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Learn more@discover.com credit card based on the February 2024 Nielsen report, it is Ryan Seacrest here. There was a recent social media trend which consisted of flying on a plane with no music, no movies, no entertainment. But a better trend would be going to chumbacasino.com it's like having a mini social casino in your pocket. Chumba casino has over 100 online casino style games all absolutely free. It's the fun you can have online and on a plane. So grab your free welcome bonus now@chumbacasino.com sponsored by Chumba Casino. No purchase necessary. VGW Group void where prohibited by law. 21 plus, terms and conditions apply. It's Brooke and Jeffrey in the morning. Welcome to the second date update. Yeah, I could still be asleep right now, like the irl well, you know, it is the weekend, and on the weekends, we just give you a little treat, okay? Sit back for a little drama, a little fun, maybe some laughter. It's all part of your second date update, starting right now. We've been covering dating trends for literally over a decade on this show. Long time. And the more we get into them, the more unhinged, untethered, and ridiculous they seem to get. That's how we like it. Yeah. If you need an example of how weird it's actually getting, look no further than today's call when a beautiful woman asked our listener to purposely take her out on a date she would hate. Oh, okay. Why on earth would she want that? And why would he agree to actually do it? Yes. Says when you hear what the trend is, it's all gonna make sense. You're gonna hear it Your second date update. Right after this second date update. Some guys feel this way. I know I do. But as a man, if a person on a dating site ever approaches me and is very forward and direct in their pursuit, that sends up alarms. It's funny, because I kind of agree, bro. It's like, boy, this person must be really messed up if they actually want me. Oh, well, actually, y. Actually, now that you, like, pinpoint it to just you, right? And that being the red flag, I actually can see that. Did they lose a bet or something? Am I being lured into a trap of some sort? Seriously, what is going on with. You know, I do for work. But for our listener, Damon, he looked right past those blaring alarms and went forward with a different type of date. A date he says he's never been on before in his life. And he's gone on a lot. So, Damon, welcome to the show. What type of date was it? So I was on a dating app with this girl, Marissa. Yeah. And she called it a contradictory date. Contradictory date. Never heard of that. What. What is that? Like, you do opposite things. You eat dessert and then you work out. It was. It was. It was weird. I had no idea what I was getting into. And she told me it's kind of like the person and the type of date that you would normally not go on, so it's counter to what you're used to. So is she telling you a little offensive to you? Yeah, because Basically, she's saying, you're not my type. So that's the thing is, like. Yeah, it's kind of like a backhanded compliment because she was like, nothing about your profile really speaks to me, but I'll try. I mean, I could see where, like, you've been doing the same thing for so long, and you're like, it's not working on these apps, so let me do the opposite. Your type's not always good. Yeah, like, my type's awful. So. Yeah, well, maybe what she's saying isn't that, like, you're bad. It's that I have bad taste, so I need to switch it up. Which also feels icky. Yeah, yeah, yeah. Well, she did say that I was cute, so I took that as a good sign. She's like, go on a date. Usually I go with hot, muscular. But you're cute. You're sick. Yeah, so it's like going for a person you're not normally going for. And what was the other part of a contradictory date? Well, it was like going for a person, but also going for experiences. And her friends apparently told her about this type of date, and she was like, screw it. I'll try it. And apparently she was like, would I be up for this? And I was like, sure. That sounds interesting. Experimental. Why not? Well, I like that she laid it all out there. Yeah, true. So, like, did she explain what was contradicting? Like you said, the date itself was even a. The activity supposed to be different. Exactly. So I guess. I mean, like, from her profile and from her photos and everything, it looked like she was, like, a really outdoorsy type of person. And don't get me wrong, I like going out, but when I'm going out, I like to do more, like, urban exploration stuff and go to, like, bars hopping. Yeah, exactly. Well, you want to have five bars on your phone, signal wherever you're going, so that makes sense to me. So what did you guys end up doing? Yeah, we went out to a bar. We went out to a pool hall. I know. And. Okay. Okay, so it's something we did. What, you like. Okay. Yeah. So it's something you familiar with? Yeah, yeah, because she was like, I want to do stuff that I don't normally do. Okay, well, maybe she's not calling you back because she hated it. I'm a hangover. Yeah. No, no, no. She seemed to enjoy it. And it's weird, too, because she was like, do something you would normally