Brooke and Jeffrey: Second Date Update - Second Date Update: Can't Beat The Sweet Treat

Episode Date: May 29, 2026

One of our listeners showed up to his co-workers “DIVORCE PARTY” and while the theme was a bit strange, the romance levels were surprisingly high and now we’re gonna help him get ahold of the woman he met there in your Second Date Update!See omnystudio.com/listener for privacy information.

A little too relaxed during yoga? That's embarrassing. You know what's not? Debt. Consolidate your debt with a loan from FIG. No early repayment fees and low interest rates. So you can pay off your debt faster. Borrow better with FIG. Visit fig.ca.

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 us out. 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. 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 Smygel and friends, me and hilarious guests from Jim Gaffigan to Dave Dave Attell to David Letterman. Help make you funnier on this episode. My guest's Bob Odenkirk and Kids.

in the halls, Bruce McCullough, try and help the Kazoo Kid and Tazan Day be famous again. You know, people love alternate universe shows, right? Those are very big right now. What if there's an alternate universe show where you guys are incredibly popular? Well, and they could travel up the land doing meat and greets and solving crimes. They were constantly needed at malls. Either for signings or. because that's where a murder took place.

Humor me with Robert Smygel and Friends from IHart Media and Big Money Players. Listen to Humor Me with Robert Smygle and Friends on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts. Every family has its 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 exciting, 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 road. blocks 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 figured 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 we go again, another brand new episode of of your second date podcast. Welcome to it. It's Brooke and Jeffrey in the morning. And today we got, I don't know what it is about. It's about something. It's about dating gone wrong. Oh, that's what it's about.

That's right. Isn't that what they're all about? Yeah, that's okay. Just always saying it. It's a general rule, Brooke. But we'll reflect on yesterday's, which was the update, where we got the Eurodating couple

to check back in. And apparently they've linked up with some of our listeners from our comment section. Yeah. I don't know if that was on you. I believe and are going to visit them. Yeah.

Which is wild. It is wild because I think they're going to be in first shock because we've got someone saying, I'm Norwegian and this is not what we do. Well, as a European, goodness me. Watch the language, Europe, okay? Yeah, we agree and introduce kind of, but hell no. And European blah, blah, blah, just a lot, you know. Okay, okay.

Still not on board for it. Nobody offering to meet up with them yet, which is strange. I mean, I will say it's the first time ever that I want an update, update, update, date when they get back from the trip to Norway. Right? Yes. That is what we need. Our first ever, yeah.

We're going to try to do that, but first let's listen to this brand new episode starts right now. Brooke and Jeffrey in the morning. Second date update. When you meet someone in real life at a party, it's actually kind of nice because you two aren't the center of attention. You know, it's usually like a friend of a friend who introduces you. You get to chat for a minute. Feel each other out.

It's low stakes. But in this case, apparently our listener, Logan, met someone at a different kind of party, not like a birthday party or a house party. I really hope that you're not going to say furry party because then we're going to have to make this a podcast exclusive, Logan. But what kind of party was it that you met this woman at? It was a divorce party. What? A divorce party. What is that?

Do we still make this exclusive? Isn't that like the opposite of a wedding shower? Basically, you know, one of my friends from work was getting divorced, and she invited a bunch of people, actually, from the office, which I would never invite my work colleagues to that, but she did. She wanted us to come. Okay. Okay. What do you do? She knows you. It's like a bachelor's party. Like, you go out and wear a sash that says, like, just divorced. Oh, that'd be cute. Yeah. It's like celebrating being an eligible receiver. Okay. Okay. So, okay, your work friend invited you over to.

this divorce party she was having and you met someone? Yes. The lady who was getting divorced, I met some of her friends and one of them was Ainsley and we really hit it off. That's interesting. I mean, I would guess it would probably be

quite a few single people at a divorce party. It is an interesting dynamic because you're celebrating a relationship ending while at the same time starting a brand new one. Or looking to. Looking to right in front of their face. Also, I wonder what's the room like because most married people are friends with other married people.

So is it a lot of married couples? Well, that's why she invited the coworkers. Yeah. Mix it up. What was it like hanging out with Ainsley at the party? You know, we hung out twice one time at the party. And we were actually, we were going back and forth laughing about the burn box, which. Oh, what's that?

