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

Episode Date: June 11, 2026

We’ve had “Momma’s boys” and women with “Daddy Issues” on our show before but today we’re reconnecting with a DIFFERENT type of Red Flag that involves a third type of family member… It’s a special Second Date Update UPDATE where if you listen until the end we check in with the couple and how things have gone since they first appeared on our show!See omnystudio.com/listener for privacy information.

Joy is essential and it's also elusive. But now, there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, How to Kot me. If you're craving inspiration, support, and useful tools to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Listen to Joy 101 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Happy pride from the Outspoken Podcast Network.

All month long and all year round, we're celebrating being loud, proud, and always original. It's me, Brandon Kyle Goodman, host of the podcast, Tell Me Something Messy. Check out my show for unfiltered takes on dating, relationships, and adulting. Listen to High Key for the best pop culture takes, and there are no girls on the internet for all your tech news. For your favorite celebrity key keys, check out outlaws with T.S. Madison. Learn to love yourself unapologetically with BFF, Black Fat Fem. And start your day with intention with waking up with Ryan coming in July. Celebrate Pride with the outspoken network.

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Apple Podcasts, or wherever you get your podcasts. Welcome to Sabara Football, the sweet and the spicy on and off the field. I'm Daniela Durand, and this is where we get to know the people behind the game like never before. The pressure, the fame, and everything

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Join me for the unsolved kidnapping of William Morgan. It's a great true crime story filled with secret society intrigue and murder. Freemason files. Karen, you just birthed a conspiracy and I'm here for it. Yay. Listen to Snapu on the IHard Radio app Apple Podcasts or wherever you get your podcasts. Okay, we always got to do it before we get a new update update. One, welcome to the podcast.

Yes. It is the Brook and Jeffrey official second date podcast. Two, Alexis did not make a typo in the title of this. Did not. Today, for once. Yeah, yeah. It is an update update because we are going to play you the original time that one of our couples was on. And they went out again.

And then they're going to check in with us on part three and let us. us know what's happened since they were on the show. Yes. So stick around for that. But first comments. Yeah, Daniela Klushenstrup said, Hello, guys. I've always wondered, why is Jeff never a part of the comment reading?

Anyways, love y'all all the way from Denmark. And Electric Shin replied to her and said, you have to be in a different tax bracket if you expect Jeff to notice you. Yeah. That's just his upbringing. Yeah. He can't help it, you know? Yeah.

So I guess that's a good explanation. We didn't need to answer anything. We're not rich enough for Jeff. Nope. That's right. Yes. Your new second date starts right now. When it comes to giant dating red flags, we've heard you need to be aware of guys who are mama's boys or girls with daddy issues.

But what about a red flag involving a totally different member of the immediate family? And it's even weirder than the other two. Oh, okay. That was definitely the case for one couple we had on the show. Would they be able to overcome it? We're about to find out because they're going to be back on for a special second date update update right after this. Brooke and Jeffrey in the morning. Second date update.

Ah, sports. They're not just a good excuse for excessive drinking and yelling at referees. Sometimes they're a great way to accidentally meet somebody cute. And if you're playing them, get some exercise in while you're at it. Oh, boring, Jeff. Go back to the cute part. That'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? I was playing. Nice. Okay. I'm in a rec league at the soccer league. Oh, okay. Nice.

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, out. I'm done. My roommate used to go to games. Yes. The whole point is to roll it into like a social activity afterwards. It's like you don't want to do it in the morning.

That's weird. Then you go drink after. Maybe I was too old for it. 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. And I thought, wow, she's really cute. Okay. I thought, wow, I got to play good today. Yeah.

Bring my A game. Yeah. All right. I ended up scoring the winning goal. Nice. Dude, you did it. That's exciting. It was very exciting, actually.

He congratulated 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, okay. 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 likes to paddleboard and she has a cat. She's funny. Is she paddleboard with the cat?