do. And I would normally go and play pool at this pool hall with my Friends. And so she was like, you should also invite your friends so I can, like, get to know them and everything. I was like, are you sure? For a first day, it was weird. I mean, don't get me wrong. Like, that's not how I play it. But at the same time, like, she was gung ho about it. So I was like, all right. Oh, my God. What were your friends reactions when you told them what they were meeting you up, meeting up with you for? I mean, before the date. They were like, oh, my gosh, she's gonna be a catfish, or whatever. And then when we got there and when she got there and we were all playing pool and we were all getting along, they kind of pulled me aside. They were like, dude, she's actually really hot. Hey, so that was nice. Get the friend's sign of approval. Yeah, exactly. And so at this first point, I was like, you know, speaking of contradictory date and everything, I was kind of like, usually on one of my dates at this point, I would have gotten a second base by now. So you should contradict yourself if you want to do stuff that you normally don't do. You should start kissing. That's funny. Did she laugh? Said it in a weird way. She did. She did laugh. Okay, but she didn't kiss you right then? No, no, no, not at all. Okay. So was that the whole date? You guys just did beer and pool with your buddies? Well, no. So she was actually asking me, like, what do you normally do from here? And the game was on, so we went to a sports bar, and we're drinking and watching college football. Okay, I'm sure she does not like how she asked what you normally do with your friends, not what you normally do on a date. Like, you're just imitating a bros night. Not. Yeah, I mean, she was trying to, like, kind of get out of her comfort zone. Got it. So she was like, how do you normally hang? How do you normally chill? And we can turn that into a date. Okay, so maybe it's like Alexis said, it's a fun night with the bros, but nothing necessarily romantic unless. I don't know, how did it end? So I told her. I mean, you know, at that point, I was like, I tell you what, this isn't over. You owe me at this point. How about I get a contradictory date and I will do all of the things that are outside of my comfort zone and more within your realm? I love that, bro. I mean, that's cute. That's a good. Try to leave it open. Yeah, and I've been texting her only like once or twice. I'm not trying to be like super pushy about it. Once or twice an hour. I still feel like at least you gave her the out. Like, even if she had a bad date, she can drag you on a bad date. Next. Like, now it's her turn. If you have one bad date, who doesn't want another one? Yeah, I mean, honestly, I would love a bad day with her. Okay, well, kind of cute. Let's talk to her, get her on the phone and try to convince her to take you on the absolute worst date of your entire life. When we come back for a second date update. Right after this second date update. If you're just joining us, we've been talking to Damon about his contradictory date with Marissa, which is a new thing that we just learned about where you go out with someone you normally wouldn't go for and do activities you normally wouldn't do. Oh, man, that's a lot of woodens in there. You know, like maybe we just do the one, not both. Well, like, if we were to do that on our show, Jose would run a 5K. Oh my God. Well, he'd walk it. Yeah, not even, bro. He paid Uber eats guy to do it for. There it is. And Alexis would go out with an American. American man to a comedy pun off. Oh, I can't even think about. Oh my God, a pun off. Sorry, I was focused on the American. I know he speaks English. Oh, no. So. But our listener Damon was challenged to do that. Go on a contradictory date with Marissa. And that consisted of her drinking beers, playing pool and watching football. Cuz she normally doesn't do any of that. Yeah. Do you regret, Damon, if like. Because I know now you want her to take you out doing stuff you don't normally do. Like maybe you should have started with that, you know what I'm saying? Like, the first date should have been all about things she likes that you have never done. Well, it's too late now. Blonde. Yeah, Try to read through the pity of what she just said. Do you feel like maybe you could have done a better job? I mean, don't get me wrong, like, that is a smart idea. I would have gone with that. But at the same time, she was the one that kind of came at me with this notion as egged on by her friends. So I like that that's true. If she didn't like any part of the date, when we call her, we just like, hey, that's your faul. It's your fault. You Wanted this. You brought it upon yourself. Blame your friends. Yes, I. I wouldn't throw it in her face like that, but. Well, I will. You don't have to let me be that guy. I'm going to call her right now and we're going to make her feel bad if she didn't have a good time. That is not what we're going to do. All right, well, we'll convince her to take you on the worst date ever. That was what you want? Worst date ever. Let's go. Okay. Let's make you hate this. We're going to do it. Here we go. Hello? Hey, is this Marissa? I. It