Brooke and Jeffrey: Second Date Update -  Second Date Update Classics: A Picture Says A Thousand Icks + Appetizer Energy, Entrée Problems

Episode Date: March 14, 2026

Part 1 The guy on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize she was relationship material! Part 2 One of ou...r listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down. See omnystudio.com/listener for privacy information.

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Starting point is 00:00:04 Getting ready for a game means being ready for anything. Like packing a spare stick. I like to be prepared. That's why I remember, 988, Canada's suicide crisis helpline. It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Next Monday, our 2026 IHeart podcast awards are happening live at South by Southwest.
Starting point is 00:00:32 It's the biggest night in podcasting. We'll honor the very best in podcasting from the past year and celebrate the most innovative talent and creators in the industry. And the winner is... Creativity, knowledge, and passion will all be on full display. Thank you so much. IHeart Radio. Thank you to all the other nominees. You guys are awesome.
Starting point is 00:00:51 Watch live next Monday at 8 p.m. Eastern, 5 p.m. Pacific, free at Veeps. Or the Veeps app. Ego Woda is your host for the 2026 IHart Podcast Awards, live at South by Southwest. Hello, is anybody there? Raised by a single mom, Ego may have a few father-related issues. Are we supposed to talk about your dad? Her podcast, Thanks, Dad, is full of funny, heartfelt conversations with actors, including fellow S&L alums, comedians, musicians, and more about life and their wonderfully
Starting point is 00:01:19 complicated relationships with their fathers. I think and hope that's a good thing. Get to know Ego. Follow Thanks, Dad with Ego Wodom and start listening on the free IHeart Radio app today. You know, Roald Dahl. He thought up Willie Wonka and the BFG. But does you know he? he was a spy?
Starting point is 00:01:35 In the new podcast, The Secret World of Rolled Doll, I'll tell you that story, and much, much more. What? You probably won't believe it either. Was this before he wrote his stories? It must have been. Okay, I don't think that's true. I'm telling you, the guy was a spy. Listen to The Secret World of Roll Doll on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 00:01:58 Hey, I'm Jay Chetty, host of the On Purpose podcast. My latest episode is with Hilary. Duffy Duff, singer, actress, and multi-platinam artist. You desire in family like this picture, and that's not reality. My sister and I don't speak. It's definitely a very painful part of my life, and I hope it's not forever, but it's for right now. Listen to On Purpose with Jay Chetty on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. We got your back-to-back classics, because there's no such thing as too much of a good thing.
Starting point is 00:02:34 Right? Yeah. Well, I'm sorry, it does get old. You don't think anyone's going to get a tattoo of that quote? Yeah, no. Don't think about it too much. It sounds good when you hear it at first. All right.
Starting point is 00:02:43 Well, we're only doing two. All right, let's not get crazy. Two back-to-back classics right now, and we always love to highlight our listeners because we just are so appreciative that you're here, honestly. Yeah. Brooke, Ashley Miller wanted to know, do you do marriage breakups, Brooke?
Starting point is 00:02:57 Asking for a friend. I'm going to go with a hot no on that. You know, make that the new segment? The Brooke breaks you up. The Brooke breaks you up is like funny if it's a... Yeah. And can be lighthearted if it's a new relationship and I know you shouldn't be in it. But you'll tell my kids that they're adopted, right?
Starting point is 00:03:14 Yeah. I mean, we can really get into this, Brooke. Yeah, how far can we take this? Brooke breaks bad news. Yeah. Brooke breaks bad news. Please let our producer not be listening right now. All right.
Starting point is 00:03:24 Let's move forward quickly with your back-to-back classics right now. On this show, we tend to focus a lot on what not to see. say during a first date. Oh, yeah. Like, for example, you shouldn't say, you know, you remind me of that super hot mannequin in J.C. Penny's. With the all white one with no eyes? The one without a head?
Starting point is 00:03:47 Yeah. And never say, I don't like labels. That's why I remove them off of all my meds today. No, that's not good. Who knows what I did? But you know what we don't hear enough of is things that you should. say during your first dates. And that's why I'm excited
Starting point is 00:04:06 for today's listener, because he claims his date said one specific thing to their waiter that wasn't just a green flag. It made him instantly realize she was relationship material. So ladies, make sure you're taking notes when you hear it in a second
Starting point is 00:04:23 date update coming up. Next. Brooke and Jeffrey in the morning. Second date update. Sometimes you can tell right away if you're romantically compatible with a person just by how they order at a restaurant. Oh, my gosh. So attractive.
Starting point is 00:04:40 Suddenly you're talking Jose's love language. I know Jose is with me on this. Like, for example, if you're at a fancy steakhouse and they say, yeah, I'll get a side of onion petals, no sauce and a wedge salad as my main, but with no bacon, no blue cheese. Sorry, can I sub the croutons for quinofflakes instead? Get out of here. Like, can we go ring shopping right now? No, Jeff.
Starting point is 00:05:07 Because that's the high-maintenance dream girl I've always needed in my life. I mean, if you want super hot, that's what you have to put up with. Yeah, well, they have to make sacrifices. Yeah, they can only have a couple bites at the stage. Exactly. That's how our listener, Andy, says he knew his date was just the right girl for him. Oh, really? We'll learn more about it in a second.
