Brooke and Jeffrey: Second Date Update - Second Date Update PODCAST: Disconnect Four

Episode Date: June 15, 2020

Jon has been going crazy overthinking his entire date to figure out what went wrong... But he's just too clueless to realize the answer is right in front of him. Hear what he missed, in the Podcast!See omnystudio.com/listener for privacy information.

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Apparently, he had a big romantic evening planned for his special lady, and something came up. Uh-oh. So let's talk to him about it. J-Dog, what's up? What? J-Dog, that's awesome. Do you mind if I call you J-Dog? No, no, that's really cool.

I mean, that makes me sound, sound like even cooler than i think i am hey can i can i interject and say i mind does anybody else we can do something we can do like jay money all right jay bone money is awesome what do your friends call you my friends i have one friend he just called me john oh yeah it's not as exciting yeah there we go thank you john okay john so who do you want to call today? Her name is Lisa. Can I just say something? I'm nervous. I get a little awkward and pathetic when I'm nervous. Don't worry about it.

I just want to say, listen, I love you guys. Thank you so much. When I emailed you, I had no intention that you guys, or rather, I had no I had no... It's okay, John. Oh my no idea. Calm down, bro. I got a little stutter.

I got a little like. It's okay, John. Oh, my gosh. You're being so cute. We're here for you, man. And listen, you thank us now and just remember that because the end of this could not go the way you want, okay? Okay. Well, listen, I still thank you for responding to me.

Not many people do. If I were to say one thing before we get going, this is like the top five highlights of my life. Okay, guys. It's a pretty sad life you've lived. Oh my gosh, Jeffrey. Do you know what, John? I think you're awesome. Yeah. Thank you. I love the sarcasm. What doesn't stick to me bounces off me and hits you. Yep. Glue, paper, wherever we're at here. Rubber. I don't know how it goes. So you said her name is the girl you want to call is Lisa. Yes, oh yes, Lisa. Why don't you tell us about her?

How did you meet her? Well, you know, I wasn't having a lot of success dating. I think I could chalk that up to my friend tells me it's probably because I'm not so good looking. Oh my God, what kind of friend do you have, John? I bet you're great looking, okay? Well, I mean, nice of you to say, but I mean, I could send you a photo. I mean, I don't look like the stars in Hollywood or like any sort of like athlete or something.

I'm sort of pudgy. You're normal, dude. It's fine. Yeah, none of us look like that. Oh, I wish you guys were around in my teen years. I could have used that. Aw. John, you are so endearing.

I will say that for sure. It's all about personality. Tell us, how did you meet Lisa again? Well, I guess I could preface this by saying that I've been using dating apps, but I wasn't getting many success, no responses. I met her finally on Craigslist. They don't require

photos on Craigslist. Oh, there's like a dating section in Craigslist. You can post for yourself? Okay. Craigslist. They don't require photos on Craigslist. Oh, there's like a dating section in Craigslist. You can like post for yourself. Okay. Okay. All right. So she didn't see what you looked like, so you matched with her. Exactly.

She didn't see what I looked like, so we matched. It's a little bit more accepting. Yeah, that's good. That's good. That's great, man. So what did you guys do for your first date? Well, here's the thing. We messaged back and forth.

She was warm and kind. So, and I'm telling you, she's the kind of girl that like would donate a kidney if I needed it. Or maybe since she's on Craigla, she'd steal your kidney. Maybe she would donate one too. That sounds nice. You guys are so funny. Thanks, John. I can't believe I'm doing this.

John, you're awesome. So what did you do with Lisa? We exchanged numbers, invited her to hang out at my house. I got some hard ciders. We had apps, you know, like a veggie tray. Yes. Those little pizzas. Uh-huh.

I set out a candle or two and then a Connect Four because that's my favorite game. Oh, God. I'm going to tell you, you guys are laughing, but I think that is a first date done right are you kidding me pizza rolls hard cider and connect four uh does sound fun that would win over anyone i want to fight it but i agree wow brooke's getting steamy over here just thinking about connecting that fourth piece i mean don't bust out the game risk though that's really getting hot and heavy oh i love risk yeah So did she love it, John? Did she love it as much as I do? Well, listen, she didn't show up.

I texted her. I didn't hear back from her. I started to freak out. And then about an hour later, and, you know, that's pretty late after, you know, the time set. Yeah. She texted me and she said, I had a work meeting that was running late and she needs to reschedule and she's so i haven't you know been able to really connect with her since and she keeps saying that she's busy and i think she's avoiding me okay yeah that sucks so bad

like i'm kind of mad at her especially when you plan something like really big for someone even if it's like connect four Four. You go through the effort and then they don't show up. That's just rude. Did you tell her that you had planned these things and then she didn't show up or was it all supposed to be a surprise? It was a surprise. I haven't told her what I planned because if it

does happen, I want to do it all again. Okay. Yeah, that's smart. Is it okay if we tell her or no? If you think that's the best, then I trust you way more than I trust myself in this situation. Oh, man. I don't know if that's the right thing to do. Yeah, I agree. Okay.

