Brooke and Jeffrey: Second Date Update - Second Date Update: Moms Night Out

Episode Date: April 8, 2026

The woman on the phone today saw something very personal on a guy's book shelf during their first date, and she was so bewildered, she reached out to us as soon as she could! Check it out in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

2%. That's the number of people who take the stairs when there is also an escalator available. I'm Michael Easter. And on my podcast, 2%. I break down the science of mental toughness, fitness, and building resilience in our strange modern world. Put yourself through some hardships, and you will come out on the other side a happier, more fulfilled, healthier person. Listen to 2%. That's TWO% on the IHeart Radio app, Apple Podcasts, or wherever. you get your podcasts. On the Serving Pancakes podcast, conversations about volleyball go beyond the court. Today we have a little best friend compatibility test.

Okay. How long have we been best friends? This is the day we met. As the League One volleyball season heads towards its final stretch, there's no better time to tune in. You'll hear unfiltered analysis, behind-the-scenes stories, and conversations with leaders making an impact across the sport. Whether you're following the final push of love season or just love the game, serving pancakes brings you closer to the action and the people shaping the future of volleyball. Open your free IHeart Radio app, search Serving Pancakes, and listen now.

Presented by Capital One, founding partner of IHeart Women's Sports. 10, 10, shots five, in City Hall building. How could this have happened in City Hall? Somebody tell me that. A shocking public murder. This was one of the most dramatic events that really ever happened in New York City politics. I scream, get down, get down. Those are shots.

A tragedy that's now forgotten. and a mystery that may or may not have been political, that may have been about sex. Listen to Rorschach, murder at City Hall, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Ready for a different take on Formula One? Look no further than No Grip,

a new podcast tackling the culture of motor racing's most coveted series. Join me, Lily Herman, as we dive into the under-explored pockets of F-1, including the story of the woman who last participated in a Formula One race weekend, the recent uptick in F-1 romance novels, and plenty of mishap scandals and sagas that have made Formula One a delightful, decadent dumpster fire for more than 75 years. Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Lori Siegel, and this is mostly human, a tech podcast through a human lens. This week, an interview with OpenAI CEO Sam Altman.

I think society is going to decide that creators of AI products bear a tremendous amount of responsibility to the products we put out in the world. an in-depth conversation with a man who's shaping our future. My highest order bit is to not destroy the world with AI. Listen to mostly human on the IHeart radio app, Apple Podcasts, or wherever you listen to your favorite shows. I don't know if this is good or not, but the new episode today for your second date update is a new single bomb who has only been in the dating world a month.

And she's already coming to us for help. I don't know again if that's a good sign or a bad sign, But it's what we're doing, and I love it for her. She's, like, getting ahead of problems. Okay. Yeah. That's an optimistic take, for sure. It's Brooke and Jeffrey in the morning, and before we get to it, let's do some comments.

Yeah, Marsher said, I almost got fired at work because I got caught listening to the second date update. Thanks a lot, Brooke with a frowny face. Your fault, Brum. I'll take it. I'll take it. I really know. All right, your brand new episode starts right now. Brooke and Jeffrey in the morning.

Second date update. We know dating in general is hard, but dating when you have kids makes it way, way easier. Oh, that's what it is. Especially if you can teach your 10-year-old to drive you to the movies. Boom, instant chauffeur and designated driver. Happy hour next. But Aiden, don't look in the rearview mirror at what's happening back there. Oh, we're both sitting in the back seat.

Because that's how you were made, little guy. Oh, that works. Well, one of our listeners, Savannah, is attempting to do it for the very first time, dating while having kids. Oh, uh-oh. Savannah, you brave, brave soul. Welcome to the show. Thank you. You're welcome.

That's an interesting perspective you have. That's really funny. I know. This must be so easy for you right now. But tell us about your dating situation. What's going on? Yeah. So I have two girls, eight and ten.

And, you know, the last few years, I've just really been focused on them. Okay. But I feel like they're at an age that I can leave with a babysitter. And I'm ready to just really get out there and date. Dude, at 10 years old, I was babysitting. I think you're fine. Yeah. You don't worry about that part.