Burn box. Yeah, it's basically like a little fire where you literally torch all the photos. photos from the divorce girl's wedding. Oh. I feel like this has been a thing, right? Like a burn part? I've heard about this. Yeah, okay.

Thousands and thousands of dollars worth of photography up in flames, literally. That's an interesting way to meet someone. Are you like, so? Do you still believe in love? Talk to him. You want, I got this before I burn all our memories. Oh, my God. You know, we're selling the possibility of fresh new love.

Okay. You know, we were, they started playing all these breakup songs. We were dancing. And we actually kissed at the party. Okay. Wow. I mean, divorce just gets you in the mood, you know? You never heard that sentence.

Brooke says so. Okay, you got a kiss at the party. That's nice. And then you were able to do another date? Yeah. So actually, when we met up for our date, I just, I could not get this woman out of my mind. I went in for it. What?

And I pissed her. again and it was great. Wow. Wow. That's bold. And she liked it. Yes, she did. Well, she was calling him back, so. I just think she didn't like slap you afterwards or something or push you away.

I mean, she was into it. She kissed me back and we went on our date, grabbed some ice cream, and we went back to my place and watched some Netflix. Oh. Okay. When did she leave? Let's just say it was a pretty long Netflix. chill session.

Okay. Ah, you watched a multi-part docu series. Yeah, that makes sense. Yeah. Okay. Oh, yeah. For me, that's a 15-minute session. I'm assuming it's the same for you.

I feel like that's even a little bit too. You crush my record, Jim. Yeah. Really had to get my energy drink going on for that. Yeah, no, I'll just say it definitely lasted a little longer than that. But it ended with her six and it was a great time. But now she's not really answering my text messages. And I have no idea why.

Hmm. I mean, it sounds like when you talk about her, you sound giddy, honestly. Yeah, it's like creepy. Oh, it's cute. Getting in a good way is what she does. Yes. He wants to pounce and kiss her. I know.

You just sound excited. Like, that's like a really big bummer that she wouldn't be calling you back. I mean, if I'm in your position, I'm so bummed. You have like two magical experiences with this girl. Yes, I'm bummed. Yeah. Yeah. Yeah.

That's why he's on the phone with us. Okay, that makes sense. Well, we're going to do our job for you. We'll come back and call this woman and figure out why she doesn't want to hang out with the guy who can go more than 15 minutes in a Netflix session. 15. I know. More than. That's amazing.

At least 16 minutes. They braggard in the room. We'll do it with your second date update right after this. Hold on. Broken Jeffrey in the morning. Second date update. Nothing says true love like burning someone else's old wedding photos in a fire. That's how our listener, Logan, met Ainsley at a mutual friend's divorce party.

And who would have thought putting the final dagger into someone else's dying marriage could ignite a brand new romantic fire in your life? I mean, here we are. It's almost meant to be, Jeff. Almost. But that flame has dimmed significantly since their Netflix and chill cess that lasted well over 15 minutes, as we've learned. So what's really going on? Is she actually in a secret marriage? Is she really three children standing on each other's shoulders in a trench coat?

I'm just saying anything is possible. Are you open to possibilities, Logan? I'm open. Okay. Even if it's three kids, I'm open. I will say maybe you're looking for a relationship and she wasn't. Is my only thought, like she's at a divorce party. She's probably not in the mindset thinking boyfriend.

I didn't even think about that. I mean, we didn't have that conversation per se, but she was, I seem to be pretty open to meeting people, in my opinion. The way you said that. Does she want to meet any people? Seriously, though. That's the real question.

I guess we're about to find out. Let's find out if she even answers the phone. I'm a dial her number right now. We'll see if Ainsley picks up. Here we go. Hey, is this Ainsley? This is Ainsley, who is this? Hey, Ainsley, this is a radio show called Brooke and Jeffrey in the morning.

Hi, Ainsk. Guys, you guys got to speak up too. It's just me and Jeff here. We're having fun here. Some of us are having fun. Yeah, some of us are. Hi, Ainslie, welcome to the show. Thank you.

This is a segment we do. It's called a second date update. Man. Yeah. Faster, Jeff. More information, you got it. So this is a segment where we try to help listeners who've been out on a date with somebody, and afterwards they're not getting a call.

back. We can step in to try and help them figure out if there's a reason why. Okay. I don't think she's getting it, Brooke. You have to tell her who called. Yeah. This is about a guy named Logan that you recently went out with.

