Brooke and Jeffrey: Second Date Update - Second Date Update: Bending and Unfriending

Episode Date: January 30, 2026

The guy on the phone today put on a special THEMED DATE for his online match, and it lasted a whole fifteen minutes… Hear what sent her running in your Second Date Update!See omnystudio.com/listener for privacy information.

In the middle of the night, Saskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Saskia's life forever. I said, I need you to tell me exactly what you're doing. And immediately, the mask came off. You're supposed to be safe. That's your home. That's your husband.

Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's Joel and Matt from How to Money. If your New Year's resolution is to finally get your finances in shape, we've got your back. Prices, they're still high, and the economy is all over the place. But 2026 is the year for you to get intentional and make real progress. That's right. Yeah, each week we break down what's happening with your money, the most important issues to focus on, and the small moves that make a big difference. Kick off the year with confidence.

Listen to How to Money on the IHeart Radio app, Apple Podcasts, or wherever you get your What if mind control is real? If you could control the behavior of anybody around you, what kind of life would you have? Can you hypnotically persuade someone to buy a car? When you look at your car, you're going to become overwhelmed with such good feelings. Can you hypnotize someone into sleeping with you? I gave her some suggestions to be sexually aroused. Can you get someone to join your cult?

NLP was used on me to access my subconscious. Mind Games, a new podcast exploring NLP, aka neurolinguistic program. Is it a self-help miracle, a shady hypnosis scam, or both? Listen to Mind Games on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is Dr. Jesse Mills, host of the Mailroom podcast. Each January, men promise to get stronger, work harder, and fix what's broken? But what if the real work isn't physical at all? I sat down with psychologist Dr. Steve Poulter to unpack shame, anxiety, and the emotional pain men were never taught how to name.

Part of the way through the Valley of Despair is realizing this has happened, and you have to make a choice whether you're going to stay in it or move forward. Our two-part conversation is available now. Listen to the mailroom on the IHeart Radio app, Apple Podcasts, for wherever you get your favorite shows. This show contains information subject to, but not limited to personal takes, rumors, not so accurate stats, and plenty more. What's up, man, this is your boy, Nal Green, from the Broken Play podcast. Look, it's the end of the season, the playoffs of here. Guess what?

It ain't the end of your season. you can always tune in with Broken Play Podcast with Nav Green on the Black Effect Podcast Network. Not a team who ain't going to the playoffs. The Chief. It's time to rebuild. Listen to Broken Play with Nav Green from the Black Effect Podcast Network on the IHeart Radio app. Apple Podcasts or whatever you get your podcast.

All right, we got a guy who put in a lot of effort in today's new episode. Welcome to the Second Date podcast. It's Brick and Jeffrey in the morning. And he did an entire theme date. And it only took his date 15 minutes to say, I don't like this. Yep, and now he's on with us. Yep, after all that. You're going to hear what happened here in just a second,

but first we love to feature your comments. Yes, Alicia said, I'm listening from Canada. I listen to you guys while doing the dishes and shutting down the house for the night. I'm the house closer in the family. So I get the evening cleanup shift, and your podcast has me laughing the whole time. That is such a genius way to split up chores.

Like day and night morning. Get all the lights off. Yeah, who's the closer, who's the opener? Wipe the counters off. I love that. Canadians are smarter. They just are. They just got it down.

All right, your brand new second date update starts right now. Brooke and Jeffrey in the morning. Second date update. What do you do when you book a date somewhere and the location for the date is off? What do you mean off? Like things are good between you and your person, but for whatever reason, whether it's the dive bar is too divey or the speak easy is too. easy speaking. Oh.

At that point, what do you do then? Okay. Well, I think that's when you see someone's personality really sucks. You're going to focus? Yeah.

No, they're great. It's just the place is wrong. You can't find a good destination. That's what our listener, Aaron, was faced with, that exact dilemma, and he managed to make lemons out of lemon trees.

Wait, what? It's lemon eight. None of these are the right. I'm pretty sure that's the expression, so let's learn a little bit. What did you do with the wood part of the tree? I don't know, but he did not go to the easy speak. Okay.

Well, let's find out where he went. Aaron, welcome to the show, man. Hey, it's good to be here. Thanks for having me. Hi. Okay, Erin. Good to have you here. Bringing it.

I like that. Welcome to the orchard. We'd like to hear. Yeah, where lemon trees grow. We hope you thrive. Yes. So we would love to get into your date. First, tell us about this girl and how you met her.