I don't know, but you sound smitten. Yeah, dude. The fact that you remember two details about her, we are absolutely over the moon. No, it's like the way he's saying it, like through a smile. Yeah. Oh, I can't. Okay. Oh, she's so cute.

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

I mean, so we're talking and, you know, and she left before I did. Oh. I went outside the bar and I was like, maybe it's okay if I could ask you out. Oh, all right. Yeah. I like it. What was her response? Well, she kind of hands and I was like, I don't know about that. 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 teammates. 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. 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 could 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, 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? I got a text from her. And she was, it's like, maybe it's not a good idea. Oh, no. 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 parts like this is a mistake. She needs to stop thinking so much. Yeah. I know. I agree.

I mean, you know, I was like, 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, no? 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 here? 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.

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. Oh, I forgot. 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? It's been over almost two weeks, a week and a half with us. Oh. Oh, since attacks? 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 intramural soccer team doesn't want to go out on a date or even show up to the games. It's affecting the team now. Yeah. Rude. We'll confront. right after this. Brooke and Jeffrey in the morning.

Second Date Update. You're in the middle of a second date update update, and we're going to find out how the couple is doing right after you here, part two. 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. Coming up with a bun. I thought it was saddie 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, though. It could be sunny. 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 thought, she talked. 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 bingeing her favorite show and it's like, ah, fine, I'll go out with him. And then the next morning, she's like, what does I think? But I don't think that means that we can't convince her still. Brian, 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. Oh, okay, pros and con list? 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?

Do love making pros and cons list of guys. Yeah, for sure. Good. Yeah. Let's just call. Let's see what happens. 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 think good morning. I like that. Yeah. Oh, good morning.

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. 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. And 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. 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? How much do 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. 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. Oh, perfect.

If I'm being honest, I looked up all. 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 cute. 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 he is kissing a woman in his pictures. Oh, what that 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, oh.

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, I just, 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. 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? 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. What the heck? And if it is, that's even more worrisome than it was a relationship.

Hold on, biological sister or step sister? There you go. Because Clueless opened the. the door to a little bit. Brian, what's going on? Listen, we're a close family, okay? And it's not weird to us. Okay.

Yeah. 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. You don't think anything's here.

But, like, posting a photo of it and also holding their waist at the same time is, yeah. There's something sensual about that. Yeah. Where it doesn't feel. There's nothing sensual about it for my point of view. Okay. Okay. No, you are right.

Some families are way closer. Yeah. And 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, 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. I don't even have that many photos with my brother's normal. 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 it's your sister. I mean, I don't, I don't know what else to say. You guys is like, why is this so weird? Okay. We're all ganging up on Brian right now. And Hannah, what if he really is just a good family guy? 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 taken 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?

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. Which means you like somebody. 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 over that. Well, maybe, okay, take a day. But in the meantime. No, no, no, no let her take a day. That's the 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. All right, guys, it's over. Group kiss?

Yes. No, group kiss. We're not related, so. Oh, come on. Brooke and Jeffrey in the morning. Pride is like love. You feel it in your heart. IR. Radio.

Canada's number one streaming app for radio and podcasts, including IHart Pride Canada, your favorite hits and must have party bangers, plus personalized and curated playlists like back in the day pride. Come together, celebrate, love. Take pride with you anytime, anywhere. Just ask your smart speaker to play IHartPride, Canada. Stream us on your phone or listen now at iHeartRadio.ca. Joy is essential and it's also elusive.

You can't order it, you can't borrow it, or simply hope it to life, but now. There's a new and exciting way to start your journey toward a more joyful existence, Joy 101. It's a new podcast hosted by me, Hoda Kotby. Together, guys, we'll have meaningful conversations with the world's most fascinating people, entertainment legends, sports icons, wellness experts, and everyday people will share how they find, allow, and experience joy. And I'll offer some of my own tips and takes on seeking a more balanced and harmonious life. If you're Craving inspiration, support, and useful tools to maximize your joy. Tune into these candid, uplifting, and moving on-air chats.