Starting point is 00:05:28 But first, Andy, welcome to the show, man. How you doing? Hey, guys. Thanks for having me, man. God, anytime we open these, Andy, talking about food, I'm immediately hungry. So I absolutely want to know what was ordered and what restaurant and every food-related item. We'll get to all that stuff in just a second. First, let's start with the name of this person, this girl you met.
Starting point is 00:05:48 What's she all about? Well, her name is Carla. Okay. And she's awesome. But I've been recently been trying to kind of get out on dating scene a little bit more. Okay. Because I was out of the market for a while. And now I'm back in and trying to get the lay of the land.
Starting point is 00:06:01 Okay. Right. One thing that I've noticed is women these days, they're so particular on their meals. I'm a laid-back kind of guy, and it's like, it's super annoying when they're like, hold this and not that. Like, just get the fish. Get those. Look, the people do low-carb. It's like, hey, no rice.
Starting point is 00:06:18 I need veggies instead. Overall, like, people are just more food conscious. Yeah. Yeah. Over both genders, right? It sounds like you're pretty tired of that. Did that happen on your date with Carla? That's the thing.
Starting point is 00:06:32 Not at all. That's all she had to do. She's like, I'll take the blank. And you were like, I love you! Is that accurate? Yeah, what did she get in? She was a breath of fresh air, very easy going. We went to a Mexican restaurant, and all she did was she just ordered the fajitas.
Starting point is 00:06:51 Okay, nice. Just like the chicken. Well, I mean, the fajitas are the ones that you can put together yourself. Yeah, that's true. You don't even have to ask them for a substitution. You have to choose, though, chicken or. B. Oh, wait a minute.
Starting point is 00:07:04 So, I mean, already, like, as soon as she orders, does your whole mood change? Oh, 100%. And I was, like, totally under her. And I was like, oh, moving with me now. Wow. Okay. You're kidding. But that's awesome, dude.
Starting point is 00:07:17 Did you tell her about your experiences and how refreshing it was to see her order like that? After the size? Yes. I don't want to preemptively warn her so that she gets all nervous when she's ordering her food. Yeah. Yeah.
Starting point is 00:07:29 All of that sounds great. you got the green flag with the food order. Tell us, what about anything else that stood out on the date with Carla? Oh, I mean, she's cute. She has a great personality. And when she spoke about things, she would literally light up. Like, one of the questions I asked her, I was like, do you think your cat actually likes you or is just putting up with you?
Starting point is 00:07:47 That's a funny question. I like that question on the date. What did she say? She explained, like, how they were, like, best friends. But it wasn't like in a corny way. It was in a very great energy kind of way. Just a positive. Asking someone about their pets is a good move.
Starting point is 00:08:01 Oh, yeah. Always. Always. That personally lost me for dating Carla, but I'm glad that you and her aren't the same page. Well, it's funny. Hold on. You want high maintenance and hate pets. Yes. Very low negative energy. If you're Jeff's type, text it. I have a feeling we'll get zero.
Starting point is 00:08:17 I think what's sweet is that she lit up about her cat and you are literally lighting up talking about her. He's awesome, man. You sound so excited. How'd you mess it up? Like, what did you do? Yeah, how did the rest of dinner go? The rest of the dinner was great. We hung out way longer than we should have at the dinner table. And then we decided we didn't want the night to end.
Starting point is 00:08:35 So we ended up kind of going back to my place. We opened up a bottle of wine and we talked some more. We had more conversations. One of them was like about if you wanted to delete one app forever, what would it be? My answer was TikTok. And she was like, no, I want to leave Venmo. So I'd never have to pay for anything again. And she's funny.
Starting point is 00:08:55 Okay, now I'm coming back around on Carl. I'm going to steal her. She sounds like it crazy. Okay, so how did you and Carla leave it that night? I mean, I didn't want the night to be over, but it was getting late and being respectful, Thursday and everything. So I called her an Uber and she went home and I haven't heard from her since. The weird thing, though, is like I'll text her and she'll like my text, but she's not responding like, you know.
Starting point is 00:09:19 Oh, she reacts. Are you, yeah. Are you asking a question or are you just saying hi? No, I'll also ask me a question like, oh, I'd love to see you again. Went and I'll take you out again. She's like, put a thumbs up. like, okay, well, I guess the thumbs up is good, but I need an answer here. Oh, that's interesting.
Starting point is 00:09:33 Unless it's not even her answering and her cat has the password to her phone and is just getting in there pawing around, liking your text messages. Cats like, emphasize, emphasis. Yeah. Cool. They're our best friend. That is interesting. You clearly had a strong connection the first time you hung out, so it's weird that
Starting point is 00:09:49 nothing's happened since. This one's a legit mystery to me. Most of the time we're like, duh. She's giving like some positive vibes. It's not like she's... That's what scares me when we call and talk to her. We don't have to put up with those positive vibes and hopefully get an answer out of her
Starting point is 00:10:03 when we come back and try and get you your second date update right after this, okay? Thanks, guys. Appreciate you all. All right, hold on, man. Brooke and Jeffrey in the morning. Second date update. I only do this maybe a couple times a year, but I'm highlighting this second date
Starting point is 00:10:19 as one we have to get. Yay. This guy is so head over heels for her. Seriously. I'm actually compared to all the other calls that we've done this year, I'm actually going to put effort into this one for our listener, Andy. You're not putting an effort on the other one's here? Your body language doesn't say that. You mean, your arms crossed. You're sitting back. This is my effort mode. Oh, okay. I'm locked in.
