Brooke and Jeffrey: Second Date Update - Second Date Update PODCAST: Cougar Country

Episode Date: September 27, 2016

One of our listeners is jumping back into the dating pool after 15 years of marriage! And she will be the FIRST ONE to tell you, that it's WAYYYY different than it used to be, and she has no idea what she's doing. Hear it in the podcast!See omnystudio.com/listener for privacy information.

Catch Jon Stewart back in action on The Daily Show and in your ears with The Daily Show Ears Edition podcast. From his hilarious satirical takes on today's politics and entertainment to the unique voices of correspondents and contributors, it's your perfect companion to stay on top of what's happening now. Plus, you'll get special content just for podcast listeners, like in-depth interviews and a roundup of the week's top headlines. Listen on the iHeartRadio app, Apple Podcasts to give you the context you need to make sense of it all. Every day in just 15 minutes,

we dive into one global business story that matters. You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow the Big Take podcast on the iHeartRadio app,

Apple Podcasts, or wherever you listen. People, my people, what's up? This is Questlove. Man, I cannot believe we're already wrapping up another season of Questlove Supreme. Man, we've got some amazing guests lined up to close out the season. But, you know, I don't want any of you guys to miss all the incredible conversations we've had so far. I mean, we talked to A. Marie, Johnny Marr, E,

Jonathan Schechter, Billy Porter, and so many more. Look, if you haven't heard these episodes yet, hey, now's your chance. You gotta check them out. Listen to Questlove Supreme on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

Moving 92.5 Brooke and Jubal's Second Date Update When we do these second date updates, I'm always interested in hearing the story of the date and what happened and why people think they might not be getting a call back. But actually today, I think I'm more interested in hearing about all the other failed dates that this person has been on.

Oh, the list is that long? It's only so sad. We got an email from Jackie. She wants to do a second date update today. She's kind of back on the dating scene, I guess, after getting divorced and stuff like that. But she says that she's been dating a little bit and she's had a bunch of weird experiences. So, Jackie, can we actually talk about the weird experiences instead of the person that

you want to talk about? Oh no, I'd rather not really. I hear from single people that listening to these are often just depressing because they're like, this is what the dating scene is. Great. Yeah, it's so depressing. I mean, the guys that are out there are so weird. The first date I went out on, he wouldn't stop smelling my hair for like the first hour of the date. I was like, what are you

doing? You know, like some personal space. He just, he just sat there smelling your hair. Yes. It was freaky. It was like, you know, I don't even know you. Sounds like a normal date to me, Jackie. I think you are just out of touch. So your, your email said, your email said you haven't been dating in a long time because you went through divorce and all that kind of stuff. How long has it been since you've been out in the dating world? Oh, my gosh. Probably 15 years. Wow.

That's a while. That's a while. That's probably kind of scary getting back in the game, you know? Yeah, it really is. It's really kind of bizarre, and I feel like I'm a kid all over again. You know, that's not a good thing. But the guy that you want to call today, his name's John. All right. And so this was a positive experience for you. Yes. Finally, I met this guy. He was so cute and tall and beautiful eyes and great smile and sense of humor and told him about my kids. He seemed totally cool with

that. We had this wonderful night and ended with this fabulous, passionate kiss. And I was like, oh, my gosh, you know, finally a good one. And then I never heard from him. Can I ask you, where did you meet him? I met him online, but I feel kind of weird about even saying that. I'm kind of ashamed even to admit that, but I don't know where else. Hey people. That's where everybody meets people now. I mean, you have to sift through the hair sniffers and the other weird people. But you've done that and clearly met somebody that you liked. What did you guys do? He took me dancing, and I haven't been out dancing in I don't know how long,

but we just had a blast. Are we talking like grinding or are we talking like ballroom dancing? No, no, we went to a club, Okay. They had, you know, music of all different genres and stuff. So it wasn't like, I don't know, you know, rap music that you can't really dance to. It was like fun music. And we just had such a blast together. We had a really good time. Okay.

Why do you think he's not calling you back if you had such a great time? I don't know. That's why I'm like, what? You know, I know I've been out of this whole thing for a while. I don't know how it all works. You know, are you supposed to wait three weeks before you call someone back? I don't know. I mean, I never understood.

Listen, I never understood guys when I was a kid. I don't understand them now either. I mean, I forget it. All right. And what are you looking for? Like, when you're out dating, if you were to go on a second date with John, are you hoping that it would turn into a relationship, or are you just looking to have some fun?

Well, I think I would like a relationship again. You know, I mean, I wouldn't take it super fast. I think I would want to take it kind of slow and kind of get to know the person pretty well before I got involved after having such a disaster with my first husband. But, yeah, I'd like to meet someone. I don't want to be alone the rest of my life. You know, my kids are going to grow up and then what? You know, I'll be all by myself. Did he know about the kids before you guys went out? Yes. Yeah. He did. Okay. On my profile. It's very, you know, I made sure that

people knew that because I know that could be like a problem and maybe it is. And he was just being nice about it. I don't know. Yeah. I was going to say, how did that conversation go when you talked about your kids? He seemed fine with it. I mean, he's never been married before. He doesn't have any kids of his own, but he had some nephews and nieces, and he seemed like he really liked hanging out with them and playing with them and stuff. That's not bad, because you bring up kids with me on a date, and it's like a hole through the wall like a cartoon character. I bust out of there so quickly. Some guys are like that, you know? Right, exactly.