Well, here we go. We're going to play a song. We'll come back, and then we'll call Lisa and try and get you a second date update. All right, J-Dog? Awesome. Thank you so much. Okay. All right, hold on. If you're just tuning in for today's second date update. All right, J-Dog? Awesome. Thank you so much. All right, hold on.

If you're just tuning in for today's second date update, we're talking to John, or as his friend likes to call him, John. Yeah, thank you. Thank you for that nickname. That doesn't... That was John's name. That was what he said.

Anyway, John's a nice guy. He says he hasn't had a lot of success in the dating department, but he finally connected with a woman he met on Craigslist named Lisa. And he had a steamy date night planned for the two of them, filled with hard cider, bagel bites, a little game of Connect Four. Dude, it's awesome. There's a lot of people that agree with me on that one, John. Don't worry.

And the veggie tray. You forgot the veggie tray. And the veggie tray. Oh, yeah. With that ranch dip. But she never showed up. John don't worry people are texting and the veggie tray you forgot the veggie tray and the veggie tray oh yeah with that ranch dip but she never showed up and an hour into it she finally texted him

that she got caught up with work so since then seems like Lisa's been avoiding him and now John I just want to be honest with you

I can't promise that we're going to get you a second date out of this but I can promise that if we don't, I'll hook you up with Jose's sister. She's recently single, I heard. She is, actually.

But she has a kid, and she's mine. Wait. She's my sister. Leave her alone. Sorry. It sounded like I was saying she's mine. She's not mine. You're going to have to fight Jose over his sister.

Jose, I didn't know you guys were that close. No, she's mine. You're making to have to fight Jose over his sister. Jose, I didn't know you guys were that close. No, she's mine. You're making me nervous. Oh, John, don't be nervous, okay? Take deep breaths and remember that no matter what happens, one person's opinion doesn't matter about who you are, right? You love yourself. You are awesome, okay?

Whatever you say. Okay. That's the spirit. All right, we're going to dial the phone number right now and try and get your second date update, okay? Okay, okay. Okay. That's the spirit. All right, we're going to dial the phone number right now and try and get your second date update, okay? Okay, okay. Okay, here we go. Hello?

Hi, can I talk to Lisa, please? This is she. Hi, Lisa, how are you? This is young Jeffrey from the radio show Brooke and Jeffrey in the morning. Okay. Okay. I'm sorry.

The radio? What do you mean? We have a show. Yeah. And you're on it right now. Um, why? Because we do something on this show called a second date update. That's where if you go out with someone and afterwards they're not calling you back, you

can email us to get in touch with them and try and figure out the reason why. What do you want to say? I don't get this. You don't need to say anything yet. You just need to like, we're just trying to tell you what's going on. That's what the segment is. And the person that wanted us to contact you, his name is John. John. You actually never went out with him. You were supposed to. Do you know when this was, supposedly? Well, in his email, he said this happened about a week ago.

I can look in my, give me one second, I'll look in my text. He said he met you on Craigslist. Okay. Yeah. I have a John here. What? And I did reply and say that I had appointments and clients and that we would reschedule. No, this isn't like a business thing.

This is like a date. Yeah. Okay. Okay. John, about a week ago, right? He invited you over to his house to hang out and then you were like an hour late you were supposed to be there and you were late yeah i said that we were going to reschedule so i did text him but he asked again and you keep saying you're busy he says because i'm busy and when I'm not busy, we'll get him scheduled. It sounds so businesslike and formal.

Yeah, totally. Did you like him at all, Lisa? I mean, he said you guys texted back and forth for a while and maybe had a pretty good rapport. Well, I mean, I've never really actually met him, so it's kind of hard to say. That makes sense. Well, I mean, he's really wanting to get in touch with you, and he doesn't understand why he's not able to get a hold of you this is crazy i i don't know what to say guys i texted him i said you know i'm busy and i'm booked up and we can well i think i think it'd really help if you told him that directly in person because he's been on the phone listening this whole time and he wants to talk to you.

Okay. Okay. John, you there? Yes. Breathe, John. Hi, Lisa. I'm a five. Hi, John.

