Brooke and Jeffrey

Second Date Update: Moms Night Out

18 min
Apr 8, 202611 days ago
Listen to Episode
Summary

In this Second Date Update episode, single mom Savannah shares her first dating experience after one month back in the dating world. She went on a darts and drinks date with Austin, a rodeo event worker, which went well until he discovered she was amused by his high school yearbook prediction of being married with two kids by 29—his current age. The hosts call Austin to understand his hesitation, revealing he misinterpreted her comment as pressure, but ultimately convince both parties to go on a second date.

Insights
  • Single parents re-entering dating face unique communication challenges; explicit boundary-setting about children upfront can prevent misunderstandings later
  • Humor and casual comments about future scenarios can be misinterpreted as serious intentions by anxious daters, requiring clarification
  • In-person meetings still create stronger connection and chemistry than app-based dating, motivating people to pursue second dates
  • Men may overthink comments about children/family more than women expect, especially when dating single parents
  • Radio-facilitated relationship interventions can resolve miscommunications by bringing both parties into honest conversation
Trends
Single parents increasingly re-entering dating market after focusing on childcareShift toward in-person meeting preferences over app-based dating despite accessibility of dating appsGrowing awareness of dating challenges specific to single parents with school-age childrenMiscommunication about future family planning as common dating friction pointRadio shows and media platforms serving as relationship counseling/mediation services
People
Savannah
Single mom with two daughters (8 and 10) seeking dating advice after one month back in dating world
Austin
Met Savannah at rodeo event; went on darts and drinks date; initially hesitant about second date due to misunderstanding
Brooke
Co-host of the podcast; facilitates second date update segment and relationship mediation
Jeffrey
Co-host of the podcast; provides commentary and relationship advice during second date update
Quotes
"I love my children, but it was really nice just to have some time with an adult and feel free"
SavannahMid-episode
"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 up"
BrookeMid-episode
"I'm not trying to entrap you or something. I just thought it was funny. I was kidding."
SavannahLate episode
"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."
SavannahLate episode
"I do want to go back out with Savannah"
AustinConclusion
Full Transcript
I don't know if this is good or not, but the new episode today for your second date update is a new single mom 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 for her. She's like getting ahead of problems. Okay, yeah. That's an optimistic take for sure. Hey, it's brick and Jeffrey in the morning. And before we get to it, let's do some comments. Yeah, Marsha 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. That's cool. You're fall-brother. I'll take it. I'll take it. I really will. 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. Yeah, especially if you can teach your 10-year-old to drive you to the movies. Boom, instant chauffeur and designated driver. Yeah. Happy hour next. But Aiden, don't look in the rear view mirror at what's happening back there. Oh, you're both sitting in the back seats. Because that's how you were made, little guy. Oh. 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. Oh, 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 10. And the last few years, I've just really been focused on them. 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. You're going to worry about that part. That's awesome. So how long have you been on the scene, we'll say? Yeah, I knew it. I'd say about a month. OK. OK. All right. I'm so curious, 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, maybe? OK. You're detached. OK. Because 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 often. His name is Austin. OK. So I went to a rodeo event, and he was one of helpers. I don't know if you call him Handlers. Rodeo Cards. I'm just kidding. I'm just kidding. He's working the event. Dude, Austin is such a cowboy name, too. It 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. OK. 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 were going, sorry, where you went what? Darts and drinks. Darts. I thought you said some dark drinks. I'm like, oh, Guinness, I don't believe you. OK. I don't know. What's darts and drinks? I assume playing darts and drinking beers. I don't know. I don't know. Jeff is so great. Is that new for me? I don't know. Darts and drinks. I don't know. I feel like that's a real waste of a question, Jeff. What is it? You know, a dart place, like the game darts in a bar. Uh-huh. OK. And what about the drinks? We want to know about the guy. I want to know about Austin. OK. No, sure. Let's talk all about the men, Brooke. Sure. OK. What was this man like? He was great. We just had a pretty casual, like, appetizers, hangout, nice time. And I just got 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 so they can do it now. 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. 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 be home late. Yeah, the babysitter got an extra dough. Oh, OK. 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. Oh, like that. It's always a good sign because you don't want to be a mother to a third child. No. Yeah, exactly. I have enough people to clean up after. Yeah. All right. So not 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. Oh. Oh. But I thought he was so cute. Oh, no. I mean, you haven't seen 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, Yeah. Every person that's walking into your apartment is going to pick that thing up. 