Second Date Update Classic: Two's Company, Three's An Intervention
Brooke and Jeffrey
iHeartPodcasts
4.7 • 1.9K Ratings
🗓️ 18 August 2025
⏱️ 17 minutes
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Summary
The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!
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Transcript
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| 0:00.0 | Second Date Update. |
| 0:03.0 | I'm not sure if you guys remember this, but about six months ago, we did an awkward Tuesday phone call with a listener named Kevin. |
| 0:10.0 | Okay. |
| 0:11.0 | Who wanted to ask out his coworker. |
| 0:13.0 | And he was super nervous about it, needed our advice. |
| 0:17.0 | Okay. |
| 0:18.0 | The call wasn't perfect. |
| 0:20.0 | Yeah. He had some stumbles along the way, but she... That doesn't sound like our show, Jack. Every call that we do. Yeah. Absolutely flawless. I'm trying to remember what happened. Well, in the end, she did say yes and agree to a date with him. But wasn't it kind of like, I guess? I don't know. It was a yes. Okay. But, right. Now, apparently, they went out a few times. Things fizzled didn't quite last. So Kevin has jumped back into the beautiful oasis we call the modern dating pool. Oh, man. And again, that was months ago. So, Kevin, how's it been? Have you had a lot of dates in that time? Like 10? |
| 0:55.1 | 10 days? |
| 0:56.0 | 10 dates in the last two years. |
| 0:58.8 | I think you're doing some work. |
| 1:00.9 | Congratulations. |
| 1:01.8 | You're a catch. |
| 1:02.8 | Yeah, but I actually haven't had a second date. |
| 1:05.6 | Oh. |
| 1:06.5 | But is that from your choosing? |
| 1:08.9 | Like maybe you didn't want to go out again with any of them? No, I would have been happy to go out with really any of them again. Oh. Okay. Okay. That's hard. Yeah. That hurts. Wait to set them up with that, Brooke. You're here. You're here. We're going to help you. Yeah, they haven't been the greatest. I actually had a really bad one. Yeah, she was a nice girl, I thought. But when I walked her out to her car, I opened the door, and then she just sucker punched me and then drove off. Wait, what? Did you say she punched you? I'm so sorry to laugh. I did not expect that sentence. That is terrible. Did she punch you in the face? Did she punch you in the face? It's actually in the back of my head. I was opening her door and then all of a sudden I just felt this like. Why? Did you ask permission to open the door for her? Because she may really have not liked that. You weren't fast enough for her? Maybe so. I don't know if she thought I was going to kiss her or. Your head was. How were you going to kiss her? Maybe she thought that you were trying to steal her car so she had to stop you. See, that's the only thing that I'm thinking. It has to be a self-defense. He's not like, give me the keys. I don't know. Was it that bad? I don't know. Some people give off natural grand theft auto vibe. So maybe you fell into that category. Can we just ask, are you okay? Now I am. Yeah. So is sucker punch girl the one you want us to call for a second date update? Please no, bro. I kind of want to talk to it. We'll call her a Brooke fighter. Well, who do you want to call? I've had this really bad luck until I met Chelsea. Chelsea. Okay, it's a new girl. Okay. No physical violence, I hope. Tell us about your, I'm assuming you went on a date with Chelsea? |
| 2:53.6 | Yeah, she didn't punch me. |
| 2:55.0 | That's all you know, actually. |
| 2:56.7 | We're improving. |
| 2:58.3 | I thought it was a good sign, and we connected the best out of all of the first dates I went on. |
| 3:04.1 | Okay. |
... |
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