Brooke and Jeffrey: Second Date Update - #8 Second Date Update of 2025: That Name Sounds Familiar

Episode Date: December 17, 2025

The most annoying part of dating apps is all the wasted energy you put in, only to never actually meet up in person… But our listener on the phone says he has a method to eliminate that headache!See omnystudio.com/listener for privacy information.

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Is that the plot of footloos? I'm comedian Rory Scoville, and I'm here to tell you, Josh Dean and I have a new podcast that celebrates the amazing creativity of the world's dumbest criminals. It's called Crimeless, a true crime comedy podcast. Listen on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm investigative journalist Melissa Jeltson. My new podcast, What Happened in Nashville, tells the story of an IVF clinic's catastrophic collapse and the patients who banded together in the chaos that followed. It doesn't matter how much I fight. Doesn't matter how much I cry over all of this.

It doesn't matter how much justice we get. None of it's going to get me pregnant. Listen to what happened in Nashville on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Nora Jones, and I love playing music with people so much that my podcast called Playing Along is back. I sit down with musicians from all musical styles to play songs together in an intimate setting. Every episode's a little different, but it all involves music and conversation with some of my favorite musicians. Over the past two seasons, I've had special guests like Dave Grohl, Lave, Mavis Staples, Remy Wolfe, Jeff Tweedy, really too many to name.

And this season, I've sat down with Black Pumas, Alessia Kara, Sarah McLaugh Lachlan and more. Check out my new episode with John Legend. I feel like in a lot of ways our careers are paralleled in some ways, but they just never intersected for some reason. I know. We should take it slow. We're just ordinary people.

We don't know which way to go. Listen to Nora Jones is playing along on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Stefan Curry, and this is Gentleman's Cut. I think what makes Gentleman's Cut different is me being a part of developing the profile of this beautiful finished product. With every sip, you get a little something different. Visit Gentleman'scut Bourbon.com or your nearest Total Wines or Bevmo. This message is intended for audiences 21 and older.

Gentleman's Cut Bourbon, Boone County, Kentucky. For more on Gentleman's Cut Bourbon, please visit Gentleman's Cut Bourbon.com. please enjoy responsibly we've counted we've tallied and we came up with some numbers all right okay yeah the top 10 second date updates of 2025 these are the most downloaded the most loved the most commented on yay so they came up with the numbers yeah they did but we can only talk to 10s yeah got it got it there's a stretch for us yeah but today we're on to number eight in our countdown and for sure the most annoying part of the dating apps isn't the constant scrolling or the inappropriate deep or even coming across Brooke's secret cougar match profile again and again and again. I don't have that, Jeff. She uses a real picture. The thing is, it's all the wasted energy you have to put in getting to know somebody only to never actually meet up with them in person.

And one of our listeners is on the phone saying he's been there way too many times. So now he has a method to eliminate that headache for good. You're going to hear it in your number eight. Second date update of the year. Yeah. Next. Second date update. If you ask me, and Brooke, you'll probably agree with this.

Okay. The dating world needs more ultimatums. No, Jeff. Yes. No, ultimatums are not ever good. Ever. I think maybe we need them because the more listeners we talk to, everybody seems so indecisive. Oh, right.

So wishy-washy, like, oh, maybe I'll date her. Or maybe that other hot girl. or maybe I'll just stick with my wife. I don't really know. Wait a minute. I'm stuck on the fence here. Ultimatum suddenly sounding good, huh? Yeah.

Stick to your wife. Like, what is happening? That's the ultimatum. That's why I appreciate somebody who's actually willing to lay all their cards down on the table and say, this is it. Take it or leave it. And apparently that's how our listener, Dustin, rolls, ultimatum style. Oh, Justin.