Okay. So her name is Elise, if I'm allowed to say that on the air. I hope so. Wow. Can't believe you just came out with that information. Well, it is. Don't say her last. Is she in a witness protection program?

Hopefully I don't hear from her lawyer, but I met her online, and her profile said that she liked to travel. To travel, okay. Oh, all right. That's something to work with. Unique. Von der Leyenas. Don't hear that. Yeah.

What I did was I took her on an airplane theme date. You know what I'm saying? I don't. No. I mean. You boarded a plane and flew somewhere? Oh, did you stand in line? for a long time holding lots of luggage

and pretend like you were in TSA. No, in retrospect, flying somewhere exotic might have been cooler, but I took her to a restaurant close to the airport so we could watch the planes, you know, taking off and land. It's kind of romantic, right? What do they call that? A plane spotting.

I think that's a cute idea. It shows that you paid attention to what she liked and you tried to find a unique way to try it in. Yeah, she must have been surprised when you came up with that idea. She was surprised by it being as close to the airport as it was. I thought it was romantic,

but the engines were so loud, we ended up not even able to hear each other. Oh, no. Is that really important for a first date, though? What's that you said? Every 10 seconds, another one's life. You have a brother? That's awful.

So she asked why we're eating at the airport, and I'm kind of thinking to myself, do we get through this? Do we go our whole first day just yelling at each? other or should we just get on out of there? Yeah. That's what we did. Oh, you left.

Okay. You pivoted and she was interested enough to go to a second location with you. Yeah, you know, I did say sorry. It's because I thought you liked to travel. But another restaurant, it was quieter and we kind of talked about ourselves a little bit more. Okay. Okay.

It sounds like you had great conversation. Was there any weird points for you? Well, I think it was good for the most part. I told her a bit about my. my job on an escalator tech. She told me that she was a paralegal, and I didn't even know what that meant, as a matter of fact.

The other one, if you're a pair. A pair of legal. And then I would have made her laugh. You can save that for your next date if we get it worked out for you. I'll let you. She'll love it. Okay.

Oh, there you go. There you go. But, you know, the conversation got deeper, family, friends. So if we were really interested in, passion, that kind of stuff. Yeah, I mean, if anybody starts asking like deep questions about your

family or the people that you spend a lot of time with, in my mind, that would be a really good sign, but I don't know, Alexis, for you would that be a good conversation for you to have on a first date? You're just trying to tread water. Not to bring you down, I'm just saying, like, just because you're like talking to somebody about that doesn't mean you like them, like

them. You could just be interested in the conversation and like... Or off of that, you could just be like, this will get him to talk for 10 minutes. Tell me about your family. You know, you know all about them. Were you getting a vibe from her either way? Well, I definitely got the impression that she was really trying to get a feel of who I am, which made me think that she was interested.

Okay. All right. She actually cared, Alexis. I mean, even though she's not calling you back now, at least for that part of the conversation, she was into it. How long ago was your date? About five days ago. Okay. Okay.

So you should have had something. Yeah. That's like almost a week. Yeah, how did you two leave it that night? That's when it got awkward, actually. Oh, really? As soon as they cleared the plates at the end of dinner, the waiter didn't even ask if we wanted dessert.

She just said, we'll get the check when you get a second. Oh, your date asked for the check immediately? Before the waiter could even offer to, like, bring the menus back. I see. As a former server, that's kind of rude. A lot of times there's a whole spiel involved with the dessert menu. So let me at least get the spiel out. Jose's like, do you know how hard I don't to memorize that?

Thank you, brother. Give me my moment. But it sounds like maybe you got the feeling that she was done hanging out with you. Yeah. She was ready to leave. Exactly. Exactly. She paid for half of it.

She insisted on paying for half of it. And there was no kiss or hug. She just walked in her car. Brooke, why did you say, oof? Is that not a good sign? Well, I mean, it's one thing if there's a discussion and you're like, no, let me, no. But it sounds like she just didn't want to feel in any way indebted to you. Yeah.

You pay if you don't really want to owe a little money. Yeah, I don't know what's up with that. Okay, we're about to call Elise in a second here, but your email said you're really hoping that we can get a hold of her because, quote, she's the first quality girl that I've been out with in half a year. Six months is a long time. Okay. Some people get a lot more dates and others.

And you know what? We want to do that for you, Aaron. If you did mess up, we would like to figure out what exactly the mistake was. That could help you for the next. future six months of bad dates. It'll help him fix what's with her and go out with her again. Yeah. Brooke, you are right, but I do want to be realistic here.

She's not calling them back. But let's find out why when we come back and do your second date update right after this. Thank you. Hold on, man. Brooke and Jeffrey in the morning. Second date update. You know, I really like our listener, Aaron, because he sounds like a good dude. Yeah.

And resourceful, too. Okay. Not only was he a thoughtful guy who planned a very special. date for Elise. Because she said on her profile that she's really into travel. So he took her to a restaurant by the airport. Hey, look at that. It turns that it was literally right by the airport.

Yeah, a little too close. Directly next to it where, thanks to all the planes, they could barely hear each other speaking. And being that resourceful guy that he is, he pivoted to another place a little farther away where they could actually communicate with each other. And he got to learn a little bit more about Elise. and she got to know more about him

until she suddenly cut the date short. Which is too bad, because I feel like you really proved you can handle a situation. We love a good pivot. Yeah. Thank you. You're welcome. She's trying to hype you up a little bit

because sometimes these can be a little rough. The thing is, what caused her to have the sudden change of heart and basically storm out? She didn't storm out. She just asked for the check abruptly. Yeah. And then paid for her hat. It's stormy.

Stormy adjacent. All right. I don't know. That's the thing. We don't know. That's the whole point. this second. That is a good point. So we're hoping to find that out if she answers our phone calls. And we are going to call her constantly until she picks up.

We're not creepy at all. No. You cool with that, Aaron? I already cleared my schedule. Okay. Beautiful. We're all committed to this. All right. We're all in. Let's do it. I'm going to call it right now. Hey, Elise, this is Jeff from Brooke and Jeffrey in the morning. How are you doing? I'm sorry, who's this? Okay. This is a radio show. We're called Brooke and Jeffrey in the morning. Hi, Elise, good morning. This is a lease, right? We didn't actually confirm that. No, this is Elise.

Even if it's not a lease, we'll talk to you. Whoever you are. We can't see her. Okay, this is so random. What are you calling about? We are calling about this segment we do. It's called the Second Date Update. And the reason for it is one of our listeners has reached out hoping that we can get a hold of you after you went on a date with him.

you're not calling him back anymore it's a guy named Aaron oh my gosh okay all right yeah so Aaron

I don't really understand why you guys are calling me because he told us about the day that you two hung out near the airport and then at a second restaurant and he was like so bummed because he had like come up with this great idea based on your interest of travel and then it kind of backfired

Okay. Okay. So you guys know about the date. Yes. And what we don't know is if there's a reason why you're kind of, it seems like to him that you're avoiding him. No. No. According to him, you stopped the date kind of abruptly. Yeah. No. I mean, things just sort of ended. Like, he's, he's really nice. Honestly, if I'd met him last year, it probably would have worked. But now I'm just like, I'm just like, I'm just. adhering to like some strict dating rules that I'm not breaking just so I can have a lot more clarity in this whole dating world. That's interesting.

Like he's shorter than your minimum or something? No, no, nothing like that. Sorry, I'm going to have to apologize for my co-host Jose here. He doesn't like rules. They tend to hold him back. He hasn't been able to follow him since kindergarten. Yeah, honestly. I'm a rebel.

But if you've laid some rules down for your dating life, that could be healthy. Can you share any of them with us? Are we allowed to know? I do you really want to know? Yeah. I mean, honestly, people listening maybe like, that's a good idea. Especially if Aaron broke one of them. Okay, so here they go.

Number one, if you don't make good money, cut. Number two, if you haven't gone to therapy, cut. Wait, wait, wait, wait, what? If they haven't gone to therapy ever? It kind of makes sense. You don't have to deal with other people's baggage. Oh, you know, anyone that goes to therapy. They're perfect.

Got it. No, not that anyone's perfect. A lot of men haven't dealt with a lot of stuff. And a lot of guys I've been on date with want a trauma bond. And I'm like, I'm not doing it. Yeah. Okay. I mean, these are interesting, but we do have a required time limit on this segment.

So how long is the list going to be exactly? Or can we get to the one that our guy broke? Yeah, maybe that would help. There's just five. Okay. Okay. We got the first two. Money and therapy.

Number three, if you're rude to wait staff or janitors, cut. Yeah. Oh, was he rude to one of the waiters at the restaurant? No, no, he wasn't. Okay, that wasn't the one. Number four, if you've ever lied to a cheated on a significant other cut. Yeah, I mean, I'm sorry. Who hasn't lied to a significant other?

