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Brooke and Jeffrey: Second Date Update

Awkward Thursday UPDATE: He Saw What He Saw

Brooke and Jeffrey: Second Date Update

iHeartPodcasts

Improv, Relationships, Society & Culture, Comedy, Comedy Interviews

4.71.7K Ratings

🗓️ 6 November 2025

⏱️ 20 minutes

🧾️ Download transcript

Summary

The couple on the phone today came on our show just a few short months ago, and their story was so captivating, we brought them back today for the first ever Awkward THURSDAY (UPDATE)!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

Today is like super special.

0:01.8

Welcome to the podcast. It's Brooke and Jeffrey in your second day podcast because we have an awkward Thursday phone call. Yes. But we're getting the couple back on. And I cannot believe these two are back on. No, seriously. When you hear part one, you'll understand. Yes. Yes. So you need to listen to the whole thing. We're going to have the original play. And then part three will be when they're back on. do not miss it.

0:23.5

Yes.

0:24.0

But first, comments, because we love them. Yes. Kelvin said, I'm listening from Ghana while getting over a broken heart. Oh, yeah. It's all right, Calvin. I think this will make you feel better. It will. When you hear what's going to happen next. Because it could be this bad.

0:38.2

All right.

0:38.8

It's all starting right now.

0:41.0

One of the most memorable awkward Tuesdays of the year, where one of our listeners caught

0:47.0

his girlfriend out at a bar wearing an engagement ring and it wasn't his.

0:53.3

The truth shocked us all, but maybe even crazier, is we get them back on to give us an update.

1:01.3

Like them, both of them?

1:02.7

Good or bad, you'll find out.

1:05.0

It's a special awkward Thursday phone call right after this.

1:09.2

Everyone's been asking for this.

1:10.6

It's an update from an awkward Tuesday phone call.

1:13.1

Right after it's done, we're going to have them back on the phone to find out where they are now.

1:17.8

It's awkward.

1:19.0

It's Thursday.

1:20.3

It's awkward.

1:21.7

Thursday.

1:22.7

Phone call.

1:24.0

Is there any circumstance where you're out somewhere and you see a friend's significant other

1:29.7

doing something that they shouldn't be doing?

...

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