That's awesome. So how long have you been on the scene, we'll say? Yeah, newish, I'd say about a month. Okay. Okay. All right. I'm so curious, like, because it's obviously been a long time. What's your take on what's available?

How is it working? Well, she's calling us after one month. Yeah. You know, it is a little bit different of a world out there right now. It feels like there's more accessibility, but it also makes people a little flakier. You're detached. Okay. We're very detachable nowadays.

Yes, that's a good way of putting it. Who did you go out with? Are we going to get to that? Let's get to the date. Yeah, let's get to that. Austin. His name is Austin. Okay.

So I went to a rodeo event, and he was one of, like, helpers. I don't know if you call him handlers. Rodeo clubs. I'm just kidding. I'm just kidding. He's working the event. Dude, Austin is such a cowboy name, too. And so is.

I mean, I don't know if I'd call him a cowboy. Like, he helps out and stuff, but it's not, like, his whole persona. Okay. How did you connect with him at the rodeo? You know, he saw me. We just started chatting. and he gave him my number. It was fun and kind of casual and flirty,

but I did tell him, like, straight off the bat. Like, listen, I have two kids, if that's not for you, totally cool. Oh, that's great. But he seemed totally fine with it. So what did you guys do? Where'd you go? We went out for darts and drinks. You went what?

Darts and drinks. Darts. I thought you said some dark drinks. I'm like, oh, Guinness. Yeah. Okay. What's darts and drinks? I assume playing darts and drinking beers.

I don't know. Jam is so great. Is that a newphemism? I don't know. What's darts and drinks? I don't know. I feel like that's a real waste of a question, Jeff. Yeah.

What is it? You know, a dart place, like the game, darts in a bar. Uh-huh. Okay. And what about the drinks? We want to know about the guy. I want to know about Austin. Okay.

No, sure. Let's talk all about the men, Brooke. Yeah. Okay. What was this man like? He was great. We just had. a pretty casual like appetizers, hang out, nice time.

And I'm just going to be honest. Like, I love my children, but it was really nice just to have some time with an adult and feel free and that sort of a thing. Yeah, for sure. Especially as a single mom, you never get a break. I'm going to clip that audio and play it for your children. Were you able to, I mean, I find like, even when I go out with my husband on a date, like we end up talking about the kids so much. Were you able to not do that when you were out with Austin? That's tricky.

Turn it off. It did come up a little bit, but I actually asked him in the beginning, like, please help me not do this because I'm trying to get out of mom all the time. Yes. I think we did a pretty good job. Was there any strange moments between you and him? I mean, not that I can recall. I mean, we really got along.

He asked me if I wanted to go back to his place and hang out some more. So I, yeah. You texted the babysitter and said, Mama's going to. to be home late. Yep, the babysitter got a little extra dough. Oh, okay. Yeah. So you ended up back at his place.

I got to say for a single guy, his place was surprisingly nice. So that was great. It's always a good sign because you don't want to be a mother to a third child. No. Yeah. Exactly. Enough people to clean up after. Yeah.

All right. So without going to too much detail, how did it go back at his place? It was good. I mean, he made us some drinks. like while he was doing that, I was looking through his bookcase and saw his high school yearbook. But I thought he was so cute. I mean, he hasn't paid that much. Yeah.

So, I mean, he seemed like a little bashful when he saw that I had taken it out. But I don't think it was a big deal. I'm sorry. If you're going to put your high school yearbook on your bookshelf, every person that's walking into your apartment is going to pick that thing. And we would all be embarrassed by our yearbook picks. I mean, come on. everybody is. Totally. So this all sounds very good. How did you two end it? We kissed a little bit and he said, you know, he'd like to do it again. And I don't know,

it's been five days and he's not making a move to ask me out again. Okay. You gave him all this signal. Here we are. Push it along. We're only going to make you wait a few minutes longer before we finally reach out to this guy. We'll call Austin and hopefully he picks up and has some answers to why he does not want to be the third. father to your two children right now. Wow, thanks. Well, okay, maybe that's a little extreme. Maybe you should say why he doesn't want to have another baby with you.

