Brooke and Jeffrey: Second Date Update - Second Date Update: First Base Fam

Episode Date: October 22, 2025

The guy on the phone today didn’t use a pickup line or a smooth move, he did something so simple, even ALEXIS said it would have worked on her! Find out what it was in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

The best dates happen when someone really gets your vibe, your niche references, your hot takes, even your reality TV obsessions. That's why it's so exciting to be partnering with Bumble. Dating feels easier on Bumble with prompts that show off your personality, shared interests that help you find common ground, and verification that gives you peace of mind that you're meeting someone real. So if you're ready to meet someone who really gets you in your energy, Bumble is the perfect place to start. What are you waiting for? Download Bumble and start your love story. The Big Take podcast from Bloomberg News keeps you on top of the biggest stories of the day. My fellow Americans, this is Liberation Day.

Stories that move markets. Chair Powell opened the door to this first interest rate cut. Impact politics, change businesses. This is a really stunning development for the AI world. And how you think about your bottom line. Listen to the big take from Bloomberg News every weekday afternoon on the IHeart Radio app, Apple Podcasts, wherever you get your podcasts. Hello, America's sweetheart Johnny Knoxville here.

I want to tell you about my new true crime podcast, Crimeless, Hillbilly Heist, from smartless media, campside media, and big money players. It's a wild tale about a gang of high-functioning nitwits who somehow pulled off America's third largest cash heist. Kind of like Robin Hood except for the part where he steals from rich gives to the poor. I'm not that generous.

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That was dumb. People do not follow my example. Listen to Crimless, Hillbilly Heist on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Two rich young Americans moved to the Costa Rican jungle to start over,

but one of them will end up dead and the other tried for murder three times. It starts with a dream, a nature reserve, and a spectacular new home. But little by little... They lose it. They actually lose it. They sort of went nuts. Until one night,

everything spins out of control. Listen to Hell in Heaven on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Cal Penn, and on my new podcast, here we go again. We'll take today's trends and headlines and ask, why does history keep repeating itself? Each week, I'm calling up my friends, like Bill Nye, Lily Singh, and Pete Buttigieg, to talk about everything from the space race to movie remakes to psychedelics. Put another way, are you hot? Look, the world can seem pretty scary right now. But my goal here is for you to listen and feel a little better about the future.

Listen and subscribe to here we go again with Cal Penn on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Welcome to the podcast. We got a new episode for you today. It's your second date podcast with Brooke and Jeffrey in the morning. Yeah. We're home for this stuff. Loving the dating drama. And we love the comment board even more.

You know, whether you leave your comments on Spotify or on YouTube. YouTube or you text them to 78592. We see them all. I do. I try to peruse every social media outlet of ours every day and see what I can find. And I want to use that word. I like that. Thank you. I feel good about it. Are we in Europe? I know.

I feel good. But one comment I did see is crucy from Canada. Yeah. Said I'm from Canada and absolutely love this podcast. I dived into this rabbit hole around six months ago. And now listening to every podcast kind of feels like one of those bad relationships that you can't

leave. Hey, look at that. We're toxic for you. Yeah, we got you. But drama, you can't turn away. I know, but we're cute and we're with you. We mean well. Yeah.

We mean well. All right. Well, let's continue this relationship with your brand new second date starting right now. Second date update. Ah, sports. They're not just a good excuse for excessive drinking and yelling at referees. What? Sometimes they're a great way to accidentally meet some.

buddy cute and if you're playing them get some exercise in while you're at it okay boring jeff back to the cute part it's apparently how one of our listeners met the girl he wants to call today through the magic of sports hey awesome i love adult sports yeah brian were you watching sports or were you playing them um i was playing are you on a league for something yeah yeah i'm um i'm in a rec league uh that's a soccer league Oh, okay. Nice. Oh, okay.

So you're athletic. I was in one of those for a while, and the games were like at 11 o'clock at night. I'm like, poof. Yeah. I'm done. My roommate used to go to games too late. The whole point is to roll it into like a social activity afterwards. Like, you don't want to do it in the morning.

That's weird. Then you go drink after it. Maybe I was too old for it, Jeff. Yeah, there you go. So that's cool. You're in a rec soccer league. And who did you meet? There was this new player, Hannah.

