Brooke and Jeffrey: Second Date Update - Second Date Update PODCAST: Ray Gets His Swag Back

Episode Date: January 20, 2016

Today we found out how ONE SIMPLE QUESTION... can ruin not only a man's date, but possibly his entire life!? Hear what happens to poor Ray, in the Second Date Update!See omnystudio.com/listener for privacy information.

Ugh, we're so done with New Year, New You. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Gemini's because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year and find them on Bumble.

Joel, the holidays are a blast, but the financial hangover, that can be a huge bummer. If you are out there and you're dreading the new statement email that reveals the massive balance that you may have racked up, well, you could use our help. That's right. I'm Joel. And I am Matt. And we're from the How To Money podcast. Our show is all about helping you make sense of your personal finances so you can ditch your pesky credit card debt once and for all, make real progress on other crucial financial goals that you've got, and just feel more in control of your money in general. You know it. For money advice without the judgment and jargon, Listen to How to Money on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

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Ready to laugh and stay informed? Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Moving 92.5 Brooke and Jubal in the Mornings Second Date Update You've got to be careful when joking around on a first date because the other person might not get your sense of humor. Like, I don't know how many dates have been ruined that I've been on

when in the middle of it I just drop my fork and I look her dead in the eye and just go, how many other people know you're out with me right now? That's a really funny joke. They never get it. It just ruins the mood right there. And Maggie, who is on the phone with us right now to do a second date update, apparently made a poorly timed joke on her date and she thinks that's why she's not getting a call

back today. We'll find out what her joke is in a second. Hopefully it's as good as mine. But first, let's find out a little bit about the guy that she wants to call. Maggie, how are you? I'm good. How are you? Good. So you want to call a guy named Ray today. Well, actually, I want you to call him.

That's a good point. Good point. I guess that is how the second day updates work, right? I call them. Well, you want me to call a guy named Ray today. Where did you meet Ray? Ray and I met at a bar a couple weeks ago. I was out with some of my girlfriends, not expecting to meet anybody. And I meet this great guy and he and I ended up talking for most of the night. Did he approach you or did you approach him? He, you know, he approached me.

Did he use like a cheesy line or was he pretty cool? You know, he actually, he came over with two shots of fireball. Classy. Yeah. And he said, can I warm you up? Ooh, nice. And that worked, huh? Well, I was a few drinks in. Okay.

And that worked. I was going to say, if you were sober, that probably wouldn't have worked. Exactly right. Yeah, you're the type of girl that never turns down free alcohol is what it sounds like. Right. I'm not. No. So we just started talking after that, and I get home from the bar, and he texted me.

Was it a booty call text, or was it a nice, like? No. He just said it was great To meet me and he would love To go out for coffee later that week Oh that's good Yeah which was great Normally guys will text me

A picture If I give them my number Especially if you're at a bar and you've been drinking Fireball all night it's like I know how to I know how to seal the deal here Give her a little sample of the goods Yeah and you've been drinking Fireball all night, it's like, I know how to seal the deal here. Let me give her a little sample of the goods. Yeah.

So anyway. To getting pictures. But I did it this time, which was surprising. It's so sad that that's the exception to the rule, is the one guy that doesn't send you is junk. I know. How romantic. I mean, that's kind of the day and age we live in right now.

It is a beautiful time we're living in. So how was coffee then? It was awesome. He was very sweet. He, you know, pulled the chair up for me when we got to the coffee bar and he even paid for my coffee. He was very gentlemanly. Your standards really are low, aren't they? Normally, if I get pictures after a night of fireball, yeah, my standards are pretty low right now. But that sounds good. I mean, it sounds like he was genuinely excited to see you because sometimes after an

inebriated night in a dark bar, daylight dates can be a little shocking. Exactly. Right. So it was a great date. So tell me about the joke, though. You said that you made a joke you thought might have been poorly timed or he didn't get it or something. Okay, what happened? So I'm a pretty sarcastic person anyway. And he and I are talking and he says something like, I bet you get asked out by a lot of guys. And I said, yeah, man, you know, I've in this past week alone, you're my 30th date.

That's funny. You know, completely joking. Yeah. He gives me this blank look. He didn't get it? No. He thought I was being serious. He's like, whoa, you didn't have to be honest.

Right. Did you clarify for him that it was a joke? I did. You know, a few seconds went by of him not laughing, and I said, I'm kidding. Like, obviously, I haven't gone out with 30 guys in the past week because I made that awkward joke. Okay, so that's the reason you think that he's not calling you back, is he thought you might not have been joking about dating 30 guys in a week. I think so.

