Brooke and Jeffrey: Second Date Update - Second Date Update Classic: Train Game

Episode Date: May 22, 2026

There’s no EASY way to approach an attractive person on public transportation, and that was exactly the case for our listener! She’ll tell us her story and how she wants to get in touch with a guy she met on the train coming up in a Second Date Update!See omnystudio.com/listener for privacy information.

Hey guys, it's us The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created 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. Some SNL late night comedy guy, not quite. Unhumor me with Robert Smygel 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 head writer 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, uh, you only got in because your parents made a huge donation. The yard herds, right? That's the name.

The Harvard Yard, but they're open. Do you have a name suggestion? We're open. Since you guys are middle age, 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. Humor me. I need some jokes to make me seem funny. Every family has its same.

secrets. But what happens when you discover that your dad has been living a double life? That is not the look of an innocent man. Is everyone lying to me about who they are? I felt such desperation. I felt it was what I had to do. Listen to deep cover the family man on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Your 20s can be so but they can also be really overwhelming, confusing, and honestly, just kind of lonely. May is Mental Health Awareness Month, and the psychology of your 20s is breaking down the science behind the biggest roadblocks we face. I was six years into my career, the 80-hour weeks, and just the first one in, the last one out,

and I ended up burning out. There was a large chunk of my 20s that I, like, was just so wanting to, like, be out of that phase out of my skin, and I just, like, really regret not living in the present more. You don't need to have everything for kids. it out right now. You just need to understand yourself a little bit better. Listen to the psychology of your 20s on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Here's something that should not be as complicated as it is, getting a racist statue removed. And here's something that should be a whole lot easier than it is. Getting a new one put up in its place.

I'm Akela Hughes, and Rebel Spirit season two is about both of those things. As I was watching these statues come down, I was thinking about what it meant that I grew up in a majority Black City in which there were more homages to enslavers than there were to enslave people. Listen to Rebel Spirit Season 2 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, you found it. The home of the second date update. It is Brooke and Jeffrey in the morning.

And thanks for being here on the podcast. Yes. You know, I love all the comments we've been getting from all over the world. And I think this one really sums up what these second dates are. Nicolie Huber in Brazil wrote, the call just gets worse and worse. Oh. It's true. It does.

It's like a guilty pleasure listening, though, you know? We love when you comment. We love when you subscribe even more. So please do it. And, hey, just sit back and enjoy the second date update. It starts right now. Brooke and Jeffrey in the morning. Second date update.

Everybody has a different romantic strategy when they're out and they see somebody they're attracted to. Oh, yeah, okay. Like Jose will name drop himself before breaking. down the diet and migration patterns of Pacific soft shell clams. Sorry if we don't make it out of here before the kiss. Because it's getting hot. Oh, my God. He's turned on by himself.

I really do, not the first part, but I know a lot about fish. And if you all want to know. Okay. We get it. We got it. Let me do that. Alexis will shake her empty white claw can in your direction, hoping you'll buy her a new one. Do you like shiny things?

I haven't had the pineapple flavor today. Today? And Brooke, well, she's married, Wink. She is not interested whatsoever, Wink, Wink. And she is definitely not going to leave her hotel room unlocked, room 307, wink, wink, wink. Why is even the doorstop, like, an open? So again, guys, don't DM us. Brooke is not available.

Wink, Wings, Wings. Stop it. Who is available? It's actually one of our listeners, Josie. And apparently she has a different strategy when it comes to meeting a guy. Josie, welcome to the show. Hi, thank you so much for having me. Are you winking right now, Josie?

Am I winking? No, no. Don't. There's no secret codes here. Only leads to trouble. Yeah, Brooke would know. So tell us about the guy. Apparently, you met someone when you were out recently.

Who is it? Yeah, so his name is Benjamin. And I actually, believe it or not, met him on the train. Oh, interesting. Yes. Like a long trip train or just like in-town subway situation? Yeah, in town subway situation. Okay.

That's how I get to and from work. All right. Oh, got it. So did you pull the Brooke move of leaving the hotel room card like a dot on the chair? She's going to work, Jeff. Train stop F! Get out. You said that you have a strategy.

I'm wondering what it is. Yes. So not quite that, but here's what I have learned. All right. I've noticed that the way that I can gauge if someone's like attracted to me is if I get as close as possible to them without actually interacting with them. I'm really hoping that the train that you're on is crowded. That's what I'm curious. You look like a crazy woman.

There's like 40 empty seats and you're standing right next to it. I think I'm subtle enough. I hope I'm subtle. I don't know. We'll find out. Okay. So, like, how does that work? Well, okay. So I've been on the train with him a bunch of times. Oh, so you've noticed him before. Interesting. Okay. Okay. So the first time I decided to use my strategy, I got close to him enough, but not enough where he and I could make eye contact, right? And ignored him. Okay. And ignored him. Okay. I'm inching closer. Like, we're in the same car now, but not, yeah.