Oh, she was on your team. They put her on our team. She just signed up and they put her on our team. Cool. Oh, okay. And I thought, wow, she's really cute. Okay. Oh, wow, I got to play good today.

Yeah. Bring my A game. Yeah. Yeah, I welcomed her. You know, I tried to be in her area when I could be around her. And timeout, I would compliment her. Nice path. Wow.

Don't get crazy. So flirty. Yeah. You can obviously tell that you were totally. flirting with her. Yeah, I didn't want to come on too strong, but the game, the game got going on. And I, I ended up scoring the winning goal. Nice. Dude, you did it. That's exciting. It was very exciting, actually. He congratulates me, and everybody was all happy and everything. Did Hannah jump into your arms and give you a big

kiss right on the mouth? No, but I got a high five at that point. I got a high five. Just as good. Second best thing. Yeah. That's first base. So wait, is this the date or did you finally ask her out? Well, afterwards, we often go out drinking, the team. So she went out with us. There you go. And we started talking, and I found out some things about her. Like, she liked

to paddleboard, and she had the cat. She's funny. Is she paddleboard with the cat? That'd be cute. No, but you sound smitten. The fact that you remember two details about her, we are absolutely over the mood. No, it's like the way he's saying it, like through a smile. I'm, oh, I can't.

Okay. She's so I mean, I can't even. I mean, it's been a couple years. I've been single, so she checked all the boxes. Aw. That's awesome, man. Okay. So did you find out, is she single?

I mean, so we're talking and, you know, and she left before I did. Oh. I went outside of bar and I was like, hey, you know, I know we're on the same soccer team. And maybe it's okay if I could ask you out. Oh, all right. What was her response? Well, she kind of hand and I was like, yeah. I don't know about math.

Oh, man, you don't want to go out. And I was like, but I didn't give up. I was like, come on, if it doesn't work, we'll just go back to being, you know, soccer teammate. Right, there's nothing to lose. It's not like you guys were friends previously. Exactly. I was like, come on, let's give it a shot. And I got her to say, you know, let me think about it.

Okay, you got to let me think about it. A girl. I got to let me think about it. Women absolutely love a man drunkenly begging them to give them a chance and go out. Like, come on. I was like, immediately if you keep asking, I don't know, she could say, oh, he's persistent, or she can be like, he's a little thirsty. I think I'd say yes after enough tries.

Just so that you wouldn't have to keep on saying. Oh, that's true. Did she think about it? Well, she was in, finally, she's like, okay, let's do it. Hey, there we go. Life times the charm. I think it's kind of cute. So she told you that outside the bar, she was willing to go out with you.

No, no, we exchanged numbers, and she texted me later saying, okay, let's do it. So she really did think about it. That's better because she meant it. Yeah. That's a good point. So where'd you guys go? Well, nowhere. The next day, she changed her mind.

What do you mean? Oh, no. I got a text from her. Uh-huh. And she was, it's like, I thought about it, and maybe it's not a good idea. Oh, no. Come on. Again, she's, like, right in the middle.

She's, like, part of her's like, not really. And then part of her's like, actually, yeah. Well, the drunk part of her is like, yeah, maybe. And then the sober part's like, this is a mistake. There's still a chance here, though, is what I'm saying. She needs to stop thinking. much. Yeah. I know. I agree. I mean, you know, I'm right with you guys. And I was like, stop thinking so much. You know, you know you want to. That's what I was thinking. You know,

you want to. So after that, did she show up to the next game or the next of the next game? She didn't even show up. Oh. And I was thinking, oh, man, I made her uncomfortable, you know. I mean, everything you did is pretty innocent. I don't know that it should be something that would make her so uncomfortable to not show up unless you're not telling us everything. are you being 100% truthful with all the details? There's nothing I can think of that I'm leaving out that did anything dopey or anything. Like no

unsolicited photos also got sent to her phone. Right. Nothing like that. When you were begging her for a date, did you have your pants on at the time? I did. Good. Zimper was down, but the pants were off. Sure. I mean, I know these seems like ridiculous questions, but I swear, you have no idea how many times we've been

blindsided in the second part of these calls with the details that come out. She'll be like, yeah, he lit himself on fire. He was, oh, I forget. Not to mention that. I don't think that was important. Okay. So, and how long has it been since you last spoke with Hannah? That we've actually checked.