Starting point is 00:10:45 For the fall asleep over. Yeah. Because Andy, he's on the phone with us. Andy, you seem like a genuinely good guy. Yes, you do. The way that you described your date, Carla, to us, she seems like a really cool person, too. Because most guys that we have on here, they just described. how hot their dates, bodies are and how they tricked them into spending the night recently. I mean, I told her how much I could bench press. I don't know what's going on. And while we're all impressed by that stuff, for sure,
Starting point is 00:11:11 you actually focused on Carla's personality and her words. So clearly this means a lot to you. Yeah. Definitely does. And I appreciate the kind of words. And I also appreciate the effort as well. Okay. The effort from Jeffrey.
Starting point is 00:11:26 Yeah. Oh, yeah. Rare people get it. So you should count your own. What do you think is going on? Why do you think that's been so hard with her? No clue to be honest. Which is why I reached out to you. We had a great conversation. We had a great time of dinner. We had a great time back in my house. Yeah, it's a mystery to all of us. And we're running out of time here, so we need to call her.
Starting point is 00:11:45 I'm going to dial her number right now. Good luck to me. Here we go. Good luck to me. I think good luck to him. Well, I'm trying. It's not right. Wish me luck. Okay. Hello?
Starting point is 00:12:01 Hey, is Carla there? Yeah, this is she, who is this? Hey, Carla. Hi, Carla. Love your name, by the way. My name is gross. It's Jeff, and I work on a radio show called Brooke and Jeffrey in the morning. Okay.
Starting point is 00:12:18 She sounds like a real sailor when it comes to... Well, it's hard for you, too, Brooke. It is. And we're not trying to shock you too much, but we're calling as a favor to a really cool new friend of ours. we spoke to him on the phone and you've met him before he's a guy named Andy Oh
Starting point is 00:12:38 Oh Oh interesting That was a negative O Yeah I mean maybe it didn't come out right You remember Andy right What is this about? I'm just I don't know
Starting point is 00:12:51 What this is all about This is a segment we do called second date update It's about your date And Andy According to him Said that when you guys hung out It was a lot different
Starting point is 00:13:00 than most of the other dates that he's gone on this year in a really good way. So we're just trying to figure out if there's a reason why there hasn't been a second meetup because he's really hoping for one. Yeah. Yeah, I don't know. I just, I feel like I probably didn't have gone to his apartment. Gone to his apartment. His apartment.
Starting point is 00:13:20 He said you guys didn't fool around or anything. What was weird about his apartment? Okay, well, I'll just say this. there were a lot of framed photos Okay Okay, that's good Usually, usually bachelors can't figure out frames And pictures together
Starting point is 00:13:38 All my art I bought with a frame Like already installed, mail it to them Why were framed photos a red flag to you? They're framed photos of him, of Andy Wait, well I would hope that they would be him In his own apartment No, bro, I'm talking about my art It's like the beach
Starting point is 00:13:57 What do you, like solo him or him with people? Yeah, that's a good question. Just him. Just him. When he was graduating, when he's like heading a tiger, I think it was. Okay. That's cool. Well, what's a red flag about that to you?
Starting point is 00:14:13 There were 20 of them of him. Okay, that's a lot. It's a lot. But listen, he's a solo guy. He lives by himself. And obviously, maybe he just has him up because he wants to remind himself of all the cool places he's been, you know? Maybe I should put up some stuff. So, Brooke, you would see this and you would think this is normal.
Starting point is 00:14:32 20 plus pictures. 20's a lot. I don't know about normal, but I'm just like, I don't know that it's like nefarious or means that he's a bad person. She didn't say nefarious. She just said it's odd or it's weird. Well, she used it as a red flag. And it's the reason that she's not calling him back. And I don't know that that's fair.
Starting point is 00:14:48 That's all I'm saying. It'd be one thing if he's like cocky, too. But I don't know that he is. Oh, yeah. Were there any cocky pictures of him that made you think, wow, this guy's a real jerk for framing that photo. wrong, Jeff. I think it's a fair question. Did he seem self-righteous?
Starting point is 00:15:00 So, yeah, he had a photo of himself flexing. Did he have muscles? Did he have muscles? Like, was it good? Yeah, was he ripped? It was okay at best. I mean... Okay, I mean, we could go into detail and talk about what was inside of all of his photos,
Starting point is 00:15:17 but I'm still trying to understand what the underlying problem is. See, you don't see it as a red flag at all? What is it? He's confident in himself and likes... Are you self-absorbed? Or are you, self-absorbed? Or you're worried that he doesn't have friends? I did feel like it was clear to me after being there for half an hour.
Starting point is 00:15:36 It would be difficult to date someone who's already in a committed relationship with himself. Oh. You think he loves himself too much. Okay. Maybe it's that motivational thing people do, where you put a photo of yourself as a kid in the mirror. He just has 20 of them. Well, yeah. He's talking to the graduate.
Starting point is 00:15:53 He just came across as such a good guy. I just, I don't want to judge him. But I don't know, maybe we got a totally wrong read on him, and he's absolutely obsessed with himself because he is on the other line right now, listening in on this conversation, which I guess in a way is about him. Oh, yeah. Oh, my God. And he does want to talk to you.