And why don't you say anything? Desperate. people open their mouths and actually speak. Like, hi. Yeah. Okay. You got to let the target come to you. So you orbit him until the...

Exactly. I build visibility. It's all about the visibility. How many rides until you got close? So, okay, the second ride got a little bit closer than the third ride. I sat right next to him. Okay. And...

It's like those cat videos where they, like, pan away for a second and you pan back the cats a little bit closer. Then you pan away in the cat's a little bit closer. Totally. And he'd be like on his back eventually. Were you sitting at his lap by this time? Where are you? Not quite, but I'm sitting right next to him.

Oh. Did he notice you then? He noticed my jacket. Oh, how do you know? He complimented me on my jacket. He said, hey, nice jacket. I like that jacket. Oh.

What do you say? I said, Thank you. And continue to ignore him. And continue to ignore him. Ignore him. He's going to think you don't like him. Like, that was your opening.

I also think, do you have headphones on? Are you just sitting there in silence facing forward? At this point, I knew that there was interest. So then when I saw him the next time, he asked me if I wanted to get coffee. What? Hey, so it worked like a charm. He had spoken one sentence to you prior. Well, he said a little bit, like, oh, hey, it's you again, you know, like a little small talk.

I mean, this is going to help people in real life. This is how you meet people in the real world. How do you keep playing hard to get? Like, what happens next? At this point, do you give in? At this point, I just preface by letting him know how incredibly busy I am. But I could maybe squeeze him in after work. Okay.

You don't want him to know that you've been slowly, like, stalking him getting closer and closer to him on the train. And that your heart's about to explode because the guy you've been crushing on finally asked you out. And playing it cool. Right. Okay. So did you go after work? Yes. So we met at the train station.

Oh. And yeah, it was a quick 15-minute situation. Why so quick? Probably because the train was coming. So I noticed that like he's kind of, I guess, inexperienced, it seems. Oh. Why do you say that? Oh, my God.

Because he was, he seemed a little uncomfortable, you know, like he didn't know what to do. Do. Okay. Okay. Well, maybe that was confusing for him in its own right because he was so used to you being colded him before. Could be intimidating. But I'm assuming that you guys exchanged numbers after that and have stayed in touch. So what's the latest? So we did exchange numbers. Yeah. But now whenever I see him, he's acting strange. He's acting like it never happened.

Okay. Oh, interesting. And you're okay with the inexperienced part. It sounds like. I kind of thought it was cute, you know? Like, he just doesn't look like he's been on a ton of dates, which, you know, it's actually a good thing because, like, a lot of the guys on the app seem like they've been on three a day. Three a day. Maybe he was just really, really nervous on that first date and had been looking forward to it just as much as you were.

Yeah. So maybe he's been waiting and trying to figure out the right way to contact you. We're just going to jump in and do it for him, though. We're going to call him and try and get you your second date update right after this. Appreciate it. All right, hold on. Brooke and Jeffrey in the morning. Second date update.

They say sometimes silence speaks louder than words. Yeah. Never understood that, but yeah. Before her Josie. We know you didn't. It's not just a quote. That's her entire seduction strategy. Oh, yeah.

I can't believe this works. Get physically close to a guy and then just completely ignore him until he falls in love with you. Yeah. And now I understand why whenever I try to ignore Brooke at work, she just wants to talk to me more and more and more. She's flagging me down, asking me all sorts of questions. I only said, how was your weekend? All up in my business, all over again. And that's how one of our listeners, Josie, met a guy named Benjamin on the train not too long ago.

Over the course of several trips, she got closer and closer and closer to him, till she was basically in his lap on a coffee date right before their next train. And I can feel Brooke staring at me this entire time wanting to say something. What is it, Brooke? What do you want? I'm just listening to what you're saying. I'm not interested, okay? Talk so much.

Just get to the point. Okay. My point has been made that he's not calling her back. Yeah. That's the bad point. Yes. Now what would you like to say? I don't know.

How are you feeling, Josie? No. Obviously, she's not feeling good. She doesn't want to talk, Jeff. She wants to augment you. Listen, she's ignoring you now. I just love. Like, is she nervous or does she think?

Like, they only spent 15 minutes together. I don't know what can go so wrong in 15 minutes. Don't downplay her amazing date, Brooke. That's really rude. I'm just done with you. She can talk. Call the guy. Yes, call the guy.