It's been over almost two weeks, a week and a half ago. Oh. Since the text? Okay. We'll see if she even remembers you still. Oh, she'll remember. If she didn't show up at the game, there's a reason. Well, we'll come back and we'll try to find out why your brand new teammate on your

intermural soccer team doesn't want to go out on a date or even show up to the games anymore. It's affecting the team now. Yeah, rude. We'll confront her right after this. Second Date Update. If you're just joining us for the second date update, our listener Brian played a little game of intramural soccer and scored more than just the winning goal.

He scored a love connection with his new female teammate, Hannah. Yes, okay, Hannah. A true soccer batty, or saddie, as we'll call her. Soccer baddie. Yeah. Coming up with a bun. I thought it was saddy because she wasn't calling him back. It works on so many different levels.

I'm coming up with all sorts of cool slang for the Gen Zers to use. We don't have to combine every word. It's so fun. Okay, fine. It's going to be for Gen Alpha. They'll pick it up and they'll actually appreciate it. The whole team, though, went and grabbed drinks together after their game. And Hannah told Brian she'd be open to going out with him.

After he asked her nine times. Right. Yeah. Persistent. In fact, she texted him that later on in the night and then suddenly changed her mind the very next day. Yeah. Classic saddy behavior. Yeah. But now

we're stepping in. We're going to try and fix it. Brooke? Yeah. Your take? Oh, my take is... What do you think he's going to ask you how's your day going? Yeah. Take it away. My take is after she got home, she had a couple more glasses of wine and was binging her favorite

show and was like, ah, fine, I'll go out with him. And then the next morning, she's like, what is I thinking? Yeah. But I don't think that means that we can't convince her still. Ryan, what do you think of Brooks theory? That she's addicted to alcohol. What? This is not what I say.

Well, I hope not. I hope she feels the same way when she's not drinking. Yeah, I think you need to come up with a pros list. Be ready for it when we finally introduce you onto the phone. Okay. Like reasons why. That sounds like fun, doesn't it? I'm like, yeah, okay, pros and cogniz.

No, no, just pros. Just like reasons she should say yes. Like, you kept asking her, but you didn't give her why, you know? We do love making pros and cons list of guys. Yes, for sure. Good. Yeah. Let's just call.

We'll see what happens. Hello? Hey, is this Hannah? Yes, this is Hannah. Who is this? This is a radio show calling you called Brooke and Jeffrey in the morning. Hi, good morning. What?

I said good morning. I like that. Yeah. Oh, good morning. Sorry, I know. Oh, she's. He's hungover, Jeff. You're probably not used to having a radio show call, but this is a segment that we're doing called a second date update.

Okay. It's when someone goes out on a date with another person or they met somebody really cool and they're not getting a call back for a second meetup. We can reach out on their behalf to try and help them figure out why. Okay. In this scenario, you met a guy recently named Brian. Right. But I don't understand I didn't ever go on a first date with him

Yeah Yeah okay we understand We know that he did tell us But according to him You said yes to going out on a date with him And then changed your mind the next day And didn't even show up to the soccer game Yeah

That's fine He just wants to know maybe why Why you changed your mind I guess where do I start How much do you? you know, what do you want to ask me? I mean, the snapshot of what we know is you played soccer together, you went and grabbed drinks afterwards.

Yeah. You said yes to a day, but then changed your mind the next day. Right. So I am single, and one of the reasons that I wanted to play soccer in this league is because I wanted to meet other people in the city. And if I'm being honest, I looked up all the guys on the roster just to see their status. So you don't want to pick him right away. in case somebody else who's cuter.

She loves a good midfielder, but she's open to the goalie, you know, whatever. So does that mean that there was somebody else who caught your eye on the team? Well, not necessarily. So I was actually disappointed because every single man on the team is married. Oh. Wait. Every including Brian? It was confusing.

I'm not sure what he is because it says that he's not married. but he is kissing a woman in his pictures. Oh, what the heck? Is it old photos from like years ago? No, they're not that old. And I just, I was like, okay, I don't want to get involved with any drama. And so. So wait, you think he's, Brian's in a relationship?

Yes, at the very least. Oh. You might be totally right. He could be absolutely married and lying to us, but it would be strange to have him reach out to our show and have him listening to this call the entire time. Oh, yeah. Because I need to let you know, Hannah, he is there listening to this. Oh, okay.