No, wow. Let's start with why aren't you calling our friend back? We'll ease into the conversation when we do your second date update right after this. Hold on. Brooke and Jeffrey in the morning, second date update. 30 days in, and our listener, Savannah is already calling radio shows to assist with her reentry back into the dating world. Hey, maybe we were one of the reasons she was ready to start dating again.

Wow. Just listening to this show. We mature. How much hope we give people. Totally. Very optimistic take when you hear all of our second date updates. But a little you should know about Savannah. She has two daughters, aged 8 and 10.

But there is a guy that she's interested in, a guy named Austin. He took her for darts and drinks, then back to his place. But that was days ago. and there really hasn't been a lot of communication since. So she's looking to us to get a little bit of help, right, Brooke? Yeah, for sure. I'm excited for you, Savannah. Thank you.

Yeah, and if this doesn't work out, you're fresh in this. There's plenty more fish in the sea, right? Totally, I do understand that, yeah. We're not ready to move on from this guy just yet. We don't need the plenty of the fish talk until we actually talk to Austin. She hasn't even mentioned the dating apps yet. I mean, there's a whole pool of men on there. That's true.

Yes, I have been dabbling there. Yeah, it was refreshing meeting someone in person, and I'd like to, you know, can you just see where that goes. Yeah. Okay. Well, let's call Austin, try to get him on the phone, and hopefully he hasn't suffered some horrific rodeo injury. That's prevented him from dating ever again. I see. Oh, no.

He's got bald by a bowl. He was the clown that jumps out of the barrel. It does happen. Are you ready for that, Savannah? I'm ready. Okay. We'll see. Let's call his number.

Here we go. Hey, is this Austin? Yes. Who is this? Oh. You don't have to be scared of us. We're just a radio show. We're called Brooke and Jeffrey in the morning.

Okay. Okay. What's up? Good morning. What's going on, guys? Hey, look at that small talk. Yeah. Let's just dive right into this, Austin,

because the reason why we're calling is this is a segment we do. It's called the Second Date Update. Okay. Okay. And that's where we try to help out listeners who've gone out with someone recently, but they're not getting a call back for a second meetup. We're trying to figure out if there's a reason for it, particularly with you and a woman named Savannah.

What? Savannah? Yeah. Yeah. You remember Savannah, right? Yes, I do remember Savannah. Okay. I'm confused.

Well, she says you went out on a date recently, a date that really stuck out in her. mind as a good one. Now, granted, she hasn't had a ton of new dates because she's kind of re-entered the dating world. Why would we set up like that? Well, just to show that you were great for her re-entry. That was so critical. She did tell me that she was just starting to date, but I mean, there's just a lot going on here. Yeah. Okay. But we want to hear what you thought about Savannah and your time together. That's kind of our goal. Okay. Well, look, she seemed really nice.

I mean, very cool, great personality. But the toughest thing about it is that she, basically, when she came over, she found my high school yearbook. Oh, yeah. She told us that you had that out on your bookshelf. I mean, come on, man. If you're going to put it out there, people are going to look at it, right? Yeah, I mean, I'm totally fine with that. Okay, cool.

You brought it up like it was an issue, though. Yeah. Well, the problem is not so much the seeing of the yearbook so much as her fixation on this quote from the yearbook. A quote. Oh, like when you're like a senior and you put the quote underneath your name or something like that. Oh, yeah. Yeah. And so they put predictions.

And mine said by 29, I'm going to be married and have two kids. Whoa. They put that in your yearbook? Yeah. I mean, I said that a long time ago when I was in high school. Right. When you're at the age that you think 29 is really 64. Yeah, you think 30 is like a grandmarin already.

I mean, you think you're married with kids by whatever age, right? Yeah. So why did she fixate on it? What do you mean by that? Well, so she reads it and she says, this is funny. You're 29 now and I have two kids. Oh. Oh.

