere and they can get sponsored and a trip taken.

454.888 - 471.022 Jeffrey

And they do have nice planes, I would say. That's good looking out. It's not dumb. Smart, but it did bond them, and Matthew even asked her out again at the very end of the night. Yeah, great sign. Thing is, there's been no follow-through since, so Jamie has now turned to us asking if we can get involved.

Chapter 4: How did the date help the guest overcome her fear?

600.477 - 605.743 Matthew

I was having a pretty good time with her. Like, I was, like, 100% in, like, on wanting to hang out again.

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606.144 - 609.188 Alexis

Okay. So when you asked her out at the end of the date, you were being sincere?

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609.248 - 614.394 Matthew

Yeah, yeah. Like, she was cool. It was a good time. You know, the drinks were good there.

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615.655 - 619.52 Brooke

That was your highlight. The drinks were good there. You know. He was into it.

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619.7 - 620.842 Jeffrey

Okay.

621.082 - 621.783 Alexis

So what happened?

621.843 - 626.428 Jeffrey

Yeah, something must have changed since then. Well, it was the comment.

627.009 - 627.93 Alexis

The comment?

628.231 - 628.971 Jeffrey

What comment?

Chapter 5: What was the highlight of the date for the guest?

688.748 - 695.645 Matthew

Oh, God. She basically says the 80-year-old broke up with her so he could find someone who lives closer to him.

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695.765 - 699.334 Alexis

What? Wait, she got dumped by the senior?

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699.871 - 700.492 Jeffrey

Exactly.

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701.232 - 704.255 Alexis

Oh, my goodness. What is going on?

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704.275 - 706.117 Jeffrey

Good for that 80-year-old for having standards.

707.538 - 710.941 Alexis

I mean, it makes you feel better she wasn't living in the same city as him, so maybe she didn't see him.

710.962 - 719.83 Jeffrey

I didn't get the impression of the same city. I've got the impression, like, she's three blocks away, and that's too far for his hips. You can't walk that distance. He needs a caretaker. Yeah.

719.95 - 722.713 Alexis

Why on earth would she be in a relationship with an 80-year-old man?

722.773 - 723.373 Jeffrey

That's a lot.

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