Hi. Brian? So, wait, you snooped on all our media pages? No. That's weird. That's not weird. People do it all the time. And it's not like I was digging through it.

I just wanted to see what everyone's relationship status was before I embarrass myself. That's called doing your research. It's so normal. Exactly. And the fact that you're not immediately coming out saying, I'm not married is a big red flag here, Brian. That's a good point. Well, I'm not married.

What are you then? It's kind of late. It's an easy explanation, okay? I know exactly what picture. Okay, have you kissing another woman? That's my sister. Oh, that makes so much sense. No, that doesn't make sense.

You are kissing her on the mouth and you're holding her waist. I don't that does not look like a sister picture Oh man what the heck And if it is that's even more worrisome That it is a relationship Hold on biological sister or step sister Because clueless opened the door to a little bit Right what's going on

That's my sister listen we're a close family Okay and it's not weird to us Okay So you would be comfortable introducing Hannah to the woman that was in that photo My sister? Yeah I mean, do you not, like, you know, I don't know if you have a brother or, but do you not kiss your brother or your dad on the letter? No, I do not.

Okay, well, we do. I don't think kissing on the lips with family is weird. I know you're going to be like, oh, Brooke doesn't think that's weird. Yeah, of course you don't think kissing your cousins is weird. But, like, posting a photo of it and also holding their waist at the same time is, yeah. There's something sensual about that where it doesn't feel. There's nothing sensual about it. For my point of view, for a very close family.

I'm proud of the tightness of our family, okay? Okay. No, you are right. Some families are way closer. I have the question I think is going to finally clear everything up here. Brian, have you gone to second base with her? Is that a family thing? My sister? No.

All right, he has a limit. Hannah, I wish you would have texted me and just asked me, like, you know, hey, who are you kissing this fiction? I mean, I wouldn't have gone on to the radio to find this out. You should have tagged your sister so she could have stalked your whole family on social media too and figured it out. I did have her tag but recently she said could you take the tag off

because she thought it was real. Okay. Okay. It's rude. So maybe it was just a photo that was taken at the wrong time and it's a totally innocent thing, Hannah. It's just the tongue.

You can see the tongues touching. It wasn't just one picture. He had like half a dozen on here. Half a dozen, wait, half a dozen sisters or half a dozen pictures of the same sister? Pictures of kissing his sister. They were all of kissing her? I don't even have that many photos with my brother's normal.

What are you guys do where you're getting a photograph that often? I think it's just high and by. Who's taking them? They're a loving family. Come on, guys. I don't know. It's not weird to us, guys. It's my sister.

You know, when we see them. Yeah, I know. I mean, I don't know what else to say. You guys is like, why is it so weird? Okay. We're all ganging up on Brian right now. And Hannah, what if he really is just a good family guy? You know, that's not bad.

That's a positive thing. I know. It is. I mean, listen, the fact that he got on the radio and wanted to go out with me so badly, I appreciate that gesture. And he's taking this pretty well. Like, you're going hard. And I'm sure Brian would be willing to have his sister call you directly and be like nothing has ever happened between us.

And rate him on how good he is at kissing. Oh, that's nice. Oh, listen, nobody's training my kissing with my sister, okay? It's a normal thing. If you look at it, you can see it. I mean, listen, kissing my sister and kissing someone I'm interested is totally different. Okay, so he knows that. Okay.

And maybe part of the reason that you were so upset by the picture is you were a little bit jealous, Hannah. So. Well, yeah. There you go. I do. I do. I'm interested. Okay.

It's just weird that it's a sister, and it might take me a while to get a home. for that. Well, maybe, okay, take a day, but in the meantime... No, no, no. Don't let her take a day because last time she changed her mind. Oh, right. Okay, you have five seconds to decide. Would you like another date with Brian? Come on.

Okay, yes. I will give him another chance. All right. There you go, Brian. And come back to the team, too. Come on. I forgot about that. He's on his knees, begging you. Please. Okay to that, too. All right. All right, guys, it's over.

Group kiss. Yes. No. We're not related. Oh, come on. Brooke and Jeffrey in the morning. We often think we know our type in dating. Tall, funny, a certain job. But the research shows we're usually not the best predictors of who will actually make us the happiest.