Call the guy. Thank you. Oh, okay. Well, I like to, you know, have meaningful conversations and dive into people's feelings. We don't want that. All right. No, we'll just get right. business and called Benjamin.

I'm going to dial his number and we'll see if he answers. Here we go. Hey, is this Benjamin? It is. Who is this? This is a, not just one person, a whole radio show. Yeah, hey, Benjamin. Hey, hey, hey, hey, hey, hey, hey, hey, hey, hey, hey, Good morning.

Good morning. What's going on? Well, we're doing something called the second date update, because one of our listeners has been trying to get a hold of you. And apparently, she wants to see you again. on a real date. Yeah. I don't know the right way to say this.

No, that makes sense. Like, you only went to coffee for 15 minutes with her. Yeah, I wasn't sure if you would consider this a date or not. There's a girl from the train named Josie. You said it's a date? I know a girl from the train named Josie. Yeah. Well, I didn't want to label it a date, but apparently you guys have hung out,

seen each other a few times and had coffee together. That's the date we're referring to. Yeah. Well, I mean, we ride the same train line. Oh, so you're in a relationship. Okay. Why didn't you consider the coffee meetup a date? Well, I guess technically, like, we made an appointment or, like, a time to see each other.

Oh, why did that hurt? A lot of people would see that as two people meeting up and having a drink or whatever together. That's considered a date. Yeah, but, I mean, like, normally there's sort of, like, I guess, date vibes, if you will. Oh, you didn't get any day vibes with her? You were just being friendly? Well, I just didn't even know there were supposed to be chemistry there.

So the deal is my mom's birthday's coming up and I know that's like a weird intro, but this girl has like, I don't know how to describe it other than like a very similar style to my mom. What?

Did you just say Josie has a similar style to your mom? I'm going to throw up. I cannot think of a worse. Hold on. Let's hear him out maybe. Not like in a gross, like just I noticed she was wearing this jacket that my mom has the exact same one of. Oh, not the jacket.

We like the jacket. It's not gross. It's just insulting. Yeah, it's not gross. He's not into her. It's just insane. Okay. Josie mentioned to us that you brought up her jacket looking really nice when you guys were on the train together.

Is that what you're talking about? No. Yeah. So I noticed her on the train a couple times. And I swear they must show up. the same place. And so I'm like, I don't know where to get a gift for my mom. And so I was

just going to pick her brain on like where she's shop. Oh, no. This was an information seeking. You're like, where's the Talbitts? So you're, hey, maybe his mom is stylish. Oh, that might be a good place to go. Yeah. Did you tell Josie during the coffee experience

that you were looking to buy a gift for your mother or are you just information gathering? I don't know if I mentioned specifically that. We talked about, like, where she shopped and, like, I mean, it was brief. Like, okay. That's why, like, when you said date, I don't really think of it as a date. All right.

Well, somebody who may have seen it as a little bit more than that is Josie, who, unfortunately, has been listening to this entire conversation, Benjamin. She's on the other line. I mean, I've never seemed interested. Hello? That's Josie. Say hi. just playing hard to get.

That's like so offensive and... My mom's cool. No, no, no, no, no. Your mom is cool? It's making it worse. It's possible. Maybe his mom is some sort of model. Why didn't you just ask me where I got the jacket when you complimented me on it?

And... Because she already has that jacket. You don't need that jacket. Oh. Okay. It's kind of funny. He was probably taking your feelings into consideration by not bringing that up to you. I bet his mom was a really, like maybe a teenager when she had him.

So she's very young, I'm sure. He's the product of a teenage pregnancy? I don't know. That's not true. Okay. Don't start rumors about his mom. It's like bohemian style. I don't know what you would call it.

Okay. That's okay. That's not bad. At no point, though. Like free people. Yeah. You know. What Josie probably wants to hear from you, Benjamin, is an apology of some sort.

What did I do? You call her your mom. You said that she has the style of your mom. Would you rather my mom has your style? I don't know. Nobody. You should not remind each other of either. Okay, can we get off the whole?

I dress like his mom thing, okay? I mean, that's been established. I was genuinely, like, interested. You seemed like a really nice guy, and you just seemed like you were a little bit experienced, inexperienced rather. So now I just feel like an idiot. Well, I think he is inexperienced.

I mean, buying gifts for his mom. I don't think I'm in experience. Like, you didn't give off any signs of, like, hey, let's go have a date. Why do you think I wanted to have coffee with you? Yeah, she was playing hard to get with you, Benjamin. She didn't even want to have coffee with me. It was like, pulling teeth. She's like, well, maybe I can fit you in.

