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Brooke and Jeffrey: Second Date Update

Second Date Update UPDATE: Family Dinner Drama

Brooke and Jeffrey: Second Date Update

iHeartPodcasts

Comedy, Society & Culture, Relationships

4.52.3K Ratings

🗓️ 12 February 2026

⏱️ 18 minutes

🧾️ Download transcript

Summary

Gillian and Thomas were on our show a few months ago after some drama happened on their date over a family recipe. Now, they’re BACK for a special Second Date Update UPDATE!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

Ooh, if you remember Grandma Wars on this show, then you are in for a treat today.

0:04.6

Welcome to the second date podcast.

0:06.8

We've got your update update.

0:08.5

That's where we check in with a couple that was on our show and actually win out again after being on a second date and see what's happened since.

0:16.3

So if you remember how this works, we play the original so everybody's up to speed.

0:20.5

And then on part

0:21.8

three, I know you got to listen to the commercials or skip through them. We get them back on the phone.

0:28.3

Yes. So you definitely want to stay around for the whole thing. And first, of course, comments.

0:32.9

Yeah. Ellen for Mike said no offense to anyone. Oh. But my favorite nickname that Jeffrey used for Brooke was Moneybags Brooke.

0:40.1

My brother and I loved it so much that we call each other that now.

0:44.1

Oh, wait, Moneybags Brooke or just Moneybags?

0:46.6

I hope Moneybags Brooke.

0:48.8

Yeah.

0:49.5

Good morning, Moneybags Brooke.

0:50.7

Good morning, Moneybags Brooke.

0:52.8

I love it.

0:53.7

I love it. I love it.

0:54.4

All right.

0:54.9

Your second date starts right now.

0:57.2

When you talk about typical red flag moments that ruin first dates,

1:02.4

normally we hear about a disagreement over who pays the bill.

1:06.5

Yeah.

...

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