But you wouldn't go on a date with somebody who had it on their profile to begin with, right? It depends on what you look like. Oh, my God, you're such an awful person. Okay, so how many times have you tried to get a hold of him since you've gone out? I texted him the next day to say thanks for such a great night out.

Look forward to seeing you again. And then I think I called him like two or three days later, but that was it. I don't want to be like a stalker. I don't know. I don't know what to do. Am I supposed to call him if he's supposed to call me? I don't know. Has he said anything back to you at all? No, silence like crickets. Nothing. And you can't think of one thing that was awkward? The only thing I can think of is that he's like a little bit younger than me. And by a little, you mean? Well, like 12 years. He's 12 years old? Way to go, girl. No, it's people.

No, and I would not be saying way to go if he was 12. Oh, 12 years younger. Okay, I just heard 12 years. I was like, wait a second, Jackie. You're doing this wrong. Oh, my God. You're not allowed to use the phone. Yeah.

That could maybe possibly be a thing, thing though to be 12 years younger than somebody's some people might care about that yeah i guess 12 years might be kind of a lot for some people but he seemed to be okay with it and i put my age out there i was very like honest on my profile i know a lot of people like put a lot of garbage up there and lie and all that but i was really honest and people tell me i look a lot younger than my age and you know and because my all my information was out there he knew what he was getting into it wasn't like I got showed up and it was a surprise right unless he was like I don't know maybe giving it a try for the first time and then notice that we actually don't have anything in common no maybe I thought that you know

guys like the cougar thing I I don't know. I like you. I don't know. Well, we'll find out. We'll play a song, come back, call him, and get your second date update, okay? Thank you. You're welcome. Hold on. Moving 92.5.

Brooke and Jubal in the morning. Second date update. If you're just tuning in for today's second date update, Jackie is on the phone and she wants to call a guy named John today. They met online. She's had a string of bad dates and apparently has just jumped back into the dating world after getting a divorce and stuff. They went out, danced a little bit, and now he's not calling her back. She has no idea why, except she thinks it could have been because she has two kids and maybe that kind of scared him off. Jackie?

Yeah? You know what I'm thinking might have scared him off? Oh, no, What? Your ability to twerk. That's right. Maybe, just maybe you were dropping it a little too hard on the dance floor, Jackie. What do you think? I don't know. I mean,

maybe he doesn't like the way I dance. I don't know. I can hear it in your voice. You know how to get down, don't you? She's a twerker, bro. She's a twerker, bro. Oh, my God. That would probably have been shocking for down, don't you? She's a twerker, bro. Yeah. She's a twerker, bro. Oh, my God. That would probably have been shocking for him, seeing that you are 12 years older than he is. Well, you know, I don't do all those workouts for nothing.

I've been doing that insanity thing for years, you know, trying to keep myself in good shape. Good for you. All right. Well, I'm going to dial his phone number now and see why he's not calling you back. Okay? Thank you. Here we go. Hello?

Hi, is John there? Hi, this is John. Hey, John, how are you? This is Jubal. I host our radio show called Brick and Jubal in the Morning. Oh, okay. I think I heard of you. What's this about? Well, I wanted to ask you a few questions if you have a second. About what?

About your dating life. Ah! That's how it is. Oh, that's weird. I'll explain. We do a segment on our show called The Second Date Update. It's where if you go out on a date with somebody and then end up blowing them off after the date, they email us to see if we can get you on the phone and ask why. So you recently went on a date with one of our listeners.

Her name is Jackie. Oh, okay. Oh, my gosh. So Jackie told us about your date and said that she actually liked you a lot and wanted to see you again, but she's wondering why you're not answering her phone calls. She's really great. It just, I, I just don't think it's going to be right though. Is there a particular reason? You know, it just, sometimes you're, you know, you just don't match up. That's all, you know.

Does it have anything to do with the fact that she's 12 years older than you? No, no, I knew that. I knew that before we went out. She's really fun. She's really great. And I hope she finds somebody great to be with. Okay, if she's so great, then why don't you want to go out with her again? I want what's best for her.

Do you feel like you guys are looking for different things in life? Yeah. I think I just want her to really be happy. She deserves that. It sounds kind of like you're dancing, John. Be honest. Is it the age thing?

Like, you can tell us the truth. No. No, no, no. She doesn't even look her age, actually. She looks great. So she's great, fun to be around. Beautiful. Gorgeous, yeah.

Yeah, sounds awful. And has kids and you don't mind kids. So everything about her is perfect for you, and that's why you don't want to see her again. I really like her. I think she's awesome, but I think that in the end it's not going to work out. Why?