Starting point is 00:16:12 Andy? Hi, Carla. Hi, how are you? Hi, Andy. Andy. This is like embarrassing for you. I don't want to put you on blacks on the radio. because I thought we had a great time
Starting point is 00:16:28 and you weren't necessarily responding back to me and I didn't know you were going to be kind of hitting on all the photos of like big moments in my life and stuff like that and they're everywhere there's one in the bathroom like it's weird okay I'm sorry I'm
Starting point is 00:16:45 I don't have very good interior decoration skills I guess you can say you make it seem like I have a big crush of myself That's okay. You could crush on yourself. Can we ask, bro? Like, when you were putting up all those pictures, why?
Starting point is 00:17:00 Like, why did you put those up? I don't know. There's just big moments in my life that it's nice when I'm walking around and be reminded of them. Like, she mentioned the tigers. Like, that's a trip I took with my parents when I went to Africa. Cool. I do have a shirtless gym selfie on my wall. Oh, it's a selfie even.
Starting point is 00:17:18 Oh, it's a selfie. That's worse. Is that the bathroom one? Because I would understand. That would kind of fit. Yeah. Hit my PR today. Like I mentioned before, I've been off the market for a while.
Starting point is 00:17:28 I might have gained a lot of weight. And so, like, this is a picture of, like, after I hit my goal rate. Oh. Like, your file show, type of thing. Carl, are you hearing him? I'm hearing this. I just feel like maybe he could have asked one of his friends and been, like, is this too many photos? Yeah.
Starting point is 00:17:44 Yeah. It sounds like it didn't register with him at all. Like, have you ever had anyone else comment about the excessive amount? of photos of you. In your apartment? I don't really, I don't have a lot of people come over, to be honest. You don't think about decorating with stock target photos of like red succulent plants or whatever. I'd say it's not my kind of...
Starting point is 00:18:06 Okay, well, let's not hate on people that like to decorate from Target because they have some good stuff. You should use a woman's touch. Maybe you two can help each other. She can adjust it a little bit. Maybe you have a reasonable amount that he should have, Carla. Is there a number in your head that's okay? Of course, like three max. How in the world am I going to choose just three for my life's moment?
Starting point is 00:18:30 Actually, Andy, I have a good suggestion for you. They have these digital photo frames now where it'll rotate through like 500. And you don't have to limit it down. Look, I'm definitely open to some options here, but I mean, some of them need to stay up. Yeah, the selfie state. He's taking this in stride. Some people could have gotten really defensive about it. Yeah, compromise is happening.
Starting point is 00:18:51 He went through all of this effort just to. to get in touch with you. And look at what he could look like. I mean, that gym picture is him. Well, she did just say it was okay. Well, room for improvement is what I'm hearing. So, I mean, if you give me a second date, it leads to the third, fourth, 100 dates, then we can start hanging up pictures of us together.
Starting point is 00:19:07 Oh. You go next time is 20 pictures of you. So now that you know everything, Carla, you've heard what Andy has to say, would you consider going out with him again? We would pay for it. I mean, I feel like he was kind of in the dark about it. It's not like he's in love with himself, which I was really worried about. Yeah, that's true.
Starting point is 00:19:29 I would be interested, but he'd have to take down some of those photos if I'm going back. Or at least turn him around, so not all of him is looking at you at the same time. Okay, you guys can actually do that on your next date. Oh, yeah, pick your top ones. Yeah. I'm totally down. We'll go out to dinner, then afterwards we can go back and have a redecoration party. Oh, okay, we've done it.
Starting point is 00:19:50 That's actually really cute. Andy, you got another meetup with Carla. Thank you guys so much. I really appreciate your help. And we're motivated too. We set a goal to get them together and we did it, guys. Without even one picture of us hanging up in front of us. That is our effort for the entire year.
Starting point is 00:20:06 Yes. We can go back to not caring anymore. We can mail it in. Brooke and Jeffrey in the morning. Getting ready for a game means being ready for anything. Like packing a spare stick. I like to be prepared. That's why I remember, 988, Canada's suicide crisis helpline.
Starting point is 00:20:29 It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 988 suicide crisis helpline is funded by the government in Canada. Hi, this is Joe Winterstein, host of the Spirit Daughter podcast, where we talk about astrology, natal charts, and how to step into your most vibrant life. And I just sat down with a mini-driver. The Irish traveler said when I was 16, you're going to have a terrible time with men. Actor, storyteller, and unapologetic Aquarian visionary.
Starting point is 00:21:04 Aquarius is all about freedom-loving and different perspectives, and I find a lot of people with strong placements in Aquarius are misunderstood. A son and Venus in Aquarius in her seventh house spark her unconventional approach to partnership. He really has taught me to embrace people sleeping in different rooms, on different houses, and different places, but just an embracing of the isness of it all. If you're navigating your own transformation or just want to chart side view into how a leading artist integrates astrology, creativity, and real life, this episode is a must listen. Listen to the Spirit Daughter podcast starting on February 24th on the IHeart Radio app, Apple Podcasts, or wherever you listen to your podcast.
Starting point is 00:21:48 You know, today's second date was a good lesson for me. Yeah, to put effort into things? No, because I have lots of frame photos of myself up in my place. Now, my face isn't in any of them. What? I tend to capture other stuff. I almost ask what was, and that was. You can come over and check it out if you want. I'm good.