Yeah, I think. All right, well, how did the date end then? Again, very gentlemanly. He gave me a hug and a peck on the cheek and he said this was fun. We should do dinner sometime. Okay. That's good.

Yeah, so I thought it ended on a high note. You should have messed with him some more and been like, yeah, that's good. I'll fit you in. I got like 45 other dudes to be at dinner with to see if he would get it. Yeah. All right.

And he hasn't responded to any of your text messages or phone calls since that day. No. All right. And that was a couple weeks ago. I'm surprised that you want to see him. Just because I think it's pretty unattractive when a guy can't laugh at things. No, sometimes he just don't get it. You know, I'm not used to going out with gentlemanly guys.

So, I mean, he was really sweet. And I can't blame him for not getting the joke, you know. We don't even really know if that's why he's not calling you back. It could be something else. Yeah, yeah. It could have been something completely different. You're right. Well, we'll find out what it is. We'll play a song, come back, call him, and get your second date update, okay?

Awesome. Thank you. All right, hang on. Moving 92.5. Brooke and Jubal in the morning. Second date update. This could be a second date update first. Maggie, who's on the phone to do a second date update today, just admitted to us that she has been with 30 guys in the last week. Impressive statistics, Maggie. Good job, girl. Thank you. If you missed the first part of the Second Date Update,

Maggie met this guy named Ray at a bar. They went out for a coffee date after meeting up. She said everything was going well, but she made a joke to him when he said something along the lines of, I bet you go out on a lot of dates. Her response was, yeah, I've been on 30 dates in the past week. The only thing is he didn't get the joke, and he just kind of sat there like, oh, I've been on 30 dates in the past week. The only thing is, he didn't get the joke. And he just kind of sat there like, oh my God. And that's why she thinks she's not getting a call back,

because he still doesn't think that it's a joke. It's pretty hard to go out with that many people in one week. So hopefully, maybe, Maggie, we can get him to realize that and go out with you again. Are you ready to give him a call? Yes, for sure. This one's so weird to me, because he asked you to go out to dinner at the end of the

date. I mean, he was obviously complimenting your looks when he said you must get asked out a lot. I don't get that one little joke would make him not call you. I know. I know. So I'm excited to see what the problem is. No kidding.

One little joke. If he didn't get the fact that he was thinking that you really went out with 30 guys in a week, that's bigger than a little joke. All right. You're right. I'm going to dial his phone number right now and see if we can get him on the phone, okay? Okay. Hello?

Hi, can I speak to Ray, please? Yeah, this is Ray. Hey, Ray, how are you? This is Jubal from Brook and Jubal in the Morning. Who? Jubal from Brook and Jubal in the Morning. It's a radio show. Okay.

How's it going? Fine. Any idea why I'm calling you? No. We recently got an email about you from one of our listeners. Okay. Her name is Maggie, and you recently went out on a date with Maggie. Okay.

Do you remember that happening? Yeah. Okay. Well, Maggie emailed us because she's wondering why you haven't given her a call back, especially at the end of the date when you were talking about maybe meeting up for dinner or something. Okay. Well, Maggie emailed us because she's wondering why you haven't given her a call back, especially at the end of the date when you were, like, talking about maybe meeting up for dinner or something. She hasn't heard from you, so she asked if maybe we could get you on the phone to find out why. Oh.

Is there a reason you're not calling Maggie back? Uh, I mean, it's just, it's probably not going to work out. Oh, man, Ray. Why is that? I don't know. I just, I don't think we're, I don't think we're a good match. Is there a specific reason why you think that? Ray, you're a hard guy to read.

I agree. I don't even know if he has emotion at all. Why don't you think you guys would be a good match? I don't know. I mean, Maggie, she's a really nice girl. Probably one of the nicest girls I've met in a little while here. But she just likes to do a lot of stuff. What do you mean by that? Like drugs?

What do you mean by she likes to do a lot of stuff? Well, she's just like, I don't know, we were talking about stuff and she was saying all the things she likes to do. She likes to take cooking classes, and she, like, rides a bike, and she, I don't know, always goes out with her friends. She sounds like a fun, interesting person by the things that you just said. It sounds like normal interests to me. You're right. She's a totally interesting, normal person.

I'm the one. I'm not very normal. Like, when she asks me what I like to do, I don't really like to do very much. And I don't hold up against her. So you don't have any hobbies or interests? I mean, I like watching TV, you know, hanging around the house. Maybe that's one of the things that she likes to do, too. Did you talk to her about that?