Well, that's the vibe I got from his email. Dustin, welcome to the show. Hey, how's it going, guys? Hey, hey. You sound like such a nice guy for being such a badass ultimatum maker. Yeah, tell me if I was wrong, but it sounds like you like to play the dating game

a little bit more straightforward. Yeah, totally, let's go, man. I mean, I don't have that much time left. I'm not going to sit down text all day. Okay. What extent do you do this? Here's my new rule now when I talk to people. It's like, if I don't meet up with them right away,

it pretty much just kind of fizzles out. Okay. I mean, I can see how that could happen. Kind of. If you don't do that, you'll get strung along for weeks and months and maybe never even ended up meeting that person. What is right away to you? What does that mean? Yeah, I think like 48 to 72 hours, we should at least have like some kind of plan to hang out. But like if that plan's not established, then it's probably never going to work out. That's actually kind of a rule of thumb. I kind of like that rule. Like, it's respecting everybody's time. Yeah, dating runs on deadlines. And so that's good.

You gave Jessica the dating deadline? Well, I don't know. I ended up just getting her number, and then I pretty much, like, kind of took the conversation elsewhere off the app, and then you started texting from there. I feel like that's an important step, because otherwise the app, you don't open it. You know, you don't reply. Yeah. I don't check this.

Or another Tinder person. So once it got off of the apps, how did you and Jessica vibe? She's really, really funny, so she pretty much was just saying, like, hey, long time, no chat. Okay. Okay, and did you turn it into an in-person date pretty quickly? Yeah, we went out for pizza. I love pizza. And how was it in person?

Oh, you want to know the crazy part about that? Yes, obviously. That's the only part I want to know. I'm sorry, I want to know the boring part. Let's start with the crazy part first. Okay, start there. She looked really different from the photos that went on the profile. Oh, that are good different.

Not like a catfish. I mean, she was still, like, super cute, like, for sure. But, like, different, different, like, different. Okay. Like, wait. Say it again. Hold on. No, do you mean, like, she colored her hair a different color?

Maybe a full face tattoo that wasn't there before? No, nothing like that, but that would have been, like, totally cool. Okay. Okay. Overall, though, you liked what you saw in person. Yeah, she was cute. It was just different than what I expected, but could just be my perspective. A lot of the photos she had

She was wearing sunglasses So it could be misjudged through that Oh yeah Oh that's true Sunglasses now cover like 70% of the face You can barely tell who they are So now that we've covered the crazy Take them off there's no eyes

That was the crazy part Now that we've covered all the crazy parts of the date Bring us to the boring you know mushy stuff Oh yeah yeah that's my favorite Jose wants to know how the rest of the date went Everything was normal about the date But then there was like this one part that was really weird Oh okay

Going back to crazy again. It wasn't like super crazy, but it was just like one of those another different things than I thought. Okay. What happened? Well, on her profile she talks about like Pilates and a bunch of like Pilates stuff is on her profile, right?

Okay. Yeah. So I was kind of, I thought that was kind of cool about her. But every time I would talk to her about Pilates, I swear she would just kept redirecting the conversation into something else. Huh. Weird. So it's either like, no, it feels like she either lied on her bio or you're talking to a different person than what you're thinking.

That's what I think, me too. But I mean. Like, are you confusing girls? But Alexis, you put stuff in your profile that you don't actually care much about. It's more of like a, I love sports. I do like sports. She was a collegiate athlete. She's more athletic than you, Jeff.

But she also says that she enjoys baseball, even though she thinks it has a. half time in it. I enjoy the half times in the game, Jeff. That is accurate. They're not half time stretch in the second inning, Jeff. I'm just saying maybe she isn't fully into Pilates as much as she claims on her.

Sometimes there's just easier props to put on there. And I will say there is a phenomenon right now that if you aren't a die hard fan of something, you're not allowed to say that you like it. Oh, you've got a scan or nothing. How long has it been since you last spoke to Jessica? It's been like six

stage. Oh, no. Which is a long time when you were moving so quick, you know? You had a pacing going and it's dead. I don't understand because we both had such a great time. She said she had a great time. I had a great time, you know. Let's try and keep the great times going when we come back and we give this girl another

ultimatum. And we say, you can. I am. It's either go out with Dustin now or lose him forever. Well, that's always the ultimatum. If you like Pilates or not. Yeah. It just sounds more scary if you say old tomato.

Oh, yeah, it is a scary word. We're going to come back and do it with your second date right after this. Hold on. Second date update. Today's second date update begs the question, can you fully trust what you see in someone's dating profile? Because our listener Dustin met up with a woman from Bumble who looked a little different than her picture. Not bad, though, just different.