Wait a minute. Hold on. Exactly. That's how I felt. Oh, my gosh. Wait. What did you feel? I'm confused.

Like funny or stressed? I can't tell. No, stress Oh, okay You're assuming she's saying that you two are going to get married I mean it's either that or it just feels like I'm going to be an instant dad either way Oh, okay You don't think she was joking?

And is being an instant dad really the worst thing I mean you don't have to get up in the middle of the night if you have an 8 and 10 year old That is like really a bonus, I'm just going to say Yeah, you jump into the easier part of parenthood. You can throw things at them and they'll catch it Sounds great. Like balls and stuff, you know. Are we selling you?

I hear what you're saying. In my dream, I mean, thank goodness I need to write this in my yearbook. I mean, I want two boys. Oh, wait. She has girls. She's two girls, but that doesn't mean. You can't predict that. I mean, unless you are coming into a relationship that already has kids.

Yeah. That'd be funny if that's the old, like, sorry. I mean, who says you can't have more kids with her? and make your dream come true. Why are we talking about this right now? Yeah. It's so much. We don't even know if she would want him to be an ad.

We're talking about his dreams. Wait, I know we're talking about dates. Now I'm kind of convinced her to have two more kids. Yeah. Well, okay, fair. Maybe this is a lot. What we really should be doing probably is telling you that Savannah is already on the phone with us right now, listening in on this conversation.

What? Hey. Yeah. And she wants to talk to you about this, presumably. Savannah? Hey, Austin. Oh. Hey, Savannah.

Well, first of all, I'm sorry, I freaked you out. I just thought it was funny. I was kidding. I'm not imagining that, you know, I want you to meet my kids next week and move in the week after. I'm not trying to entrap you or something. I feel so bad for not calling you back. I wish I should have said any of this to you. here we are and, you know, we have an audience which is cool, but so...

Cool. Yeah, and I just want to say, because you're not a parent, you don't know how awesome it was, just to have a peaceful, fun night out with you. I haven't had that in forever. And, like, that's what I want. That's where I want to start. And, you know, I'm on the apps. There are plenty of people I could go out with, but we met in person.

I already know that you and I have had fun and have some chemistry. and I'd rather hang out with you again. Right, but you have girls, right? Okay. Oh, my God, really? I mean, yes, Austin, I have girls, but again, this is a very long down-the-line conversation if you would ever even meet them.

And just like even just saying, we're not that old. If down the line it became a thing, I mean, the best part of having lots of kids is making them. so I have told more children maybe eventually I'm pretty sure it's science that the more you want one gender

the more likely it is you have the opposite I need to see this study that man I guess yeah I mean I'd love to go back out because I had such a good time too but I don't know that she asked you Yes to a date or yes to being a father.

I'll take it from here, Austin. So what we are trying to do in this whole segment is try to set you up with one more date with Savannah. Just Savannah, not the children. You don't have to worry about fatherhood down the road or future boys that you want to have. Just think about one more date, just you and Savannah. And if you're open to it, we would pay for that. Hopefully this entire conversation has given you less stress about the idea of. of dating and fathering future kids.

Wait? Only a little bit of more stress. No, it's cool. I do want to go back out with Savannah. Yes. Okay. That's all your committee. Okay.

Cool. That's great. And listen, my oldest did say that you look like a less creepy version of her school principal, which in tween translation means she thinks you seem cool and cute. Oh. Okay. Her daughter approves of you, Austin. does that feel? Approval is good. I will take it. And like you said, I'm going to stand in my head

and we'll try to take it slow. I'll have a good time. I wouldn't play this recording for your daughter. I mean, the whole thing about him wanting only boys is not going to sit well with the 10-year-old. Fair, very fair. So Savannah, that means congratulations. You got yourself one more date with Austin. Yay. Cool. Thank you so much for the help. I appreciate it. Yeah, that's awesome. We're here for. Yeah, Jose will babysit for you. Oh, my God, I'd love that.

Oh, my God, I'd love that. Brooke and Jeffrey in the morning. IHart Radio is throwing it back. 2010, the decade. To the days of huge hits. And unforgettable albums. A nonstop stream of the biggest and best. Drake, Rihanna, Beyonce, Katie Gaga, the weekend.

