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Brooke and Jeffrey: Second Date Update

Second Date Update: Pursue Me Please

Brooke and Jeffrey: Second Date Update

iHeartPodcasts

Comedy, Relationships, Society & Culture

4.52.3K Ratings

🗓️ 24 June 2026

⏱️ 17 minutes

🧾️ Download transcript

Summary

Sometimes in the dating world, you have to decide if the pursuit is WORTH the prize at the end of the journey. In today’s Second Date Update we’re figuring out just HOW FAR one man will go for just one, single date. 

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0

Just when we're about to start this, our producer calls Jose out of the room.

0:03.9

Yeah.

0:04.8

Come on, Boyd.

0:06.2

Come on.

0:06.8

It's right when we go to start record, he's always like, and I'm going to interrupt right now. All right. Hey, you know what? We're doing it anyway. It's Brick and Jeffrey, and we've got a brand new episode for you on your second date podcast. Thanks so much for being here. And before we get to it, let's do comments.

0:20.9

Yeah, Debo 77 said,

0:23.4

I've purposely been slacking on listening. So I have a nice chunk of five to six episodes to listen to all at once. Oh my gosh. Yeah, you're one of those that loves our back-to-back classics on Saturdays. Yeah, you are, Debo. For sure. All right. Let's get to just your one new episode. It's going to start right now.

0:39.9

Brooke and Jeffrey in the morning. Second date update.

0:43.6

When was the last time someone in this room picked up the book, The Great Gatsby?

0:49.3

I'd say, yeah, my junior year, maybe.

0:52.9

Oh, perfect. Then you obviously remember the entire novel is basically following Gatsby's pursuit of Daisy,

0:59.3

while Daisy the entire time plays hard to get, much like Elizabeth Bennett from Pride and Prejudice and Mr. Darcy.

1:07.0

I thought it was more of a societal look on what wealth does to people.

1:11.3

I don't know.

1:11.9

Yeah, I mean, sort of.

1:13.9

I'm more focused on the courtship aspect of it.

1:17.6

I hope you don't mind me using early literary references of it,

1:20.8

where the man must prove himself through persistence in order to gain her affection.

1:25.3

I'm glad you did, but probably half of our listeners just tuned out, but that's cool.

1:29.2

Including me.

1:29.9

Yeah.

1:31.4

Perfect.

...

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