Oh, wow. Oh, there is. I think she's going to get it now. Dude, yes. You met him at the divorce party. Yeah. Which is a wild place to meet somebody, huh? Yes, it is. Yes, it is. Okay. But as wild as it was, it seems. to work out because you two met up for a date from the sounds of it.

I walked through the park, some ice cream, some Netflix. Yes, we did. Oh my God. Okay, so you sound excited, like you're smiling. Or embarrassed. No, I don't know. Am I reading that right? My face is definitely a little red right now.

In the beginning, I was feeling the same way. I was feeling very strongly about him. Okay. Okay. That was the beginning, but what changed? I don't know what he told you about our second hangout. I don't know, you know. It's basically the recap that I gave you that you met up.

You went through a walk through the park. You guys had ice cream together, went back to his place to watch Netflix and, etc. Things happened. Good things. He didn't say that. He said there was a nice kiss. Okay. I'm trying not to go into too much graphic detail about what he told us.

He didn't say. Anything graphic? It felt pretty graphic on my end. It was graphic to my ears. Literally, the guy told us nothing. He just said he had a nice evening with you. But the way he said it was like nice. No.

Dude. In a good way. Well, it was. But I don't know if he told you about a conversation that we had while we were watching a movie. Nope. Yeah, we're not aware of that conversation. Okay. Well, I think he tried to compliment me.

because he was giving me a lot of compliments. Good. But at one point, he said that I'm just so used to hanging out with intense gym girls. And I'm so glad you're not that. I'm sorry, intense gym girls? Yeah. Yeah. So, I mean, yeah, sure, you could jump to the conclusion that that may be backhanded, like, you don't work out.

But, like, that's not obviously what someone would mean, right? What do you think he meant? It did seem genuine. So I was trying to hear him out. And I really think he meant it in a kind way. But then he kept going. And he said, I just want to be with a girl who I can share dessert with and who likes a little sweet treat. That does make it worse.

I'm like, listen, he's not wrong. But to me, I'm like, oh, he's just like hanging out with me because I'm this girl who likes in movies and ice creams and cookies and cakes. and like, that's it. That's not a bad girl to be. That's the girl I have. I mean, it just felt a little off, and I've held off texting him back because I'm like, that didn't feel great.

Oh, I bet he would be really bummed to hear you took it that way. Yeah, I'm sure he would be upset to know he upset you. Yeah, and we can know that for sure because he is on the other line of this phone call listening and waiting to talk to you. Yes, I am here, and I just want to make it clear. Like, that was totally a compliment. I enjoyed to shout you. It's a good thing.

Oh, my gosh. Maybe we don't double down immediately. Yeah. I don't even, listen, this is super embarrassing. I didn't know you were on the line. No, yeah. I've been here the whole time. But Logan, you hear what she's saying, like, how she read what your comment was?

Yes, I'm sorry you took it that way. I just wanted to say, like, I've been with Jim Girl. in the past who, yes, these meal plans that they're on, they're just so exhausting. It's like chicken and veggies someone I could go out with and grab ice cream with and have a cheat meal. And it's nice. It's not making this better, bro. Is that a compliment? Yeah. I think so. Yes. It's like someone being like, oh, I only date models. It's so refreshing to not date a perfect

person. Yeah. Well, dude, what do you expect? I mean, you can't have a perfect body and eat all the things. Like, you don't get it all, right? Sure, but you don't have to say it to their face. Yeah. I don't know. I like my men with a little bit of, you know, something to grab on to. You like a little dad bod, maybe.

I mean, Ainsley, how are you feeling right now? I'm a little embarrassed, but I believe him. I know he's, he has, there's no meanness behind what he's saying, but it's still kind of like, oh. And, you know, I feel, I feel really bad about this. can I send you like a cookie bouquet or something to your place? Well, okay. I don't know. You know, I like things other than dessert.

Yeah, he's a treater like all she does. I know, the way you're insinuating. I think he's trying to be funny. Like, that was supposed to be a joke, right? I mean, when we were at the divorce party, like, there were a lot of really good treats there. You know, we were having some of the cookies that they had there. And you were going to town.

You seem like you really enjoyed it. Oh, my God. My little cookie lover. I love them too. They were so good. No, sure. No, yes. That makes it feel better.