And more. All your decade-defining favorites. Hi, it's Katie Perry. Hey, it's Bruno Mars. This is Keshe. Find 2010's The Decade on the free IHeart Radio app. Preset the station, so it's always one tab away. 2%.

That is the number of people who take the stairs when there is also an escalator available. I'm Michael Easter, and on my podcast, 2%, I break down the science of mental toughness, fitness, and building resilience in our strange, modern world. I'll be speaking with writers, researchers, and other health and fitness experts, and more, to look past the impractical and way too complex pseudoscience that dominates the wellness industry. We really believe that seed oils were inherently inflammatory.

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on the I-heart radio app, Apple Podcasts, or wherever you get your podcasts. Got a text into 78592 that says, I ended up reading my husband's high school yearbook after we were married. Turns out he was voted most likely to end up in prison. So you either saved them or you're making conjugal visits right now. Three years later, they were right. Oh, wait. Okay. I went with option B.

Oh, man. Senior superlatives. It's interesting how accurate they really came. Andy. So funny. But hopefully we'll get an update from the two of them soon and see if any of his high school predictions or dreams eventually came true. Dude, I think they're actually pretty cute together.

Yeah. She was so cute. And he overanalyzed more than a typical woman would. Yeah. Did any of our high school predictions come true? Does anybody remember theirs? I was supposed to be a pro athlete. Something they said for millions.

Oh, yeah. Hey, but you're coaching high school tracks. So that's close. Hey. We'll count that. I know in high school, I predicted that millions of people would subscribe to our podcast at Brooke and Jeffrey. Wow, that's very specific.

You knew it was going to be on this show. The podcasts weren't even invented yet, so it's crazy. But make this little boy's high school dreams come true. Follow us online wherever you get yours at Brooke and Jeffrey. 2%. That's the number of people who take the stairs when there is also an escalator available. I'm Michael Easter. And on my podcast, 2%.

I break down the science of mental toughness, fitness, and building resilience in our strange modern world. Put yourself through some hardships and you will come out on the other side a happier, more fulfilled, healthier person. Listen to 2%. That's TWO percent on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. On the Serving Pancakes podcast, conversations about volleyball go beyond the court. Today we have a little best friend compatibility test. Okay. How long have we been best friends? This is the day we met. As the League One volleyball season heads towards its final stretch, there's no better time to tune in. You'll hear unfiltered analysis,

behind-the-scenes stories and conversations with leaders making an impact across the sport. Whether you're following the final push of love season or just love the game, serving pancakes brings you closer to the action and the people shaping the future of volleyball. Open your free IHeart Radio app, search serving pancakes, and listen now.

Presented by Capital One, founding partner of IHeart Women's Sports. 10, 10 shots five, City Hall building. How could this have happened in City Hall? Somebody tell me that. A shocking public murder. This is one of the most dramatic events

that really ever happened in New York City politics. I scream, get down, get down. Those are shots. A tragedy that's now forgotten. And a mystery. That may or may not have been political. That may have been about sex. Listen to Roershack, murder at City Hall,

on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Ready for a different take on Formula One? Look no further than No Grip, a new podcast tackling the culture of motor racing's most coveted series. Join me, Lily Herman, as we dive into the under-explored pockets of F-1, including the story of the woman who last participated in a Formula One race weekend, the recent uptick in F-1 romance novels and plenty of mishap scandals and sagas that have made Formula One a delightful, decadent dumpster fire for more than 75 years.

Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Lori Siegel, and I'm Laurie Siegel, And this is Mostly Human, a tech podcast through a human lens. This week, an interview with OpenAI CEO Sam Altman. I think society is going to decide that creators of AI products bear a tremendous amount of responsibility to the products we put out in the world. An in-depth conversation with a man who's shaping our future. My highest order bit is to not destroy the world with AI. Listen to Mostly Human on the IHeart Radio app, Apple Podcasts, or wherever you listen to your favorite shows.