Listen, I just want to say that your voice is like everything that I thought it would be, like a little smoky, almost like Audrey Hepburn, and I'm like really sort of panicky right now because it's beautiful. Aww. John, that was actually cute. I know you're really busy and everything, and I'm completely, you know, I'm always free because I don't really have much going on, but I think that, like, I'm completely, you know, I'm always free because I don't really have much going on. But I think that, like, I'm excited.

I have Kinect 4 and candles and a veggie tray. Okay, John, relax, relax. Let her respond to you. Oh, hey, John, I think I need to clarify something with you. So here's the thing. I've got hard ciders, too, if you like hard ciders. He has a really cute date night plan for you, Lisa. He's obviously very excited about this.

And that's really nice, but I do need to talk to John about this. I need to clarify something. Okay. Okay. Okay, so, John about this. I need to clarify something. Okay. Okay, so John, listen. So, we met on Craigslist and this wasn't like a date scenario.

You actually clicked on my link. I'm actually an escort and that was an ad that you clicked on. What? Yeah. This is not right. This is so embarrassing. Dude. You're a Craigslist escort.

Yes. So this wasn't like seeking love or relationships. I mean, my ad, it was pretty obvious. Like I'm dressed a certain way on a bed and it was spelled out for you. So I'm really sorry because that sounds very sweet of you but can i can i just jump in for a second okay um i don't know what that is okay so john here's the thing yeah um i have a business oh my god okay, where instead of, you know, I sell my time to entertain men as opposed to seeking a romantic relationship. This is more intimately.

Wow. You get it, John? Wow. Wow. Wow. Oh, my God. So many things are clicking in his head right now. Are those good wows or are those bad wows?

Wow. Don't be embarrassed, John. I'm sure this has happened to other people, right, Lisa? First time, not going to lie. I did it. John is one of a kind, though, so I can see why that would happen. Well, I think that you sort of sent mixed messages. I don't want to get combative here, but you did send me mixed messages,

putting yourself on the dating section of craigslist okay so okay john it is in that section in the dating area but it is still separate it's pretty clearly defined as yeah um i mean it's even talks about call for rates so i don't know john did she ask you for any money or anything when you emailed each other? There was a dollar sign at the bottom, but I thought that was just a typo. Okay, John, I don't think this is at all Lisa's fault on this one. We can't put blame on her here. You're just too sweet, John. I didn't know men like you still existed in the world,

and there's some hope, I guess, in that. Yeah, there you go. I'm just going over it in my head right now, the stuff that's on your Craigslist post. And you said that you love giving men company, and I mean, I love company. So I thought we had a connection. Okay. Most men love company, John, but not in the same way. Well, John, the good news is that you just pay for it, and I guess we are offering to pay for you to see each other one more time.

I mean, I'm not paying for services. No, but for dinner. But I'm paying for dinner for you guys to hang out. And that would count as her time spent. You know what's going to happen, though. He's going to have to pay a little extra. But, you know, we've got the food covered. Yeah.

Okay. Well, if you're putting money into this and you're paying cash, like if there's cash available, I'm definitely available then. So I don't know about cash, but we do have gift cards. So do you accept gift cards, Lisa? It only gets you so far, the gift cards. That's something, though, John.

So, John, what do you say? Look, I just love company and I already have the hard cider. I haven't even touched it and I'd have to get a new veggie tray. Would you be able to reimburse me for that? Yes, we will cover the veggie tray. Alright. John, listen, if we do this,

this would be hanging out and we can have fun, but there will be a transaction. There will be cash at the end of this experience. So just know that if you want to proceed. That's great. Hang out with me and play Connect 4 and watch Sharks. That's right.

There you go. Connect 4, bedroom edition. Oh, my God. Jon Stewart is back in the host chair at The Daily Show, which means he's also back in our ears. Oh, my God. all get behind. Listen to The Daily Show, ears edition on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. What if you asked two different people the same set of questions? Even if the questions are the same, our experiences can lead us to drastically different answers. I'm Minnie Driver, and I set out to explore this idea in my podcast, and now, Minnie Questions is returning for another season.

We've asked an entirely new set of guests our seven questions, including Jane Lynch, Delaney Rowe, and Cord Jefferson. Listen to Mini Questions on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Seven questions, limitless answers. You are cordially invited to the hottest party in professional sports. I'm Tisha Allen, former golf professional and the host of Welcome to the Party, your newest obsession about the wonderful world that is women's golf. Featuring interviews with top players on tour, tips to help improve your swing, and the craziest stories to come out of your friendly neighborhood country club. Welcome to the Party with Tisha Allen is an iHeart Women's Sports production in partnership

with Deep Blue Sports and Entertainment. Listen to Welcome to the Party, that's P-A-R-T-E-E, on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts.