Brooke and Jeffrey: Second Date Update - Second Date Update: Defensive Driving Drama

Episode Date: May 27, 2026

Jay let Allie know IMMEDIATELY what ONE THING has been a deal breaker, about his past… He thought she would appreciate it, but now he’s asking us for a Second Date Update!See omnystudio.com/listener for privacy information.

Buying or selling a home isn't just a transaction. It's a life-changing experience. And realtors bring expertise, transparency, and care to every step of the process. To learn more, listen to Ask the experts this Saturday at 2 p.m. with the Toronto Regional Real Estate Board. Hey, guys, it's us. The Jonas Brothers. I'm Joe.

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I was agoraphobic. This is a month of deeply personal and honest conversations about what happens when the brain goes off course. Listen to Inner Cosmos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's Brick and Jeffrey. And thank you so much for finding the second day update. What is this called? Podcast. Yep.

This is a podcast. So if you didn't realize we do run these, hi Jose, come on in. He just went and got coffee. We're talking second date update and we are getting inundated with text messages this morning that say this girl's nuts. Yeah, a lot of like insane run now, dodged a bullet. Which you're about to find out for yourselves. Why they're saying that.

I don't know what bullet he dodged. I think that he ran straight into the bullet. So you're in for one. Here it goes. Your brand new second date update starts right now. Brooke and Jeffrey in the morning. Second Date update. Sometimes we talk about instant turnoffs that give women the ick.

You know, like if a guy's the same name as your brother, same name as your dad, same name as your stepdad. Well, actually, you could probably let that one slide, right, Alexis? Depends on how long you've known them, right? Yeah. Yeah, as long as your stepdad is hot, then it's cool. Oh, I see. You know, you don't want to be too picky, but our listener, Jay, says his red first. flag was out loud and proud on his first date.

But he survived it. So why isn't he getting a call back? We're going to try to find out. Jay, we'll get to your giant waving red flag in just a minute. But first, tell us about the woman that we're going to be calling here. Hey, guys. How are you? Oh, I think better than you. I mean, Jeff said you survived it, but you're on the phone with us.

So I don't know how that survival is working. Well, just listen. Okay. I met this beautiful girl on a dating app called Hinge. My name was Ali. And I love women with a beautiful smile and beautiful lips. And Ali had it all. Nice, cool, sluffy lips, great smile.

Okay. Nice. So she's got two big body pillow-sized red lips. What else? Weirdly said. What? Well, I guess repeated, though. I kind of like it.

I'm with you. That's what he likes. All right. And we're into it. And I also like a woman with a great sister human and a little bit spicy. And in her profile, she said she was sugar and spice with just a little bit more spice.

And I was hooked. Fisty, you like him feisty, huh? Okay, okay. So how did you and her kind of hit it off? I was smooth. I was smooth, you understand? And she liked the smoothness of the J. Okay.

You seem smooth to me. The Jain. I feel right now you haven't given us the ick yet. I feel you're very smooth, my man. Yeah. You're not very specific, are smooth about that. Just him saying.

I can't be too specific. I give lots of lines to lots of women, so I don't remember exactly what I said. Smooth and honest. I appreciate that. And you mix up the line you use, not the same one every time. That's true. That's true. You can't be smooth and use the same line all the time.

Yeah, true. That's unoriginal. So you translated it into a date. Yes, we were scheduled to go out. Okay. Okay. And you said in your email that your red flag came up. pretty much immediately.

Right from the beginning. What is it? My rear flag is that I don't drive. Oh. Okay. Is there a reason you don't drive? Like you don't have a car? I do have a car, but I don't have a license.

Uh-oh. Is it because of an issue with the law? No, no, no, nothing like that. It's just that where I work, I don't need a car. I can walk back and forth to where I need to go, and everything was convenient to where I was. And I didn't really... So you just...

You never got around to getting your license. I never got around. I've been busy working and doing other things. And, you know, people who live in the city, like you don't... They don't need it. Yeah. I mean, it's pretty common. Exactly.

Yeah. All that kind of stuff, too. But I'm working on that. And I'm going to get it soon. Okay. That's a good goal. How did Ali take that news? She was cool with it.

She came past. She picked me up and we went out to have our date. Okay. All right. She's on board. That's great. All right. So you got through that. I bet you were feeling pretty good. I was. And we went to a nice seafood restaurant.

Oh, man. Yeah, and I love seafood. And listen, she loves seafood, too. So we had a big seafood feast. Okay. And here's the crazy part. The juice from all the seafoods was sitting there on those big, juicy to look. Oh. Oh. Wow. That was. See, the word seafood juice just doesn't for me. You liked her juicy seafood lips? Oh, yes, I did. Yes.

Okay. Did you get a kiss him ever? No, I didn't want to move too fast. Okay. But everything was going well. So we made plans to have lunch. Yeah. Is this you're making plans for your next date while you're still out on your first one?

Or this is afterwards? No, we was making plans for our next date while we were still on the first date. That's a great. So you were going to go to lunch? What happened? I didn't have. half her picked me up because I figured it was somewhere close in the city, so I took the bus there. Okay, so you met her there.

That was the plan, but she didn't show up. Oh. Like no text or anything? No, she doesn't answer my text back. She doesn't answer my calls. Uh-oh. Not only did we have such a great time on our first date, but we talked numerous times on a phone leading up to our date.

Oh, to the lunch date. Weird. The communication was still going on. Maybe she tried to take a bus too. Those are confusing. She got on the wrong route. Did she see how he lived? Yeah.

What a bummer because you got so excited about seeing all the seafood juice on her lips. You didn't get to see the sandwich juice this time. Stop with the juice. You just don't know how I was anticipated. I can only imagine. Where are you at now? Like, how are you mad or do you want to see her again? I'm not mad.

I'm just confused. I don't understand. Everything was going so well. And I don't know what happened. You know, I was a gentleman the whole night. She was laughing. We was flirting with each other. And now nothing.

Interesting. Yeah. It's weird to have phone conversations in between the two dates and then no-show. That's the big weird. Weird part. Yeah, if you were going to no-show, then you already start to kind of slip beforehand. Yeah, please, please. You guys got to figure out this mystery for me.

You have to. All right, we got you, Jay. Okay. We're on it. I do feel like there's something you're not telling us, though. There has to be a reason why she would cut it off. Oh, you're blaming him already. Wow.

We haven't even got her on the phone, Jeff. The truth is, you're so smooth, though. I could never figure out what the reason was. We have to call her and figure that out. When we come back... Neither does Jay. Yeah, that's right. Talk herself in third person now.

Okay, we'll come back. We will call Allie and try and get you your second date update right after this. Hold on, man. Brooke and Jeffrey in the morning. Second date update. It's nice when a man can... his shortcomings. I have a lot of them.

Oh, I was giving you space. I thought that this was the start where you were going to start listing up. I have plenty, but our listener, Jay, is also no stranger to that. He's got a lot of self-confidence, a lot of personality. One thing he doesn't have is a driver's license. Never got one. And he told us that in the very first minute that he was on the phone, which has been a problem for him with previous women he's dated,

but not with the new lady he's. met named Ali. And she actually agreed to pick him up for their seafood date, which went so well, they immediately planned another meetup that she no-showed to. Yeah, they even talked on a phone multiple times in between the two dates. Yeah. Yeah. So what was said during those conversations and could it have affected why she decided not to show up? I mean, what was the last text you sent her? Were you like angry at the no show? No, I wasn't angry. I just thought maybe something happened. And And the only thing I wasn't happening about, I thought she would drive me home. She didn't show.

So now I had to take the bus back home. Oh, yeah. Good thing you held on to that transfer ticket. Yeah, because... Absolutely. You want us to ask her to refund you the bus fare? No. No, that's okay.

Yeah, he's like, that's tough. I just want to make sure she's okay. All right. All right. That's very kind. Let's see if she even answers the phone for us. I'm going to dial her right now. Here we go.

Hey, we're looking to speak with Allie. This is she. Hey, Ali. You're on the radio right now with a show called Brooke and Jeffrey in the morning. Wow. Yeah. Welcome to me. Wow.

Whoa. You're a close phone talker. I'm on the radio. Can you hear me? I'm not like, wow. The reason that we're calling you kind of out of the blue here is for a segment that we do on this show. It's called a second date update. Oh, okay.

All right. Have you heard those before? I have heard those before, but I'm not quite sure while you're calling me. Oh, right. You've been on a day recently. Yeah. And? And we know that because that date reached out to us hoping that we could get a hold of you. The guy named Jay.

Bus pass guy. What did you just say? What? What? Oh, bus pass. Bus pass. Bus pass guy. Yeah. Okay.

Yeah. I don't know. Because he doesn't have a license. He told us that you no-showed at the last date. I mean, that's kind of messed up. What the heck? Okay. You know what?

Let me say this. In my defense, I didn't realize that he was actually doing something shady behind my back. What? Shady. I don't think riding the bus is shady. Wait, wait, wait, wait, wait, wait, wait. So, you know what? I mean, because you got to check people out.

I mean, I vet everything. So I'm following them on Instagram. And I saw that he recently liked a woman's post. She was this blonde with a nice body, very, very attractive woman. And I'm like, okay. He just liked a person's post who was an attractive blonde. So, no, I saw that he was commenting on her page that was fun the other day. Looking forward to getting to know you more.

And I'm going, what the? I mean, I thought, like, what does that mean? Hold on, Ali. Hold on. You guys had gone on one date. That doesn't mean that he's exclusive to you. I'm sure you're talking to other people. I know where you're coming from.

However, we were talking. We went out on the first date. We were actually planning on a second date. We had a lot of great conversations and everything. So why did you stand him up? Why didn't you meet him for lunch and just ask him all those questions? Because I just thought about it. And the more I thought about it, I'm like, I think Jay's a player.

And he's trying to play me. Because, you know, some guys who don't have a car, they will do that. Okay. Wait, Carlos guy? That's a stereotype I haven't heard. Only carless guy. Okay. Brooke, if you saw this in a similar situation, a guy you were with was commenting on somebody

else's beautiful page, would that, like, put some doubt into your mind? Well, of course. But I am not one to hold back, so I would definitely go the confrontation route. Yeah. I heard long ago, don't look at a guy's following. Oh. Yeah. Oh, okay.

Alexis's strategy is just completely ignoring. It never ends good. There can't be any red flags. you see if you don't open your eyes. That is true. And listen, Ali, I probably need to take full responsibility

because we never asked him if he was liking other women's Instagram posts and commenting on them when we spoke to him earlier. Maybe you should have. I know. I would like to know that. Good.

You know what? We can know because Jay is on the phone already right now listening waiting to talk to you. Oh, really? No. Yeah. How convenient, Jay.

How convenient. Jay? Hello, Jay. Oh, my God. This is insane. Yeah. What's insane? That you lied to me?

Oh. What's the saying about that? Oh. No, it's insane because you're getting jealous because I thank my driving instructor or Instagram. What? Wait, what? That's your driving instructor? It was my driving instructor.

The blonde woman is teaching you how to drive? Yes. Yes. I didn't know that that was an important detail. You never told me that you had a driving instructor or that she was a woman. Okay, okay, okay. He did mention to us he was working on getting his driver's license. So that actually checks out, Allie.

Yeah. Thank you. Yeah, yeah. But listen, we were talking on the phone every night. You were saying that you were talking about taking lessons, but you never mentioned, oh, by the way, my driver's... instructor that's next to me every day is this skanky

how to track a woman with an incredible body. You didn't mention that, Jay. How is that a backward compliment? I know. This is a slam, but also kind of sweet. I don't know with skinks people, but she's not skanky. She's a class lady.

You don't know anything about that. None of us do. Like literally nothing. Jay, do you feel bad for not coming out with that information on your own? No, I didn't choose her, Ali. They pair me up with whoever they is, I guess, available at that time. So what are you telling me that you're not going to take any more classes with her then? What?

What? No, he's going to finish the course. Are you going to get another driving instructor or what? Allie, are you really asking him that? I'm just saying, you had ample time to tell me, and you didn't tell me, and I had to see it on Instagram. I didn't think it was that important. And plus, I've already signed up for four more courses. Yeah.

Oh. So you are going to see her again. Ellie. Okay. She's a driving instructor. Yeah. She's just teaching you how to drive, right? And that's how it starts.

Have you had an affair with a driving instructor before? Stuff happens. I mean, let's be real now. Come on, guys. I mean, it's a possibility, but it's not like a... If it's true, I want to sign up for that driving school, for sure. This obviously has ended up being way more contentious than we thought. it would be going in.

Yeah, wild. But the positive that's come out of it is, at least now we've got clarity. It's not some mystery skank that Jay found online and started talking to. You're not using that word. It's just some hot skanky driving instructor. Why are you using that word? Ali's words, whatever. So with that said, Ali, what do you say we continue this healthy conversation during a second

date dinner that we will pay for? Yeah, skanky Jeff will pay for it. Absolutely. I tell you guys what The only way I would ever go out with Jay again is if I get to go along on all of his driving classes

and then I can see that energy for myself. Girl. This is nice. It's compromise. It's not controlling or a big red flag or anything. That's called relationships, bro. It's not. So we're running out of time here.

So, Jay, now that you've heard her caveat, she's willing to go out with you again if you do this for her, are you still open to seeing her if she sits in the back seat of your driving lessons going forward? Wow, this whole thing is ridiculous. But I'm going to say yes. What? No, you're not.

Why would you do that to yourself? Why would you do that to that poor driving instructor? I don't think we should allow them to go out, Jeff. I'm going to do it for the plot. Okay, sure, the plot. I think what it is is you don't have a lot of other matches on Hinge right now. And she's got, he's got a ride. That's nice.

Okay. Allie, you're still open to it? I am, because I actually like you, Jay. I just, that threw me off. What? This is going to work? Oh, my God. For one day.

There's somebody for everybody. It's a success. You guys are going out again. And Allie, just remember to put in your calendar 6 p.m. every Wednesday driving lessons with Jay. Oh, my God. Already put down. I have a bad feeling about this guy. I also feel like she's going to be one of those people who like screams in the backseat.

Yeah. Turn left, yeah. Every time he brings. You're probably too close. It's only going to learn faster that way. Good job, Allie. Brooke and Jeffrey in the morning. Buying or selling a home isn't just a transaction.

It's a life-changing experience. And realtors bring expertise, transparency, and care to every step of the process. To learn more, listen to Ask the Experts this Saturday at 2 p.m. with the Toronto Regional Real Estate Board. Hey, it's us, the Jonas Brothers, and guess what? We have some big news. What's the news, new? Huge news.

We created our own podcast called, Hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to a podcast. Pretty, yeah, pretty wide range of podcasts. We're starting a trend. But this one's extra special. So how do we actually come up with a name, Hey Jonas, guys?

I honestly don't remember. I think it was on a call about what we should call it. Oh, we were thinking I'm originally calling it one of the early names of our band before Jonas Brothers was... This is how you guys remember it going down? Yes.

I have a very different memory of this. We were talking about a thing, a bit for the podcast where people could call in and say, Hey Jonas. And then I wrote down on my little notepad, Hey Jonas, and offered it up as a potential title

for the podcast. But thanks for remembering that, guys. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. I mean, you can't be upset when we get a yes for a second date. I was, though.

I mean, here's the thing. He is not allowed to complain about whatever happens next. Oh, yeah. It is all out there. He knows who he's dealing with and he is choosing it. Sure. Even if he yes, he did get a spiteful, I'll show you kind of yes. It's a yes.

And you got to feel good about that. I don't. I do. At all. Regardless, I'm hoping that we get an update, update from the two of them because I need to know what happens. inside that car. I don't know. I'm sure it's going to be totally drama-free, Jeff.

Yeah, they won't have anything to say. If we don't hear about it on the show, we'll probably hear about it on the local news. Yeah, that's probably right. It's like a box of fireworks and the match is already lit. I cannot wait. And remember, you can listen to more second-date updates wherever you get your podcast, Apple, iHeart, Spotify. Go search

us online. It's Brooke and Jeffrey in the morning. Hey guys, it's us. The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We create our own podcast called Hey Jonas. We invented a podcast? Well, we didn't invent it. We just contributed to it. We're the first people to do podcasts.

We get to ask other people questions because we're sick and tired of being asked questions. Well, sick and tired is a strong way to put it, but, you know, tired and sick. Listen to Hey Jonas on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Just listen. We don't care where you hear it. Another podcast from some SNL late night comedy guy, not quite. Unhumor me with Robert Smigel and Friends. me and hilarious guests from Jim Gaffigan to Bob Odenkirk to David Letterman help make you funnier.

This week, my guest, SNL's Mikey Day and headwriter, Streeter Seidel, help an acapella band with their between songs banter. There's the worst singer in the group. The worst? Yeah. Me. Is there anything to the idea that because you're from Harvard, you only got in because your parents made a huge donation. The group. The yarn herds, right?

That's the name. The Harvard Yard. They're open. Do you have a name suggestion? We're open. Since you guys are middle aged, one erection. Listen to humor me with Robert Smigel and Friends on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcast. Huber me.

I need some jokes to make me seem funny. Last night, a blown call changed a game. This morning, the internet lost its mind. And nobody's telling you. exactly what happened. That's where SportsSlice comes in. I'm Timbo. In every episode, we're cutting through the noise, breaking down the biggest moments in sports and giving you the real story behind the headline. And we're going straight to the source, the athletes themselves, their locker room stories, their reactions in the moment, and the stuff nobody gets to hear.

Listen to SportsSlic on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slical Life 12 in the TikTok podcast network on TikTok. There are times when the mind becomes a difficult place to live. This is David Eagleman with the Inner Cosmos podcast, and for Mental Health Awareness Month, we'll talk with singer-songwriter Jewel about anxiety. I started living in my car, and then my car got stolen. I was having panic attacks.

I was like, orophobic. This is a month of deeply personal and honest conversations about what happens when the brain goes off course. Listen to Inner Cosmos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Therapy is fantastic, but once again, it does not have a monopoly on healing. That's why I create the resources

and that's why I create the community because I really just want you to have more access. On the podcast, Cultivating HerSpace, Dr. Dom and Terry Lomax create a space where black women can show up fully and be heard. It's tough because we're suppressing our emotions and so many of us are like high-achieving individuals. Listen to cultivating her space on the I-Heart radio app

Apple Podcasts or wherever you get your podcast.