Well, did she tell you that she's divorced too? Yeah, she did. She told us all that. And I mean, did she tell you about like what her ex-husband's like? No, we could have gone into that. But I was more concerned with hearing about your date with her, not her ex-husband. Not rehashing her marital problems. Well, he's just like he's just he's he just really has his stuff together. He's this big time investment banker and very successful and probably provided a lot for her that I just can't do. Wait a minute.

You realize he was also a d***bag who she divorced, right? And doesn't like at all. I don't really know too much of the details of why they got divorced or anything. We didn't really talk that much about that. I just know I'm barely getting my life started. I just started working in public relations, and I'm not going to be able to give her that. That is so unfair to her, dude.

Not only are you saying that, I mean, it just implies that she is looking for someone with money. No, but it's not even like that at all, though. I'm just talking about that there's a standard of living that people are used to being at, and I can't fit into that for her. I can't give her that. That's real. That's, like, very real. It's not anything bad about her.

In fact, that's what I'm trying to say is I think she's really great and I want her to have what she should have in life and I can't give that. Yeah, but don't you think that maybe she has her own money and her own way of life and that actually maybe she wasn't reliant on her ex-husband at all? I don't know about that. I just, I don't think that we're in the same place in our lives. And if you talk to her, can you just tell her I had a really wonderful time with her and I really want the best for her? I can do that, but why don't you do it yourself? Because she's actually on the phone listening to this conversation.

What? Yeah. Jackie? Hi, John. Listen, I think you're great, and I wish you didn't feel that way, because none of that stuff matters to me at all, really. But it's going to. Look, you're used to a guy that's really put together and has everything kind of figured out,

and I'm just getting started, and I'm just kind of figuring out where I fit in life right now. And no, but I like that about you. I like that you're excited and looking forward to the future and have all kinds of ideas and things. I mean, I've already been there, done that with a guy who's a jerk. I don't need to go down that road again. You like it now, but in, you know, two months, it's going to be boring to you, and you're going to want more. You're going to want to go out and go on crazy vacations that cost a lot of money that I can't give you. Oh, my God. You are so jumping to conclusions.

What are you saying? I mean, that's where it's headed. That's why we went out. I mean, that's where it's going to go eventually, and I can't do it. Well, really, none of that matters. I just wanted somebody that I could really click with, and I thought we had a great time together. You like me now, but the thing is,

you're driving up to meet me in a Mercedes, and I'm driving up to meet you in, like, a 1999 Toyota. It doesn't match up. Yeah, but from the sounds of it, you're the only one that's concerned about it. She's not concerned about it. Yeah, but long term, it's not going to work out. You know, nobody said anything about long term. We could just hang out and hook up, you know?

Whoa! Yeah, girl. I like her. Did you mean hook up in the way that I think you meant hook up, Jackie? You know what that means, right? I don't know. I just wanted to have some fun and I don't want to be that serious.

As you should. You are making up for some lost time. That's right. That's right. You know, I never said I wanted to get married right now. I don't want anything serious right away. I just want to go and have some fun.

Yeah. And John, you look like you could be a lot of fun. What? Okay. Different from what I thought. Yeah, it sounds to me, John, like Jackie is not interested in a long-term thing with you at all. She wants to chew you up and spit you out.

Which would be cool to do. All right. Well, in that case, would you guys like to go out on a second date? John, we will pay for it. Oh, man. You know what? As long as there's no long-term expectations, then hell yeah, I'd love to go out again. Oh, my gosh.

Does that sound okay with you, Jackie? Oh, I think I've made my point That sounds more than okay to me Alright well congratulations you two It's a successful second date update We'll send you out again Oh that sounds wonderful I can't wait to see you John

And just like Jubal said you know There may be some chewing and there may be some spitting out Oh yeah Okay Broken Jubal in the morning. Jon Stewart is back at The Daily Show, and he's bringing his signature wit and insight straight to your ears with The Daily Show Ears Edition Podcast.

Dive into Jon's unique take on the biggest topics in politics, entertainment, sports, and more. Joined by the sharp voices of the show's correspondents and contributors. And with extended interviews and exclusive weekly headline roundups, this podcast gives you content you won't find anywhere else. Ready to laugh and stay informed? Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. The forces shaping markets and the economy are often hiding behind a blur of numbers. podcasts. business story that matters. You'll hear from Bloomberg journalists like Matt Levine. A lot of this meme stock stuff is, I think, embarrassing to the SEC. Follow the Big Take podcast on the iHeartRadio app,

Apple Podcasts, or wherever you listen. People, my people, what's up? This is Questlove. Man, I cannot believe we're already wrapping up another season of Questlove Supreme. Man, we've got some amazing guests lined up to close out the season. But, you know, I don't want any of you guys to miss all the incredible conversations we've had so far. I mean, we talked to A. Marie, Johnny Marr, E., Jonathan Schechter, Billy Porter, and so many more. Look, if you haven't heard these episodes yet, hey, now's your chance.

You gotta check them out. Listen to Questlove Supreme on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.