Starting point is 00:22:08 I didn't get those printed at like a public place. Yeah. Well, now I know. I need to limit them down to just three. So that's good to know. But I do think Brooke actually said it best during the segment. Oh. Because he seems genuinely surprised that too many photos of his.
Starting point is 00:22:22 himself could be something that derails a date. Right. Yeah. But good for him. He was open-minded. He was willing to change and adjust. That's literally the number one thing you can do to be in a successful relationship. I mean, it's so hard for people these days to hear something like maybe a somewhat critical about
Starting point is 00:22:39 themselves and think, oh, okay, well, I can fix that. Like, that's a great thing to think after that. They really were a great match and I hope that we do get an update from them soon. And you could be the next couple that we get an update from. email the show. We'll call that person who's not calling you back and go check out all of our second dates. Wherever you get your podcast, they're available at Brooke and Jeffrey.
Starting point is 00:23:01 Brooke and Jeffrey in the morning. There's no better feeling for a guy than having an amazing date with a beautiful woman and at the end of the night hearing her say that she can't wait to see you again. Even if it is Alexis and she just puked into your car center console. Can't wait to see you again.
Starting point is 00:23:22 And I put it in the console. You're welcome. Yeah. Good point. Still feels good. Well, one of our listeners knows that feeling, because he was on cloud nine after his first rendezvous, until he received a one-word text message from that girl that was as cold and icy as it was just confusing.
Starting point is 00:23:42 So now he needs our help in your second date update right after this. Brooke and Jeffrey in the morning. Second date update. You ever have a date with some? where you plan to do one thing together, but then the date night gets closer and suddenly you decide, uh, you know what? Forget dinner. Let's do paintball instead. Oh. Whoa. That's a, that's a right turn. And then you get a little closer and plans change again. And then your plans change another time. Oh, I keep changing. Some people could see that and think, oh, this person's spontaneous
Starting point is 00:24:13 and creative. Oh. AdD like I do. Or just indecisive. Others might see it as chaotic and indecisive. Today our listener James isn't sure where he falls because he says his plans kept changing, so didn't go out on two dates, didn't go out on one. He calls it one date and a half. Oh, that's
Starting point is 00:24:33 interesting. Let's learn about it. James, welcome to the show. Hey, thank you guys so much, man. We get it. There's a couple of decisive people, including myself on this show, so we understand you. Yeah. Are you indecisive? Do you keep changing plans or does this the world keep changing your plans?
Starting point is 00:24:48 No, I mean, you know, life is life and, you know, life is life in. Life is life in. I need to put that on a bumper sticker. Life is life, bro. It hurts so bad. Life and life hard. Yeah. Yeah.
Starting point is 00:25:01 Okay. But life is coming at you and you had to switch things up. Right. Yeah. I mean, because after our first date, man, she texts me and says she had a great time. She wants to do it again. Right. Okay.
Starting point is 00:25:12 Wait. Who is she? We don't know who she is. Okay. Her name is Lisa and absolutely gorgeous. She could be Zolli Zandana's older sister. Ooh. Whoa.
Starting point is 00:25:23 Yeah, that is. Wow. I don't know who that is, but the name is. The blue girl from Avatar. Oh, Yeah. Blue girl.
Starting point is 00:25:31 Yeah. You can't really see what she looks like in that. Still. If she's anything like that, then I mean. Well, she's not Smurfette, but she's beautiful. Okay. Okay. That's awesome.
Starting point is 00:25:40 That's exciting. Where did you meet her? Did you say? I'm sorry. We met on a dating app. Okay. And so, yeah, we have the same interest in. stuff like that. I have my own company. I have to travel a lot. And I know with her, with her job,
Starting point is 00:25:54 she has to travel. Okay. That's always nice to find somebody who understands that. Yeah, you're both business-oriented. Right, right. But I mean, like for three weeks, you know, we were just, can we meet here? She's like, oh, no, my schedule. I got to go out of town. Okay, so all right, first week, out of town. Then the following week, I had to go out of town. So one day, I said, well, hey, well, what about here? Let's meet at this place. She said, well, you know, my girls were going to brunch a day. I said, well, hey, after your brunch, let's just hang out and just have some drinks or something. More drinks. Because brunch doesn't come without drinks. Yeah, brunch is the fact that anybody could walk away from a brunch is, I mean, that's just impressive in itself.
Starting point is 00:26:34 Right, right. And I mean, if we didn't go there, I mean, it was a nice little place that was next door that we could have had our privacy. Well, and that's nice, too, because, like, you're trying to accommodate her busy schedule. I'm sure she appreciated that. Okay, so how did she respond to that idea? Well, see, that's what I'm going to say, man. Her response was like, never mind. I was like, what? Wait, and this is after you'd already gone on one good date.
Starting point is 00:26:59 Right, we did on one good date. I was trying to get a half date by going, like, after brunch. But again, I know three weeks that passed. I know things happen and you get back into your routine. So I'm like, yo, at least let me see you or something. You know, let's just drive by each other and wave, like shifts in the thing or something. But I'm like, what happened? That is weird.
Starting point is 00:27:20 Or maybe she does know, like, me and my friends get drinks. I don't want to meet up with you. Sometimes, yeah, planning stuff back to back can feel so overwhelming. Yeah, totally. Did she plan anything else with you? After that, she said, never mind. And, I mean, even she could have said, what could we meet before the brunch? Oh, God, that's so early.