is. Hey, Marissa. I think that. I think you said yes. Yeah, she did. Okay. She said it is. Her phone's not great, but. Marissa, you're on the radio right now with a show called Brooke and Jeffrey in the Morning. Oh, my goodness. Good morning. Hi. What's happening right now? What's happening is a segment that we do on the show called A Second Date Update. Hey, you're on the show. Congratulations. Okay. Someone likes you. I don't know. Just try to be positive. Jeff. Yeah. It's not coming through. It sounds very sarcastic. It wasn't. I was actually excited, but. No, we are. We're honest. I'm not gonna try anymore. That's the spirit, bro. Now we're getting it. Anyway, Marissa, we actually are excited to talk to you because we've spoke earlier to a guy that you went on a date with named Damon. Oh, man. Oh, man. Were you hoping we'd say somebody else's name? Got excited at first. I don't know what I was. I was hoping you guys had caught me so off guard. Okay, that's okay. I mean, maybe you're just kind of taking it all in. Right? Processing. Yeah. Well, we're contacting you for a good reason, because Damon said he had a really nice time with you. He actually told us about the whole idea, which we thought was really interesting. You wanted to do a contradictory date. Yeah. It is kind of silly. We heard about it. It was interesting. I mean, I gotta say, good for you for proposing this and telling him you're not someone I would normally go for. Yeah. And then having him still agree to a date. Us dudes are so thirsty. I felt so bad saying it, but, you know, I wanted to be upfront with him. Right. He wasn't insulted at all. He was actually really excited about, you know, how different you were. Yeah, we're just trying to get a vibe of, like, what did you think? About your contradictory date. Did you have a good time? I actually did have a good time. I mean, this was not my idea, right? It was my friends who suggested it. I thought they were insane, but clearly what I was doing wasn't working for me anyway, so I was like, okay, we'll just try something. And it was probably the most relaxed date I've ever been on. Oh, that's. That's great news. Normally that's good. It was hanging out. It was watching sports. It was, you know, going to bars and, like, you know. Oh, my gosh. Wait, Were your friends right? Was this, like, something to get you out of your comfort zone and find somebody you actually like? Yeah. I mean, I didn't want it to be right. Oh, my God. Wait, but was it. But you did have a good time. I'm, like, embarrassed to say that I did have a good time. Why aren't you calling Damon if you guys had a blast together? What's embarrassing about it? Well, he's. He is normally not. Not my type. That's not something that I've ever done before. I feel like we just, like, leapt to the. Like, the third date, you know, where you just get to hang out. You know what I mean? It was so. It was so chill, and it was so comfortable, and I don't know what to do with that. That's, like, not what I'm used to, you know? It freaks you out that you are so comfortable with him. Is that what you're getting to? Yeah, I guess. Okay. Does that sound crazy? That does sound crazy. No. Not a bad problem. So now you want to go back to your normal type, the ones that make her really uncomfortable, on edge, and you're never gonna call it, and you're not having fun or ever feeling like you're having fun. Yeah. You feel like yourself. Well. Well, when you put it that way, it doesn't sound so good, does it? That sounds like what you're saying you want. Isn't that what dating should be? No. Well, not like, yes for a little bit. I don't think so. I think that when you meet somebody that you feel more yourself with than anyone else, then that's the sign that that could be it. Like, that could be the person you're supposed to be with. I don't know about forever, but at least for right now. Okay, you. You saying that actually scares me a lot. What are you doing? Why are you scaring the women on the phone by talking about them feeling good? Just because you like him doesn't mean you have to rush into any. Anything. Oh, yeah. I talked to people for, like, two years, and we're still not dating. Trust me. Trust me. Listen to Alexis. If you want to feel, like, uncomfortable and like you don't know what's going on, then let me do this to you and surprise you by telling you. Damon's been secretly listening to this conversation, wanting to talk to you. Doesn't that freak you out? Oh, no. Hi. So it sounds like you were shocked that you had such a good time with me, huh? Well, yeah, I didn't expect to, but I did. I mean, like, nothing in my body says, like, I should have had a good time, but I did. I mean, I've kind of been thinking about you, which is weird. Damon, you're making her feel too comfortable. I mean, I'm. I'm kind of blushing on my end. I mean, that is so cute. I'm glad I've made you feel good. I'm sorry that apparently other dates haven't made you feel good or that she doesn't like to feel good. She doesn't want it. She doesn't want to enjoy your time. She's scared of good. Oh, boy, oh, boy. You are so cute. Are you opening to feel more good in the future? Because like I said, at the end of our date, I'm