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. OK. 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. OK. He gave him all this signal. Here we are. And 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 father to your two children right now. Oh, my God, Jeff. Don't say that. Wow. OK. Maybe you should say why he doesn't want to have another baby with you. No. We'll start with why don't you call 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 might have her. How much hope we give people. Totally. Maybe we're all in that. Very optimistic take when you hear all of our second date updates. OK. Yeah. But a little you should know about Savannah. She has two daughters aged eight and 10. But there is a guy that she's interested in. A guy named Austin. Hey. 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. Mention the dating apps yet. I mean there's a whole pool of men on there. That's true. So go find. Yes. I have been dabbling there. Oh 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. Oh no. He's got caught by a bull. 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. Hello. 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. 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 a 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. Yep. Yeah. You remember Savannah right? Yes. I do remember Savannah. Okay. I'm just 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 that date. Yeah. I don't know. I don't know. I don't know. Well just to show that you were great for her re-entry. That made it really so critical. She did tell me that she was just starting a date but I mean this is there's just a lot going on here. Yeah. Okay. Yeah. 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. Okay. Cool. You brought it up like it was an issue though. Yeah. I mean it's not so much the scene 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 but. Right. The age that you think 29 is really 64. Yeah you think 30 is like a grandmothers. I mean you think you're married to kids by whatever age right. Yeah. Okay. 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 my gosh. Wait a minute. Exactly. That's how I felt. Okay. Oh my gosh. What did you feel? I'm confused. Like funny or stressed? I can't tell. No. Stress. Stress. Oh okay. Yeah. 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 eight and 10 year old. That is like really a bonus I'm just going to say. Yeah 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 but 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. 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 would 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. Oh. Why are we talking about this right now? Yeah. It's so much. We wouldn't even know if she would want him to be an ass. We're talking about his dreams. Wait I thought we were talking about dates now I'm kind of convinced you're to have two more kids. What? 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 the 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 just I wish I should have said any of this to you and now 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 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. You have girls right. 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 maybe eventually. What. And I'm pretty sure it's science that the more you want one gender the more likely it is you have the opposite. Really. I need to see this study which has that. I mean I love to go back out because I had such a good time too but I just I don't know that she asked you. Yes. Yes. To being a father. Yeah. 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. Yeah. You don't have to worry about fatherhood down the road or future boys that you want to have. Yeah. 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 dating and fathering future kids. Wait. Only a little bit more stress. No it's cool. I do want to go back out with Savannah. Yes. Okay. That's all your command. Cool. That's great. And listen my oldest did say that you look like a less creepy version of her school principal with in between translation means she thinks you seem cool and cute. Oh. Okay. Her daughter approves of you Austin. How does that feel? Approval is good. I will take it. And like you said we'll just kind of I'm going to stand in my head and we'll try to take it slow. Okay. 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. What we're here for. Yeah. Jose will babysit for you. Oh my God. Love that. Oh my God. Love that. Okay. I'm going to 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. Yay. All right. So you either saved them or you're making conjugal visits right now. Yeah. Three years later they were right. Oh wait. There we go. I went with option B. Oh man. Senior superlatives. It's interesting how accurate they really can be. 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. Dude and he over analyzed more than a typical woman would. Yeah. Did any of our high school predictions come true? Does anybody remember? I was supposed to be a pro athlete. Something they said for me. Oh yeah. Hey but you're coaching high school tracks. So that's cool. Hey. That's how great that people are. I know in high school I predicted that millions of people would subscribe to our podcast. At Broken Jeffery. Wow that's very specific. You knew it was going to be on this show. The podcast weren't even invented yet. Wow. So it's crazy. But make this little boys high school dreams come true. Follow us online wherever you get yours. At Broken Jeffery.