That is so vague. Yeah, that's true. I'm sorry. I always focus on the cheating part. I don't mean like a white lie I mean like living a double life Okay Big lie

And number five And this is the one that got him Oh Okay Here we go This is the rule that he broke If you have any friends Who lie or cheat

Cut Why would your friend's behavior Dictate who you are As a person It doesn't dictate who you are But it's who you're hanging out with It really determines The kind of person you're going to be

And the values you have Okay But wait How do you know that one of his friends lied or cheated. You know, I asked him, have he ever been cheated on? And he's like, no, forget this. My friend was, but he got her back.

He cheated on her and blah, blah, blah. And he was, like, super enthusiastic. And I was, like, disgusted. So, okay, so your logic is because one of his friends cheated. On a cheater. On a cheater. That means he's not worth dating. I didn't say he's not worth dating for somebody else.

I said that I don't want to deal with that. Can you eliminate almost anybody? Like, everybody is friends with somebody out there that is done bad things. These are her standards. That's a hard thing is you can't argue with how somebody feels. Yeah, that's absolutely true. And we can, I guess, respect your rules. The good news is I didn't hear any rules about not quietly listening in on people's phone conversations.

Good job. Because that is what Aaron is doing right now. He's on the other line waiting to talk to you. Hey, Elise, how you doing? Hi. That's kind of insane, right? Whoa, let's not start there. Okay, that's not a good thing's a strong word there.

Well, why am I getting punished for that? Yeah. I don't want to involve myself at this point in my life with people who support liars and cheaters. Oh. You didn't hear, like, he did it because his girlfriend cheated first and broke it? I don't care. I don't care. Like, you're here, like, trying to justify it now, and that's literally just making it even worse.

Yeah, but he sounds like a strong person who knows who he is. Like sometimes that can be true where if you can be influenced by a friend, if you're not totally certain of who you are. Yeah. But Aaron seems like he's there, man. Sorry, you got all that information from the phone call or did you date him? Good point. We like to get the benefit of the doubt.

He's our friend. We're trying to help him. See, that's that thing with friends. Like, if you're calling everybody and anyone, you're friends, I don't know. I'm just trying to keep a tighter circle at this point. And I just want to be clear about the kind of people I want in my life. Okay, so it sounds like your mind is made up, Elise, and there's no way that you will break or even bend this rule to give him another chance?

I don't know. I mean, honestly, if he's willing to sever ties with this guy, I don't know, maybe. With his friend? I might be willing to go out again. No way. No way. Come on. I want him to break off an entire friendship.

I would say I wouldn't want to date someone who would do that. Yeah. For a girl. Yeah. Aaron, what do you think about that ultimatum? I'm flabbergasted. I have never met anyone that is so. I don't think you know that that's my best friend.

He rubbed the nonprofit for children. What? I would sit here and say he's a good guy. Yeah, most cheaters are. You got. He's got cheetah already. So they slide behind your back. And just because you cheat once doesn't define who you are as a person for the rest of your life.

Uh-oh. Sounds like a cheater talking. Uh-oh. It's not like he was sleeping around on his wife or something, you know? Elise, go ahead and tell my co-host why she's wrong. Listen, you guys can say whatever you want, but this is what I believe. If he's willing to suffer the friendship, we can try it again. Okay.

Oh, my God. But I need to look at your phone and see you deleted his number. Oh, wow. Oh, my God. Aren't going to phone? Aaron, do you want to ditch your best friend in order to go out with Elise one more time? Because we'll pay for it. Just a small stipulation to a nice second date.

Exactly. We just need a yes or no, Aaron. Gosh. You're thinking about it? I think he's true. I can't do that. I can't cut off my best friend because for a second date. And you know what?

And that's why we didn't even have to have this conversation. I left there as politely as possible. I paid for my food. And if you want to go ahead and defend your friend and his negative energy, you guys could just be toxic together. I got to go. Oh, my God. Oh, dude, I think she hung out.

Oh. I don't know. Are you sad about it, Aaron? I mean, you know, this conversation kind of helped me move on a little bit. I just think that's so hard-headed. Does anyone else find it ironic that, like, if he would have stayed at the airplanes flying over, she would have probably never heard that? Yeah.