Joy after a breakup. Joy as an empty nester. Joy after a loss. Joy as a caretaker. This new podcast will speak to you. Listen to Joy 101 on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Well, look you here. Brian and Hannah, both back on today to give us a quick update on.

their life. And I'm just going to start with Hannah real quick, because when we last spoke to you, Hannah, you obviously had a lot of hesitation about dating a proud sister kisser. How has that been for you? So it did take me a while to get over that part. And I actually met his family and he wasn't wrong. They are extremely loving with each other. Oh. Okay. In a positive way, right? Yeah. I mean, it surprised me because his sister even kissed me on the mouth when she first met me. On the first meeting, do they drink a lot in that family?

Don't forget, my dad kissed you. Oh, the dad got in on the action. Oh, I guess the dog was next. Yeah, dad got in on the action, but not on the mouth, though. Okay. Oh, not yet. Not yet. Oh, my God.

Not yet. Wow. No, no. But it is true. His family does really kiss a lot. Like, his whole family does it. It's nice. And I actually got to witness Brian and his

sister kissing yesterday for a very long time. What do you mean by that? A very long time. I didn't see her for like over a week. You didn't see your sister for over a week? So you gave her a long smack on the lips? That's my sister.

I know. To have a secret kiss like how many seconds are they kissing for? You know I don't know and I'm really just still definitely getting used to it. But I'm Okay.

We are together and things are going really well. That's good. Have you tried the kissing with your own family? No. My family's the opposite. Oh, okay. Well, that's good. You could just save it all up for when you're over with Brian and his family and get it all out of your system.

Exactly. Okay. Well, congratulations. I mean, we didn't hear much from you, Brian, except yelling about your dad kissing or the back. Listen, it's definitely going great and my whole family loves her. Oh, that's cute. That's really nice. We don't want any more details.

Thank you for being on the show, guys. Continue to keep us updated. It's Brooke and Jeffrey in the morning. Joy is essential and it's also elusive. But now there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, How to Copy. If you're craving inspiration, support, and useful tools to maximize your joy,

tune into these candid, uplifting, and moving on-air chats. Listen to Joy 101 on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Happy Pride from the Outspoken Podcast Network. All month long and all year round, we're celebrating being loud, proud, and always original. It's me, Brandon Kyle Goodman, host of the podcast, Tell Me Something Messy. Check out my show for unfiltered takes on dating, relationships, and adulting. Listen to High Key for the best pop culture takes, and there are no girls on the internet for all your tech news. favorite celebrity kikis, check out outlaws with T.S. Madison. Learn to love yourself unapologetically

with BFF, Black Fat Fem, and start your day with intention with waking up with Ryan coming in July. Celebrate Pride with the Outspoken Network. Open your free IHeart Radio app. Search Pride and listen now. I've been hearing for decades that the markets can solve climate change. Today, we have more incentives for market solutions than ever and emissions are rising. On this season of Drilled, carbon cowboys, the story of three market solutions colliding in one multinational boondoggle. You got to get Bruce of the guy's credit. They're Republican. They don't get a bit of money. It's now. Listen on the IHeart Radio app, Apple Podcasts, or wherever you

get your podcasts. Welcome to Sabara Football, the sweet and the spicy on and off the field. I'm Daniela Durand, and this is where we get to know the people behind the game like never before. The pressure, the fame, and everything that has. happens when the cameras turn off. Enjoy conversations with guests like Barbartra, Enir Valencia, Sharon Escobar, Pollo Diceno, Federeira, and many more. Lysentos Aura Football on the Aihar Radio app, Apple Podcast, or whatever you get your podcast.

Things are getting eerie this week on Snafu with Ed Helms. My favorite murderer hosts Karen Kilgariff and Georgia Hardstark. Join me for the unsolved kidnapping of William Morgan. It's a great true crime story. with secret society intrigue and murder. Freemason files. Karen, you just birthed a conspiracy and I'm here for it. Yay.

Listen to Snapu on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.