As we often say on the happiness lab, our minds lie to us about all kinds of stuff. And that definitely includes the kinds of things we need to be happy in a relationship. That's why it helps to stay curious. On Bumble, features like shared interests and prompts make it easy to notice right on someone's profile initial sparks of compatibility, like a shared love of cooking or the same nostalgic TV shows. Shared interests and prompts let you showcase your personality

right on your profile and connect with people who get your vibe. And with photo and ID verification, you can feel confident the person you're talking to is real, so you can date with a bit more confidence. When you treat dating as exploration, instead of sticking to a rigid type, you open yourself up to happier, more meaningful connections. So maybe your type isn't tall, dark, and mysterious.

Maybe it's Love's podcast as much as you do. Stay open, stay curious, and let yourself be surprised. Download Bumble today. In the new podcast, Hell in Heaven, two young Americans move to the Costa Rican jungle to start over. But one will end up dead, The other tried for murder. Not once.

People went wild. Not twice. Stunned. But three times. John and Ann Bender are rich and attractive, and they're devoted to each other. They create a nature reserve and build a spectacular, circular home

high on the top of a hill. But little by little, their dream starts to crumble, and our couple retreat from reality. They lose it. They actually lose it. They sort of went nuts. Until one night, everything spins out of control. Listen to Hell in Heaven on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcasts. You know, if you take all of the second date updates that we've done this year alone, it's been a lot, like a hundred, 120 maybe.

Is that how many we're at? Just this year, I think. It's pretty incredible that we got a way. woman to say yes to a guy who admits to mouth kissing his own sister. We should be proud of that. You know, we never asked if it was closed mouth or old mouth. We didn't ask if there was clothes either.

That's a good question. I was on Facebook. I assume it was a peck. But why so many photos? Yeah, that's the thing where it's like we need to capture this. Even the sister's like, yo bro, you got to take that down. You'd hope? Oh, wait. No, she did take it down. Well, he

at least is proud of his family. family and the family bond that they share. And we should be proud because it says something about us that we can make the sister kissers of the world seem normal. And dare I say, sexy. Yeah. Well, your sister's coming to town soon, isn't she? Oh, yeah.

She's supposed to come visit and see my new house. Who knows what might happen? Kisses for everybody. We'll see. But, you know, if you need our help, kissing or anything else, you know, you can always email the show. We'll call that person. person who's not calling you back.

Go check out all of our second-date updates. They're up wherever you get your podcast at Brooke and Jeffrey. The Big Take podcast from Bloomberg News keeps you on top of the biggest stories of the day. My fellow Americans, this is Liberation Day. Stories that move markets. Chair Powell opened the door to this first interest rate cut. Impact politics, change businesses. This is a really stunning development for the AI world and how you think about your bottom line.

Listen to the big take from Bloomberg News every weekday afternoon on the IHeart radio app, Apple Podcasts, or wherever you get your podcasts. Johnny Knoxville here. Check out Crimeless, Hillbilly Heist, my new true crime podcast from Smartless Media, Campside Media, and Big Money Players. It's the true story of the almost perfect crime and the Nimrods who almost pulled it off. It was kind of like the perfect storm in a sewer. That was dumb. Do not follow my example. Listen to Crimless, Hillbilly Heist, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Two rich young Americans move to the Costa Rican jungle to start over, but one of them will end up dead and the other tried for murder three times. It starts with a dream, a nature reserve, and a spectacular new home.

But little by little, they lose it. They actually lose it. They sort of went nuts. until one night everything spins out of control listen to hell in heaven on the IHeart Radio app Apple Podcasts or wherever you get your podcasts Hey I'm Cal Penn

and on my new podcast here we go again we'll take today's trends and headlines and ask why does history keep repeating itself each week I'm calling up my friends like Bill Nye, Lily Singh, and Pete Buttigieg to talk about everything from the space race to movie remakes to psychedelics. Put another way, are you high? Look, the world can seem pretty scary right now. But my goal here is for you to listen and feel a little better about the future.

Listen and subscribe to here we go again with Cal Penn on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Chicago. A white woman's murder. A black man behind bars. for a crime he didn't commit. 90 years for killing somebody I have never seen. The Crying Wolf Podcast is the story of a corrupt detective, two men bound by injustice,

and the quest for redemption, no matter the price. Listen to the Crying Wolf Podcasts on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.