Yeah. Could have been the happiest relationship of all time. Brooke and Jeffrey in the morning. In the middle of the night, Saskia awoke in a haze. Her husband Mike was on his laptop. What was on his screen would change Saskia's life forever. I said I need you to tell me exactly what you're doing. And immediately, the mask came off.

You're supposed to be safe. That's your home. That's your husband. To keep this secret for so many years, he's like a season. pro. This is a story about the end of a marriage, but it's also the story of one woman who was done living in the dark. You're a dangerous person who prays on vulnerable and trusting people.

Your creditor, Michael Leavengood. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. New Year, new goals, and in this economy, a better money plan is more necessary. than ever. I am Matt and I'm Joel. We are from the How to Money podcast and every week we help you to spend smarter, save more, and make sense of what's going on out there. If you want 2026 to be the year you finally feel in control of your money, we're here to give you the tools and advice to help you make it happen. Listen to How to Money on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. When a woman gives you an ultimatum to permanently cut ties with your friends after one date, that means She really cares about you. Oh, that's nice, Jeffrey. You don't see it as any sort of red flag.

No, she wants the absolute best for you. It's just like I remember my mom used to tell me my friends were a bad influence. Oh. And you know what? She was right. Oh, she was. Yep. Look where my life ended up.

Yeah. Should have listened to her. And look at the healthy relationship you have with your mother. I bet 10 years from now, Aaron's going to be working probably in radio, looking back on this moment saying I should have lived. listen to Elise, should have ditched my friends, and I would be in a much better place. It's doubtful. It's highly doubtful.

I don't know. He values friendship, I guess, so good for you, Aaron. I kind of understand, but, like, if every single friend you had was a cheater, maybe you have some kind of point here. But one person cheated one time accidentally, and he hasn't. That was why. He got cheated on first, too. Yes, yes.

That's even harsh. The guy works at a nonprofit for kids, for God's sakes. Oh, I mean, geez. All the owners of those places are kind of shady, if you ask me. Nonprofits don't typically have owners. That's why they're not a profit. Exactly. Shady. Anyway, if you got some shady business going on in your dating life,

you can always email us and we'll reach out to that person who's not calling you back. If you're listening to us on podcast, make sure you hit that subscribe button. We're Brooke and Jeffrey in the morning. In the middle of the night, Saskia awoke in a haze. Her husband, Mike, was on his laptop, but was on his screen. Green would change Saskia's life forever. I said, I need you to tell me exactly what you're doing. And immediately, the mask came off.

You're supposed to be safe. That's your home. That's your husband. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's Joel and Matt from HowTo Money. If your New Year's resolution is to finally get your finances in shape. We've got your back. Prices, they're still high, and the economy is all over the place. But 2026 is the year for you to get intentional and make real progress. That's right. Yeah,

each week we break down what's happening with your money, the most important issues to focus on, and the small moves that make a big difference. Kick off the year with confidence. Listen to how to money on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. What if mind control is real? If you could control the behavior of anybody around you, what kind of life would you have? Can you hypnotically persuade someone to buy a car? When you look at your car, you're going to become overwhelmed with such good feelings. Can you hypnotize someone into sleeping with you? I gave her some suggestions to be sexually aroused.

Can you get someone to join your cult? NLP was used on me to access my subconscious. Mind Games, a new podcast exploring NLP, aka neurolinguistic programming. Is it a self-help miracle, a shady hypnosis scam, or both? Listen to Mind Games on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is Dr. Jesse Mills, host of the Mailroom podcast. Each January, men promise to get stronger, work harder, and fix what's broken? But what if the real work isn't physical at all?

I sat down with psychologist Dr. Steve Poulter to unpack shame, anxiety, and the emotional pain men were never taught how to name. Part of the way through the Valley of Despair is realizing this has happened, and you have to make a choice whether you're going to stay in it or move forward. Our two-part conversation is available now. Listen to the mailroom on the IHeart Radio app, Apple Podcasts, for wherever you get your favorite shows. This show contains information subject to, but not limited to personal takes, rumors,

not so accurate stats, and plenty more. What's up, man? This is your boy, Nav Green from the Broken Play Podcast. Look, it's the end of the season, the playoffs of here. Guess what? It ain't the end of your season. You can always tune in with Broken Play Podcasts with Nav Green on the Black Effect Podcast Network.

Not a team who ain't going to the playoffs The chief, it's time to rebuild. Listen to Broken Play with Nav Green from the Black Effect Podcast Network on the IHeart Radio app, Apple Podcasts, or whatever you get your podcast.