Second Date Update Classics: Flea Market Find + Due The Math
Brooke and Jeffrey
iHeartPodcasts
4.7 • 2K Ratings
🗓️ 9 May 2026
⏱️ 37 minutes
🧾️ Download transcript
Summary
Part 1
Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date!
Part 2
We promise you that you’ve never heard of anything like the move a guy pulled to ask out our listener outside a coffee shop.
See omnystudio.com/listener for privacy information.
Transcript
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| 0:00.0 | Hey, thanks so much for being here on the weekend. |
| 0:02.0 | It is the second date podcast with Brooke and Jeffrey in the morning, the official one. |
| 0:05.8 | And every Saturday we feature two classics. |
| 0:09.0 | Yep. |
| 0:09.4 | Yeah, exactly that. |
| 0:10.7 | Put it back to back so you get a little longer dose. |
| 0:14.0 | And also, if you guys love these and you want to see what they look like live, |
| 0:19.1 | we're actually doing video now. Yes. There is a visual aspect to it all. Yeah. For the better or worse, I don't know. Yeah. And we're rolling out a little slowly. We don't have the biggest team in the world, so we're doing as much as we can. We've got two live videos up right now on our YouTube page at Brooke and Jeffrey. Thank you so much for checking those out and for subscribing and for leaving a comment. Even if it's a comment that you were disappointed. We'll take that to her. |
| 0:43.0 | That's perfect too. Honestly. You took time out of your day to write us. And we appreciate you. So if you haven't, go check them out on YouTube again at Brook and Jeffrey and your back-to-back classics. Start right now. |
| 0:54.2 | It's good to set rules |
| 0:55.9 | and boundaries early on |
| 0:58.1 | in a new relationship. |
| 0:59.7 | Yeah, I mean, communication's key there. |
| 1:02.1 | Like when Brooke started dating her husband, |
| 1:04.4 | she made a rule on night one. |
| 1:06.5 | He wasn't allowed to cry |
| 1:08.2 | when they hooked up. |
| 1:09.7 | Oh, no, that must have been tough. |
| 1:11.6 | Well, let's just say that rule didn't last very long. |
| 1:15.9 | Oh, see? |
| 1:17.2 | Show me those crocodile tears, boy. |
| 1:20.4 | But one of our listeners was given a different stipulation before his first date |
... |
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