I was like, well, perfect. I just need, like, pick your brain for him, man. You have to read between the lines That means she likes you Telling you that I'm going to make time for you Should be indicative of interest No You need to be real clear

I don't have that Dakota Rick I thought you were just like literally busy I mean she obviously You know now that she likes you right Like it's very clear Yeah so put all the mom stuff aside Do you see her like as a potential romantic interest For you?

I haven't really even thought about it Like all I can do is like Picture her and my mom clothes. Oh, okay. That could be sexy in some circles. It could be. No, it's not like that.

Okay. Well, I'm doing more damage than I am helping here. Can you, like, donate the jacket and then maybe get something? I'm not changing my wardrobe because of him. No, you shouldn't change it. I mean, you look amazing at it. I was serious when I complimented you. She's never going to be able to wear that jacket again.

Just so you know. She'll find something even hotter to wear on your first official date that we're going to send you on it and pay for the day if you want to do this, Benjamin. What do you think? Can we just not? Don't even ask him. You're right. We should probably ask his mom for permission first to make sure it's okay before he's allowed to go out with you. I think she's going to go home and work some of her clothes.

Yeah. I don't know if there's coming back from this. Yeah. I would agree with that. Hey, Josie, I'm sorry. I really didn't see it as what you were shooting for, so I apologize. And, like, I just don't want it to be awkward when we see each other on the train again. So, like, I really am sorry.

Oh, no, it won't be. I'm probably going to start taking the bus. Oh. But that's like ignoring him, and when she ignores someone, it means that she likes that. No, don't read into that one. I'm throwing that strategy out from now on. I'm never using that again. Brooke and Jeffrey in the morning.

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They are Pride Canada. Hey, it's us, the Jonas Brothers. And guess what? We have some big news. What's the news, name? Huge news. We created 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. 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. And, well, we were thinking I'm originally calling it one of the early names of our band before Jonas Brothers. 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, 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. This second day update was powered by Talbets. Stop it. Asking single 20-somethings to embrace your inner mom. Put on that floral button-up blouse under a hand-stitched sweater vest and embrace the sexy in you. Why is that terrible? Oh, you know. No one wants to be compared to their mother.

Excuse me. I would like to ask that we destigmatize the idea that moms aren't sexy. Okay? I don't like this narrative that you guys are painting that moms can't be hot. Jeffrey, you cannot be attracted to someone who looks like your own mother. It doesn't matter if your own mother is Heidi Klue. It is gross. Okay. That's your opinion.

If you're a hot mom, texting a 78, 592, especially if you're single. Are you just trying to get hot moms and texting? We need all the hot moms of texting right now. That is not what this is about. Solidarity and numbers. And if we can't agree on that, at least we can agree on this. We'll help you with your dating. Yeah. We can all agree on.

No matter who your mom is, no matter what they look like. Heidi Klum's daughter, give us a call. That's right. Email the show. We'll call that person who's not calling you back. And go check out all of our second dates wherever you get your podcasts at Broke and Jeffrey. Hey, guys, it's us. The Jonas Brothers. I'm Joe. I'm Kevin. And I'm Nick. And guess what? We created 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 an ass question.

Well, sick and tired is a strong way to put it, but, you know, tired and sick, 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 a cappella band with their between songs banter.

There's that 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 yard birds, right?

That's the name. The Harvard yard, but they're open. Do you have a name suggestion? We're open. Since you guys are middle aged. One erection. Listen to here. Humor Me with Robert Smigel and Friends on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast.

Humor me. I need some jokes to make me seem funny. Hey, I'm Dr. Maya Shunker, a cognitive scientist and hosts of the podcast, a slight change of plans, a show about who we are and who we become when life makes other plans. I wish that I hadn't resisted for so long the need to change. We have to be willing to live with a. kind of uncertainty that none of us likes. You can have opinions. You can have like a strong stance. And then there's your body having its own program. Listen to a slight change of plans on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Here's something

that should not be as complicated as it is, getting a racist statue removed. And here's something that should be a whole lot easier than it is. Getting a new one put up in its place. I'm Akila Hughes, and Rebel Spirit Season 2 is about both of those things. As I was watching these statues come down, I was thinking about what it meant that I grew up in a majority black city in which there were more homages to enslavers than there were to enslave people. Listen to Rebel Spirit Season 2 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Your 20s can be so exciting, but they can also be really overwhelming, confusing, and honestly, just kind of lonely. May is mental health awareness,

and the psychology of your 20s is breaking down the science behind the biggest roadblocks we face. I was six years into my career, the 80-hour weeks, and just the first one in, the last one out, and I ended up burning out. There was a large chunk of my 20s that I was just so wanting to, like, be out of that phase out of my skin, and I just, like, really regret not living in the present more. You don't need to have everything figured out right now. You just need to understand yourself a little bit better. Listen to the psychology of your 20s on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.