Starting point is 00:27:39 Yeah, no one's going to say that. Let's get a grip here. Okay. So before we keep going, let's just rewind back for a second here, James. Can we know a little bit about date number one? Oh, that's a good point. Like, where did you guys go? What was so great about it?
Starting point is 00:27:55 Just give us a few details so that we know what it was like. So we went to this Italian restaurant real nice during happy hour and had a great time. Salad, you know, pops. You know, we try to watch those carbs and stuff. You're not just salad, but a great time. Yeah. Salad. And had some olives.
Starting point is 00:28:16 As much dressing as you want. Like, you go back. So funny. Exactly. I never understand why people who were worried about carbs go to an Italian restaurant. Yeah. I know, that's all it is. That's all right.
Starting point is 00:28:27 I mean, how was the conversation, the connection between you too? Yeah, I mean, it was good. We had great conversation. We found out we liked certain things, you know, our spirit animal. I don't want to go into too much detail. Okay. Hey, I forgot to say. Yeah.
Starting point is 00:28:40 We did have a kiss. Oh, you did. Okay. There was a kiss, right. You know, at the end of the day, nothing elaborate, but just nice kiss was like, cool. And then I get this text. She enjoyed it. She had a great time.
Starting point is 00:28:52 And she said, let's do this again. So there was, like, no doubt in your mind that this was going somewhere. Right. Exactly. Yeah. I think, like, the scheduling thing, I understood, but I don't, I don't understand, like, why this was like, never mind. That's weird.
Starting point is 00:29:08 And so there hasn't been, there's never been a second meetup that's materialized out of all this. Correct. I would like for it, but nah. Wait, why'd we say there was one and a half then? There was only one. Well, he was trying for the half, I guess. The brunch.
Starting point is 00:29:21 It didn't happen. Yeah, it didn't happen. Well, it did happen with her and her girlfriends. He just wasn't there. That doesn't count for it. In a guy's world, that counts. In a desperate man's world. Well, that's where we're at with James.
Starting point is 00:29:35 That is terrible. I won't have four dates last week. They all said no. But in my mind, we were parties. So, James, we're going to. reach out to Lisa for you. We'll see if she picks up and then we'll try and get you your second date update right after this. Hold on. All right, thanks. Brooke and Jeffrey in the morning. Second date update.
Starting point is 00:29:53 If you're just joining us for the second date update, our listener James has spent the last three weeks arranging and rearranging plans desperately trying to meet up with a woman named Lisa who he already went out with once. And Brooks yawning about the recap. No, I didn't. No, it wasn't that. The coffee just hasn't hit, Jeff. It was a great first date. It was. It was. Yes. According to her...
Starting point is 00:30:17 How do you call me out on that stuff? Nobody would have known. I'm just looking around the room. Oh, great. Now 16 other people just yawned and two down. Thanks, Brooke. I'm just saying, according to James and to Lisa, because she responded afterwards that it was great.
Starting point is 00:30:31 They had a good kiss, a top-notch Caesar salad, everything you could ever want in a romantic first meet. No croutons, though. You've got to watch those carbs. And now, After all that effort, the last thing that Lisa texted him was, Nevermind. It's one of the top three worst things a woman can send to a guy.
Starting point is 00:30:50 But James, we're going to try and help you get this thing back on track. All right. Sounds great. Oh, yeah. I feel like I only say, Nevermind when I'm mad. That's a thing. Yeah. It feels like a mad response for sure.
Starting point is 00:31:00 Did I have a period at the end of Nevermind? Yeah. Oh, yeah. Oh, you're done for you. Nobody texts like that. That's like end of conversation. Definitely was it. Never mind. Yeah, no.
Starting point is 00:31:16 That was bad. All right. Well, now I don't even know if she'll pick up. Seriously. Let's see if she answers. I'm going to dial her number right now. Hopefully we can get some answers out of her, but here we go. All right.
Starting point is 00:31:29 Hey, is this Lisa? Yeah, this is calling. Yeah, we're a radio show called Brooke and Jeffrey in the morning. Hi, Lisa. The whole show's here. Hey, good morning. Hi. Hi.
Starting point is 00:31:48 I asked why are you calling me? Yeah, we're doing this segment. It's called Second Date Update, where we try to help out listeners who've gone out with somebody and they're having trouble arranging that second meetup. We try and help facilitate it or figure out if there's a reason why
Starting point is 00:32:04 the other person doesn't want to see them again. Yeah, and you can't say, never mind. You have to participate. Okay, and you're calling me why? Because a little while ago, almost a month ago, you went out with one of our listeners. named... Was it that long ago?
Starting point is 00:32:20 He said three weeks ago. Okay. With a guy named James? Yeah, I'm not in contact with him. Yeah, he understands that. We got that vibe. It sounds like things shifted, though. Did it shift for you?
Starting point is 00:32:33 Because at first, he thought you were liking him. Yeah, I guess. I mean... The thing that's confusing to him is that after that first date, he said, you guys even texted each other about having a great time, and you said you really wanted to meet up again. Or were you just pulling like Alexis Wood and just trying to be nice? Yeah.
Starting point is 00:32:52 You know? I mean, honestly. I wouldn't have said it if I didn't mean it, but that was then. Okay. So something has changed. Yeah, what happened? Well, okay, so I text him and I did tell him that I had a wonderful time. And we were trying to meet up to see each other.