Yeah. Like a good different. And even though her bio talked about Pallops. a lot, she didn't really want to discuss it much on their date, which is kind of strange. But to be fair, my old dating profile said, I'm Jewish. But any woman who met up with me would discover I'm not kosher and not good with money. So probably equally confusing. That's a really good point, Jeff.

Yeah, I mean, you can't trust it fully from the dating profile. The good news is, Dustin, despite the differences, really had a good time with her. Yeah. felt like they vibed in ways he hasn't in the two years that he has spent on this app before. God, I really want this to work out for you, Justin. Just because you have put in the time and the effort and you seem like a good guy. Yeah. Thanks a lot, Brooke.

I really do appreciate that about you. You appreciate that she compliments you? Well, her fingers are crossed right now when she said that. So, Jeff, you don't have to tell everybody everything. Okay, my bad. I feel like there is some part of Brooke that really is rooting for you today, Justin. I am. I am.

I think this is going to be a simple, like, miscommunication or something, you know? I mean, yeah, possibly. I mean, I don't know. As long as you guys get me another date. Yeah. All right. All right. Well, let's dial Jessica right now.

We'll see if she picks up and hopefully has a simple explanation for why she hasn't hit you back. Calling her right now. Here we go. Hello? Hey, is this Jessica? Yeah. Who's this? Hey, Joe.

She's so cute. I know. It's so nice to talk to someone who's like positive and perky when we talk to them because we're doing a second date update. Most of our listeners are like, who is this? I'm sorry. Yep, there it is. What is this? Yeah, sorry.

I threw a lot at you. We're a radio show called Brooke and Jeffrey in the morning, which you're on right now. Congratulations. Hi. Okay, hi. And this segment is called second date update. I don't know if you've heard it before, but it's a thing where if somebody blows you off and you're not sure why, we can try to call that person for you to maybe figure out if there's a reason for it. Okay.

I didn't blow anyone off. What? Yeah. I mean, I guess he's not talking. She said six. I mean, he said six days. So maybe that's not blowing someone off to you. Maybe that's not enough time.

Yeah. Because six days ago, you went out with a guy who, at least according to him, felt. like you had a really good connection. Afterwards, he feels like you've been pulling away a little bit. His name is Dustin. Oh, my gosh. I forgot about that one, huh? Oh, that one guy to get blown off.

Oh, him. Oh, my gosh. In a good way? I'm not trying to blow him off. I just don't know what to do. Oh. Okay. Well, I think it's pretty simple.

You should text him and go out with him again. No, I mean, like, I don't know how much she told you or what you know, but I actually actually matched with Dustin a year and a half ago. A year and a half. He said that you guys just met on the app and that you... Yeah, so when I got a text from him like a week ago, I was kind of confused

because I was like, this is weird, it's kind of out of the blue, but I was just like, oh, whatever. And I was just like, long time, no chat. Oh, yeah. He said that you made a joke, that you were joking because you had just been chatting with him. It wasn't a joke. It really was a long time.

Oh, my gosh. I'm confused. So you hadn't talked to Dustin in a year and a half on an app at all, is what you're saying. Right. It was just a year and a half ago, you never replied to one of my texts. And then all of a sudden, I get a text from him. And then you guys went to pizza. Right.

You did meet up. Right. We got pizza. And I was kind of like, I wonder why all of a sudden he wants to talk to me now. But I was like, I remember he and I got along really well on Bumble. And so I was just like, yeah, sure. let's get pizza. Was he in a coma for a year and a half and he doesn't remember?

When he told us he went from the app to that, he met a year and a half ago. I mean, that seems like a big miscommunication. What about the day? But it has to be the same person. It's a, like, he kept talking about Pilates and how, like, you kept asking about it. And I was like, Pilates, like, I don't have that in my bio. That's the other girl. Oh, no.

But then I was like, oh, my gosh, Jessica is a really common name. And I was thinking about it And I was like, oh, shoot. You think that he went out with the wrong Jessica Or texted the wrong Jessica in his phone. Yeah, I mean, like, it could have been another Jessica from Bumble. Okay, wait, wait, wait, though.