Definitely. I think just a general rule is that we just don't comment on what people eat. Maybe it's just a good rule. It's not their own diet. Yeah, but I mean, what's the fun with that, though? This sounds like the type of situation where you just order the fries and then you see what happens. Yes, you know what's going to be. And don't say anything about them.

Yeah. No. Don't comment on how many you've taken. Don't compare to gym girls. Yeah, I could completely do that. Would that make you feel comfortable? Ainsley, like, if I order fries in front of you? It comes out so weird with him.

You know what? Maybe we just don't talk about the food. I don't think he understands yet. Okay, but that sounded like potential future. Yeah. Let's not talk about food anymore. Let's just talk about the possibility of YouTube meeting up for another date. Chemistry.

Because if Ainsley is open to it, we would pay for that second meetup. And I'm pretty sure we'd give a gift card to the cheesecake factory. I don't know. We'll find something that works for you, Ainsley. But what do you think, giving it one more shot with Logan? I appreciate all the effort he's gone to to contact me. That's why I'm open to doing something else besides eating with him. Okay.

She's going to be so self-conscious now. Hey, no, this is like the best news I've gotten all day. And I'm honestly a guy that likes a sweet treat too. So, hey, you know, I get it. Yeah, it's not all about dessert. Nope, just order it and get two spoons. Yeah. Order for yourself.

All right. And it's refreshing for Ainsley to not have to go out with those super gym bro models too, I'm sure. Right, Ainslie? That is true. Yeah. Your boyfriend will put his face into the pie. Wait, what do you mean by that? Oh, wait.

Now he's cluing it. Brick and Jeffrey in the morning. Sending a spicy picture to your work chat instead of your significant other? That's so embarrassing. You know what's not? Debt? Consolidate your debt with a loan from FIG.

No hassle, no judgment. Borrow better with FIG. Visit fig.ca. 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... 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 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'm glad that they said yes to a second date. Don't get me wrong. Yeah. But I do feel weird now about sending. them a gift card to Applebee's or Cheesecake Factory. You do? Yeah, you should.

Even Hooters, I just don't feel good about it. The wings will be okay. I just wish we could send them someplace where food isn't the focus, like a gift card to Lowe's or to Office Max. Yeah. That's so boring, though. I know.

Let's send me to one of those, like, skydive places that you can go in the tube. They just shoot you in the air. Let me take this woman out a couple at times and show her how to eat, right? And show her that it's okay. Okay, no shame in that game. Yeah, there's no shame in eating. Yeah. I just, personally, I just love that we're not a radio show that's all obsessed with being funny and helping people and making a positive difference in the world.

I thought that's what we did. Those shows are annoying. We don't do that. They went out again. I thought that was positive. That's part of the reason I work here is because of that. Oh, well, yeah. Totally.

It was a compliment. Oh. I think. You know what? I don't think it does feel good anymore. I don't know how to feel. Maybe you can tell us how to feel. If you go listen to our podcast, you can comment, like, subscribe wherever you find them.

They're up online at 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 created our own podcast called, Hey Jonas.

Nice. We invented a podcast? Well, we didn't invent it. We just contributed to it. We get to ask other 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 Smygel and friends, me and hilarious guests from Jim Gaffigan to Dave Attell to David Letterman, help make you funnier. On this episode, my guest's Bob Odenkirk and Kids in the Hall's Bruce McCullough, try and help the Kazoo Kid and Tazade be famous again. You know, people love alternate universe shows, right? Those are very big right now. What if there's an alternate universe show where you guys are incredibly popular?

Well, and they could travel up the land doing meet and greets and solving crimes. They're constantly needed at malls. Either for signings or because that's where a murder took place. Humor me with Robert Smigel and Friends from I Heart Meet. and big money players. Listen to humor me with Robert Smygel and friends on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts. For years, the Unhoused have been presented as a monolith in mainstream media.

Wheatian House is a podcast that's changing the narrative. I'm Theo Henderson, and I created the show why I was Unhoused on the streets of Los Angeles. We've grown into a two-time Webby Award-winning podcast. The only podcast that shares Unhouse stories and news, news from the unhoused perspective. Listen to Weythian House on the IHard Radio app, Apple Podcasts, or wherever you get

your podcast. 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 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 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. 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 easy. than it is. Getting a new one put up in its place. I'm Akela 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.