Starting point is 00:33:11 Okay. And so at that point you're excited about him, right? Yeah, I mean, absolutely. but it went from let me buy you dinner and then it went to let's get drinks then let me buy you drinks after brunch with my friends and I'm the type of woman where
Starting point is 00:33:28 if a guy says he wants to buy me dinner then I'm going to hold him to that and you know however with James our potential meetups became progressively worse so you you felt like as the conversation went on he was willing to put less effort into meeting up with you
Starting point is 00:33:45 Listen, when a man says that he wants to buy you dinner, then I expect him to buy me dinner, not say, okay, let me buy you dinner, then the next thing is like, okay, you know what, you know what, let me get you drink. You know what, you know what, let's just meet up after you hang out with your friends and we'll just spend a little 10 minutes. Okay. So it didn't make you feel special. But did you have time to get dinner?
Starting point is 00:34:05 I thought you didn't have time. Well, there were times that I didn't have time, and there were times where he didn't have time, but you make time. You plan it out and you make time. It's just not a drive. by, oh, let me just see you real quick and keep going. Like, I don't even know you like that. That's so weird. Because, like,
Starting point is 00:34:21 I think he took it as he was putting in extra effort to try to make anything happen. Compromising for you. Yeah, like shift around you and I know that making time is very important. He's made time. Oh, so much time. To be on the phone with you right now listening on the other line, waiting
Starting point is 00:34:37 to talk to you. Talk about effort. You didn't tell me that he was going to be on a phone. Yeah, we did just now. I think this is a misunderstanding, honestly. James, talk to her. Yeah, I mean, Lisa, I'm not treating you as a drive-by. I was trying to make time so I can at least see you and so we can have conversation.
Starting point is 00:34:59 But that was the whole purpose of doing that so you can get to know me. James, you text me, let me buy you dinner, and having drinks after being with my girls is not buying me dinner. Well, I didn't. realize I had to be a bread basket in order to hang out with you. Oh.
Starting point is 00:35:17 A bread basket. What does that even mean? What is that? I don't even know what that means either. I don't know. When you go to a dinner, they usually give you bread before you have your dinner. He had to feed a meal
Starting point is 00:35:29 to her in order to be a dinner. I don't know that that's exactly what she's saying there, James. No, that's exactly what she's saying. Because if I'm giving effort to meet you and you say you want to get a dinner with it, it's two people at the same time.
Starting point is 00:35:43 Godly. Why didn't you suggest dinner after the brunch? You could have said we went to go to dinner after brunch. That'd be a really late brunch. I can eat that much. I mean, I get her. Like, not directly after, but later on that same day. Clearly, I had time to go to brunch.
Starting point is 00:36:01 Then maybe later on that evening, I wouldn't have time for dinner. But you didn't think about that. Wow. You could have said it, maybe. No, neither did you think about that. And I didn't know your love language with food like that. How about that? I didn't know you love language.
Starting point is 00:36:14 I love language in time and consideration. There we. But there's no time and consider it either. Okay. You know, you guys are fighting. Yeah. I think honestly,
Starting point is 00:36:24 everybody needs to just relax just a little bit because this just sounds like a big communication misunderstanding. We're forgetting that they had a great first date. They both admitted it. That's true. That the conversation was great and the chemistry was on. And the only problem that has come up is communicating how and when to meet up the second time.
Starting point is 00:36:44 So James, I mean, that would be like, do you not want to meet her for dinner? Like, isn't dinner? At this point, I'd rather just send a door dash and she can have a full course meal. Oh, I think she just wants the energy, not someone to pay for her dinner. She just wants the thoughtfulness is what it sounds like. Exactly. Lisa, this was thoughtful. When we first talked to James, he described you as Zoe Saldana's younger, hotter sister.
Starting point is 00:37:09 No, I actually said the older hotter. Well, I'm trying to protect you here, James. So maybe you just go with what I said. He called me the older sister? But hotter. She's not that old. She's not bad. She's probably in her.
Starting point is 00:37:24 How did the compliment backfire? Yeah. I mean, how about this? How about this? Think of this, Lisa. He went out of his way to get a radio station to call you because he wanted to see you that much. That is effort. It sounds like he had you call me to embarrass me.
Starting point is 00:37:38 No. No. It doesn't sound like he was trying to flatter me. No, it's the opposite. wants to go out and actually spend time at a dinner with you, a dinner that we would pay for if you'll agree to meet up with him again. Yeah. Well, that was at the start.
Starting point is 00:37:52 I don't know about him. Yeah. Well, delete the last three weeks from your mind and just remember after that first date how good you felt about each other. Yeah. I don't know now because I feel like he's going to, like he might stand me up. What? Why would he stand you up?
Starting point is 00:38:07 What's asking you, right? Okay, no, no, no, no. She's creating stuff now. Now she's going from a happy hour talk. hostile hour, which is going to probably lead to a hostile dinner. Oh, God. This is too much. That was good branding, though.
Starting point is 00:38:19 Hostile hour. Oh, man. Okay. So wait, does that mean that you're not interested in a date? Not anymore. Wait, she say yes and he said no? Did they both say no? What did I hear?
Starting point is 00:38:31 Yeah, I'm not interested in going out with that wind bag. Oh, okay. That was a no, then. Never mind. Okay. That's okay. The feeling is mutual. Oh, wow.