And you have him as Dustin Bumble. He probably has multiple Jessica Bumbles. That makes so much sense. Did you have fun with him? I did, yeah. No, I had a lot of fun with them. Even though you had to keep dodging his questions about Pilates. Yeah, I mean, honestly, I didn't know what to say.

I was kind of embarrassed, but, like, we were really enjoying ourselves. So this makes sense why Dustin told us that she didn't look like the pictures from the girl that he matched with a couple weeks ago. Oh, wait, he said that? Yeah, but he added that you were super cute. Oh. It's not like it was a disappointment. I think that's important to know. Can I also say you're both in the same spot?

Because he's like, I don't know where to go from here. And she just said, I don't know where to go from here. year? Yeah. They're both in limbo. This is kind of perfect. Well, yeah, I guess that's it. Sorry. No, no. She, Jeff, tell her. She doesn't know how to tell him, and now she doesn't even have to. I guess the other option is, if you are interested, Dustin has been listening to this call on the other phone line. Yeah. He knows everything. What? Oh, my gosh. If he hasn't fainted already, Dustin, are you there? Holy shit. I can't believe this happened. I'm such an idiot. I'm such a little. I'm such a

as you guys were talking about it i was looking through my phone and i saw all the different jessica bumbles oh dude how many jessicas have you been talking to i don't know i mean i'm embarrassed though i mean i'm so sorry yeah when you kept bringing up pilates i was like why did he bringing you this up? Like, did you want to see a move? I wasn't sure what you're talking about. I know. I know now. I just thought it was very interesting at the time.

That's all. He was only asking because he thought that you were super interested in it, but that was a different Jessica Bumble. I mean, now you need to maybe tell him what are your hobbies in interest? Because he has no idea. I actually

love soccer and I love hiking and I speak a little French and... Yeah, I think I remember that from a year and a half ago. Oh, man, okay. Or was that the other Jessica Bumble, like Jessica Bumble number four?

Oh, no, she's from France. Oh, that's right. You could have saved so much time and headache in your life if you would have just gone out a year and a half ago. Yeah, you guys click. Brooke, you're so right. Again, I'm just such an idiot.

Oh, but a lovable idiot. Women do like hearing that. So that's a good thing for you to start saying. So now that we've cleared up the big misunderstanding, and you realize who each other are, you like each other, at least it seems that way, from our perspective, we'd like to offer to send you out on another date, Jessica, and we would pay for it if you say yes. Maybe this could be like a mistake that was meant to be. Oh, see, that's what you need to turn it around. Come on, Dustin. I want to hear something from Dustin, and depending on what he says, maybe I'll say yes.

What is it? Out of all those Jessica's, which one do you like best? Tough answer here. He's like Jessica 18. Well, to be honest, look, to be honest, Jessica, you're the only Jessica I had a real connection with. All the other Jessica's I never even hung out with. Look at that. You're the OG.

You're the only one that would talk to me. You're the only one that would talk to me. At least he's too honest. Did that answer your question, Jessica? It did, yeah, I'll go out again. Yay! I think they're so cute. Well, congratulations you two.

You're going out again. And it's probably a good lesson for you, Dustin. You got to put the year that you matched with the person next to their names in your contacts. I'm always like dead emoji. I'm hoping after this he doesn't have any more matches. Like, this is it. I think after this, I'm not going to use the dating apps for a while.

There we go. After two years, bro, you need a break on. Brooke and Jeffrey in the morning. Okay, friends, real talk. You are worth the wait. We've all been there, giving our energy to connections that didn't honor ours, and watching friends do the same. And honestly, we all deserve better.

That's why Bumble is built for intentional dating. Safety is such a big deal for us all, especially when meeting new people. And Bumble gives you the peace of mind with options like photo and ID verification. That little extra step means you know the person you're talking, to is who they say they are, with their real photos, and they are ready to show up authentically. And once you feel safe, you can actually focus on what matters, finding someone who gets you. With shared interests, it's easy to see right away who vibes with your passions,

whether that's true crime podcasts, yoga mornings, or weekend hikes. So take a pause, affirm your worth, and protect your peace. Bumble helps you create safe, meaningful connections, the kind that truly respect your boundaries, your energy and your time. Thinking about dating again, take this as your sign. Start your love story on Bumble. It's 5.23 p.m.