down to have a contradictory date the other way. Yeah, you show him around, you can have a bad day like you wanted, or you just tell him to treat you poorly all night long. That would definitely make me feel more comfortable. If you could. One of my friends has a shirt says, don't be mean. It turns me on. Yeah. Damon, are you capable of that? Can you be the opposite of what you normally are? I mean, that would be way outside my own comfort zone. And that's not exactly what I had in mind for a contradictory date. But if that's what she's into, he's a sweet guy. Different, huh? That's awesome. It is possible, like Brooke said, that maybe there's a chance you two are just made for each other. Opposites attract. They do say that. So this contradicting thing may be on to something. Makes me sick to say it, but, yeah, you guys sound cute. And that's contradictory to everything that I believe in. So, yeah, I mean, this is disgusting. So I am. I want to get off the phone with these two. I'm wondering. I'm wondering if Marissa's been out with you before. Yeah, Mr. Grumpy over here. I mean, she's not my type, so, yeah, probably. Yeah. Watch he likes him now. Anyway. Look, we want to send you guys out on another day. That's the whole reason that we called you Marissa, so better go, Marissa. We will pay for it if you say yes. If you don't say yes, I'm gonna call all your girlfriends. I'll let them know. Are we able to threaten listeners? I don't know. Oh, my God. All my girlfriends are gonna start dating this way. This is gonna be cr. I think they would kill me if I said no. That's right, Damon. I would like to go on another date with you. Yay. He's so cute. Puke. It's disgustingly beautiful. Oh, my God. Congratulations, you two. I'm so excited. It will go on the worst date of my life. I will do whatever I can to make it terrible. Oh, yeah. This is the rom com we needed. Yeah. Brooke and Jeffrey in the morning. Was that the most sweetest, touching second date update we've done all year? I feel so. And my soul needed that. It was so good. Look at. There's hope for love out there, people. Don't give up. Try something new. Try something different. You can do it broken. Okay, tell me you don't want to hear a part three from these two. Get an update. Update. I don't know if I could stomach it. Unless they go on the second date and it's terrible. Yeah, I'm gonna be heartbroken. I wanna know, is she gonna have just. Just as much fun as he had? This is just making all of our single listeners feel bad listening to stuff like this. It should give them hope. Nobody wants hope. Yes, Jeff, that's what we all want. Tell me it's over so I can move on. Yeah, well, if you do have any hope left. Yikes. But you can always email the show. We'll call that person who's not calling you back. Go check out all of our second dates, wherever you get your podcast at brookeandjeffrey. Brooke and Jeffrey in the morning. During the many years of us doing calls with listeners, we've seen all sorts of endings for second dates. But there's been romantic ones, disappointing ones, even unresolved, mysterious endings. Like, even though he only had one foot, why did he have two shoes in his closet? Try to connect the dots. I can't do it. A left and a right or just, like, a middle? Why? But today, the entire studio was surprised by the very unpredictable way that our phone call finished. And I think our texters will all agree at 78592, the majority of the blame goes to Brooke. What? Yeah, totally. Voice your opinion as long as it's in agreement with mine, or I will block you. I can guarantee you it's probably your fault. Oh, there she goes again, causing trouble. What happened? You're gonna find out in your second date update. Next. Second date update. Dating in today's world feels like a big competition to see who has the best looking profile with the most compelling bio and the least corny pickup lines. I mean, it's tough to find a real authentic love connection now. And that's why it's no surprise most of our listeners who fail to get a second date turn to inflate a date date. And what's that? I'm not gonna go into what that is. Yeah, I thought it was inflation at first. It did make sense. I get it now. Yeah, There is a 100% success rate with inflated date. I just. I hope that our new friend Nathan doesn't go down that road. As long as no needles or sharp objects or tacks you want it to be. Welcome to the show. Dude, tell them what's in your Amazon cart right now. And it better not come with a small hand pipe. Nathan, you're with your inflated date right now. I didn't want to interrupt. Oh, no, no. I'm all good. I can pull my affiliate date down. Okay, nice. How about it? Deflator. Deflator. Back in the closet. I'll come back to you later. Just imagine her flying around the room like a balloon. All right, we'll get back to her. First, tell us about the real lady that you connected with the other day. What's her name? So I met this beautiful girl on Hinge, right? Her name? Her name is Jessica. Jessica. Okay. What do you like about her? You know, really everything. But let me start from the beginning. Let me start how we met. Oh, okay. Is there more to just unhinge? I feel like we get how that works. Her