Starting point is 00:38:41 Okay. Well, this one didn't work out. Those vibes shifted. Yeah. And James's words, life is life. Yeah, life is life. Life ain't life in right now. Am I right, James? Yeah, the thrill is gone.
Starting point is 00:38:55 But the second dates are second dating. They really are. That's for sure. Brick and Jeffrey in the morning. Getting ready for a game means being ready for anything. Like packing a spare stick. I like to be prepared. That's why I remember 988, Canada's suicide crisis help line.
Starting point is 00:39:17 It's good to know, just in case. Anyone can call or text for free confidential support from a train responder anytime. 9-88 suicide crisis helpline is funded by the government in Canada. Hi, this is Joe Winterstein, host of the Spirit Daughter podcast, where we talk about astrology, natal charts, and how to step into your most vibrant life. And I just sat down with a mini driver. The Irish traveler said when I was 16, you're going to have a terrible time with men. actor, storyteller, and unapologetic Aquarian visionary.
Starting point is 00:39:52 Aquarius is all about freedom-loving and different perspectives, and I find a lot of people with strong placements in Aquarius are misunderstood. A son and Venus and Aquarius in her seventh house spark her unconventional approach to partnership. He really has taught me to embrace people sleeping in different rooms, on different houses and different places, but just an embracing of the isness of it all. If you're navigating your own transformation or just want to chart side view into how a leading artist integrates astrology, creativity, and real life, this episode is a must listen. Listen to the Spirit Daughter podcast starting on February 24th on the IHeartRadio app, Apple Podcasts, or wherever you listen to your podcast.
Starting point is 00:40:36 You know, by the end of that call, I don't know if there was anything that we could have said to save that situation. Yeah, they kind of took over. Yeah. They're clashing. I think dating is hard for both of them right now, and they just took it out on each other. Like, I'm just thinking about, you know what I mean? Like, it's just like, ah, I hate it all. They're both too busy and sleep deprived, maybe.
Starting point is 00:40:57 Yeah. It's like, well, I want more than 30 minutes. Well, I want a full dinner. Well, I just want to see you. Right. But on a positive note, James did give us three of our top quotes for the entire year. Three. Happy hour turned into hostile hour.
Starting point is 00:41:10 Oh, that's good one. Life keeps on life in. Yeah. And you want a bread. basket with that wine. I don't think I kind of workshopped it. I changed you a little bit. You said threat now.
Starting point is 00:41:23 I mean, I actually I always want a bread basket with that wine. I always want a bread basket. That's true. So my response is always going to be yes. The whole thing was promises made, promises not kept. Darn it.
Starting point is 00:41:32 Good news is we don't make any promises when you go listen to us on podcast at Brooke and Jeffrey. Just life is lifen on there. That's how we do. Go check it out online wherever you get your podcast at Brooke and Jeffrey. Monday, our 2026 IHeart Podcast Awards are happening live at South by Southwest. It's the biggest night in podcasting.
Starting point is 00:41:51 We'll honor the very best in podcasting from the past year and celebrate the most innovative talent and creators in the industry. And the winner is... Creativity, knowledge, and passion will all be on full display. Thank you so much. IHeart Radio. Thank you to all the other nominees. You guys are awesome.
Starting point is 00:42:08 Watch live next Monday at 8 p.m. Eastern, 5 p.m. Pacific free at veeps. or the Veeps app. Ego Woda is your host for the 26 IHeart Podcast Awards, live at South by Southwest. Hello, is anybody there? Raised by a single mom, Ego may have a few father-related issues.
Starting point is 00:42:26 Are we supposed to talk about your dad? Her podcast, Thanks Dad, is full of funny, heartfelt conversations with actors, including fellow S&L alums, comedians, musicians, and more about life and their wonderfully complicated relationships with their fathers. I think and hope that's a good thing.
Starting point is 00:42:40 Get to know Ego. Follow Thanks, Dad, with Go Wodom and start listening on the free IHeart Radio app today. You know Roll Doll. He thought up Willie Wonka and the BFG. But did you know he was a spy? In the new podcast, The Secret World of Roll Doll, I'll tell you that story, and much, much more.
Starting point is 00:42:58 What? You probably won't believe it either. Was this before he wrote his stories? It must have been. Okay, I don't think that's true. I'm telling you. I was a spy. Listen to The Secret World of Roll Doll on the Iheart Radio app,
Starting point is 00:43:12 Apple Podcasts, or wherever you get your podcasts. Hey, I'm Jay Chetty, host of the On Purpose podcast. My latest episode is with Hillary Duff, singer, actress, and multi-platinum artist. You desire in family like this picture, and that's not reality. My sister and I don't speak. It's definitely a very painful part of my life. And I hope it's not forever, but it's for right now. Listen to On Purpose with Jay Chetty on the IHeart Radio.
Starting point is 00:43:42 app, Apple Podcasts, or wherever you get your podcasts. I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor. But here's the thing. Bachelor fans hated him. If I could press a button and rewind it all I would. That's when his life took a disturbing turn. A one-night stand would end in a courtroom. The media is here. This case has gone viral. The dating contract. Agree to date me, but I'm also suing you.
Starting point is 00:44:11 This is unlike anything I've ever seen before. I'm Stephanie Young. Listen to Love Trapped on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

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