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Yeah, it's going to be messy. But somehow, they tend to eat the vegetables they made themselves. Try HelloFresh today and get 50% off the first box with free shipping. Go to Hellofresh.ca and use promo code mom 50. That's hellofresh.ca promo code mom 50. Hellofresh.com. Hellofresh. Canada's number one meal kit delivery service. See, that's why we do the second date updates. Jessica said she didn't know what to do. She was caught mid-date with a guy who thought that she was somebody else. God, that is so, that's my worst nightmare. I mean, it would be a turnoff, obviously. But it was like

super awkward. Like, how do you even bring that up? The thing is, she wasn't a total strain. they'd matched 18 months before that. And like we heard, they seemed to be actually pretty cute together. I mean, sometimes it's all about timing, you know? Maybe 18 months ago he would have thought, oh, I just got on the dating apps. It's going to be awesome. And then now he's two years in. He's like, wait, it's not.

Yeah. Now, is there a part of me that thinks Dustin is texting the other Jessica right now, the one that he ghosted a week ago? How dare you even bring that up, Jeffrey? Let's remember he is a guy, and we're addicted to the chase. But hopefully he can just focus on the current Jessica and the good thing that they have going on right now. Why would you even put that in his head if he's listening? If you're listening, change the other Jessica's to do not text.

Just for now. Just delete their number. That's even easier. No, you never know. Okay. Never say never. But remember, you can listen to all of our second date updates on Spotify, Apple, or wherever you get your podcasts at Brooke and Jeffrey. Have you ever listened to those true crime shows and found yourself with more questions than answers?

Who catfish is a city? Is it even safe to snort human remains? Is that the plot of Footloose? I'm comedian Rory Scoville, and I'm here to tell you, Josh Dean and I have a new podcast that celebrates the amazing creativity of the world's dumbest criminals. It's called Crimeless, a true crime comedy podcast.

Listen on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm investigative journalist Melissa Jeltsin. My new podcast, What Hashton, happened in Nashville tells the story of an IVF clinic's catastrophic collapse and the patients who banded together in the chaos that followed. It doesn't matter how much I fight. Doesn't matter how much I cry over all of this. It doesn't matter how much justice we get. None of it's going to get me pregnant. Listen to what happened in Nashville on the IHeart Radio app, Apple Podcasts, or

wherever you get your podcasts. Hey, I'm Nora Jones, and I love playing music with people so much that my podcast called Playing Along is back. I sit down with musicians from all musical styles to play songs together in an intimate setting. Every episode's a little different, but it all involves music and conversation with some of my favorite musicians. Over the past two seasons,

I've had special guests like Dave Grohl, Leveh, Mavis Staples, Remy Wolf, Jeff Tweedy, really too many to name. And this season, I've sat down with Black Pumas, Alessia Kara, Sarah McLaughlin, and more. Check out my new episode with John Legend. I feel like in a lot of ways, our careers are paralleled in some ways,

but they just never intersected for some reason. I know. We should take it slow with just ordinary people. We don't know which way you go. Listen to Nora Jones is playing along on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Stefan Curry, and this is Gentleman's. I think what makes Gentleman's Cut different is me being a part of developing the profile of this beautiful finished product. With every sip, you get a little something different.

Visit gentlemen's cut bourbon.com or your nearest total wines or Bevmo. This message is intended for audiences 21 and older. Gentleman's Cut Bourbon, Boone County, Kentucky. For more on Gentleman's Cut Bourbon, please visit gentlemen's cut bourbon.com. Please enjoy responsibly. I know he has a reputation, but it's going to catch up to him. Gabe Ortiz is a cop. His brother Larry,

the mystery Gabe didn't want to solve until it was too late. He was the head of this gang. You're going to push that line for the cause? Took us under his wing and showed us the game, as they call it. When Larry's killed, Gabe must untangle a dangerous past,

one that could destroy everything he thought he knew. Listen to the brothers Ortiz on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.