Well, I think probably she does, but I don't know if I could keep up with all that other stuff. You don't have to go biking with her or hiking or whatever she likes to do. Go hang out with friends. Yeah, I don't know. I could just go. I think she deserves someone really amazing. And I just don't know if I'm really up to snuff. You just sound like you just have really bad self-esteem, buddy.

No. I mean, it's not my fault that I'm like this. It's just, it's probably the way I was raised. I don't have a problem with it. I just don't think it maybe matches up with her lifestyle. But don't you think that's a decision she should make, not you, for her? Because you don't know how she feels. Well, she might even be okay with it now, but I know that in a little bit, she's going to see like what I see now, which is that, I mean, she's not going to like it. I mean, for instance, I don't want to be expected to do things. Hey, look, I am a hundred percent with you on that, Ray. Whenever I'm in a relationship, it's the worst when you're expected to do things.

But you don't know if she's going to ask you to go bike. You can, you know, both have your own separate lives. We're just two totally different people. I mean, she's fun. She likes to do things. And I'm not. I'm just boring. Well, maybe, have you thought about this?

Maybe if you date her, you could learn to do some activities that you like? See, that sounds like a lot of pressure right there. Alright, well Ray, if that's not enough pressure for you, here's some more pressure. She's actually on the other line listening

to this conversation and wants to talk to you. What? Hello, hi, Ray. No emotion. pressure she's actually on the other line listening to this conversation and wants to talk to you what hello hi no emotion matt like it really breaks my heart to hear you talk about yourself like that i don't feel bad about it i'm just boring and you're not boring you don't want to date me you're're being really hard on yourself, Ray. Are you always like this? I'm not trying to be a downer. I'm just being realistic. It's how things are.

Being honest. Well, I had a really great time with you a couple weeks ago and talking to you now, you sound like a completely different person. I mean, when you asked me what I like to do, didn't you notice that it took me like 10 minutes to get back to you on that? 10 minutes?

You asked me what my interests were, and I realized I don't really do anything. I don't really have any interests. So, I don't know. I kind of feel like maybe I should look at that. Are you saying that your date with Maggie, like, changed your whole perspective on life? I'm just looking at things a little differently now. Wow. Maggie.

What did you do to this guy? I mean, like, Ray, you really don't think this about yourself. I just think I need to take some time with myself and just... You know, I think you're really sweet, and I think you are really on to something. You're on to something.

And Maggie, you keep doing what you're doing. You're on to something. So, Ray, let me ask you this, Ray, I will pay for a second date if you guys go out again. Will you go out with Maggie one more time? Oh, my gosh. She really likes you, Ray.

She thinks you're interesting and fun and attractive. I do, Ray. You know, I like that you're really sweet and you're gentlemanly. I mean, you pulled my chair out for me at the restaurant. You know, guys don't do that. So, I would love to see you again. Hmm. Oh, my gosh. But in that list, you forgot boring.

Oh, my gosh. Ray. You know, I like doing boring stuff, too. I like sitting around doing nothing. That's fun for me sometimes. Now I feel like you're just saying that to impress me. That's how you really impress a lot of people. Yeah, I'm super boring. Ray, is there any way we can get you to go out with Maggie again? I mean, you're paying for it? Yes. Come on,

Ray. You're in a slump. You need this. And you could be boring and she won't mind. Fine, but don't expect much. So is that a yes, then? You'll go out with Maggie? Yeah. Yes!

Congratulations, Maggie. You got a second date. I know. Great. So you are excited about this? Well, yeah, I'm excited. Congratulations, Maggie. You got a second date. I know. Great. So you are excited about this? Well, yeah, I'm excited. It just sounds like he's in a mini slump, so I'm excited to help him get out of it.

All right, good. Well, you can be Ray's slump buster then. I'm not in a slump. This is how I am. Please don't expect more. Well, I'm excited to hear about how this whole date turns out with you guys. Me too. It's close to, you know, a romance novel or something.

I want to be too excited. Broken Jubal in the morning. We're so done with New Year, New You. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes. More of you finding Gemini's because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year and find them on Bumble. Joel, the holidays are a blast, but the financial

hangover, that can be a huge bummer. If you are out there and you're dreading the new statement email that reveals the massive balance that you may have racked up, well, you could use our help. That's right. I'm Joel. And I am Matt. And we're from the How To Money podcast. Our show is all about helping you make sense of your personal finances so you can ditch your pesky credit card debt once and for all, make real progress on other crucial financial goals that you've got, and just feel more in control of your money in general. You know it. For money advice without the judgment and jargon, listen to How To Money on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. 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.