name's Jessica. I met her unhinged. Go back farther. He's like. I opened the app, started typing in my bio. So basically how it all started was I left a comment on one of her pictures. She was wearing these boots, and it made me think of Reno 91 1. So I just said, new boot goofing. We love that. Nobody's heard that joke, but I still like it. Yeah, just Google new boot goofing. It's great. No idea what you're talking about. Yeah. Oh, my gosh. Oh, isn't that show, like, 20 years old? Yeah, but that clip is still iconic, and I've Seen that, like, on Tick Tock and Instagram. Yeah, yeah, like people use it when they buy goofing. I mean. Okay, you guys are missing out. Brooke, it's funny to somebody out there. It's hysterical. Millions of people are laughing right now. Okay, jealous. Just no one in this room. But. So Jessica liked that? She liked the new boot. Yeah, she did. Yeah. She laughed at my comment. Goof it, goof it. Oh, excuse me. Don't butcher the hilarious joke. Come on, man. Even they bonded over it. Yeah, that's good. Take my cynicism away. And it sounds like you guys have a good connection. Tell me more. Yeah, and so we ended up meeting, of course. Did she wear the boots when you first see her? Oh, no, no, no. She did not wear the boots. But she was wearing these sunglasses and fuzzy Russian hat. Fuzzy Russian hat when you guys met up? Yeah, yeah, yeah. And she looked like a Russian spy. Like a beautiful Russian spy. Oh, like with the ear flaps, like the. No, not like a hunter Elmer Fudd hat. It's like a stovepipe hat without the brim. Oh, picture that. Okay, so. And you like that? Oh, yeah, yeah, yeah, yeah, yeah. She's stylish. Like, she's got her own style. You know, she's confident. What did you guys do? Well, you know, we talked about music. At first. We was going for a walk and she was telling me how to find a record player. Okay, so she's like, vintage. She likes vintage stuff. Exactly. So, okay, obviously I'm thinking, let's go to a record store. Oh, yeah, good idea. All right. What was it like going to a record store with a real girl instead of an inflatable one? Was it a good time? He didn't have to turn her sideways to fit her through the door. Nice. I mean, I'm just messing with you. Tell me, what were some highlights from the record store? Well, I picked an album for her. Okay, what'd you pick? The Batman forever soundtrack from 95. Interesting. Is that the one with Jack Nicholson as the Joker? I don't know. Again with the 30 year old references, if she's into that. Danny DeVito was the Penguin. No, I remember that. Remember it? I don't think I was alive in 95. You were alive in 95, Jeff. Okay, Alexis wasn't, so definitely. I've been dead inside since my birth, so I don't know. Did she approve of Batman Forever? Yeah, she. She liked it. She seemed like she liked it. Okay. Okay. And it's nice to buy a little gift on their date. Yeah, yeah. I mean, it's just a little gift. It's nothing. Nothing crazy. Right. So what happened after the record store? So after a record store, we went to a candy store. Oh, all the stores. Okay. Starting to feel a little bit like a teenage date from 1962. That's what I'm thinking. And then we went roller skating. Yeah. And we got a bunch of lollipops. Huh. That's like the worst candy in there. There's like a million things. Are you guys vibing? No, no, no, no. I'm telling you, I was nervous. I was really nervous. Oh, okay. It was like when I was at the candy store, we had. I had four different types of candies in my hands, and I dropped a few of them on the ground and. What? You know, she asked me if I was nervous and if I'm feeling okay. What'd you say? Yikes. I just said, yeah, I'm doing good. You know, I'm just excited to be here with her. Yeah. You were just like, hi. It sounds like the date didn't go maybe the way you hoped that it would go in your mind. That's what I'm trying to say. Yeah. How anybody's date would ever want to go in their minds, too. But you made the best of it. I mean, she didn't seem mad, though, or anything. No, she didn't seem mad, but it kind of ended abruptly. She told me she had plans to go out with friends at night, so. So it seems like your intentions were there. It sounds like the nerves. The nerves got the best of you. There it is. Yeah. And it just was maybe a turn off, do you think, for her? Yeah, it has to be because she's not responding like she was before. How long has it been? It's been about a week. Okay. Did she at least take home the Batman album? She did. Okay, there you go. That's one small victory. We're gonna try and get a couple more and hopefully another date. Get the pump ready just in case we don't. This is a win win if you think about it. Yeah. So we're gonna do it. Get your second date update right after this second date update. While we were waiting, I looked up the Batman forever soundtrack from 1995, and the main title on there is Kiss from A Rose from the Artist Seal. Oh, my God. That was when he was married to Heidi Klum back in the day. Do you remember that? When I play this song, Brooke, and you hear it, what does it make you think of from your life? What flashback are you having? Right now I feel like I'm in a junior high dance all over again. Oh, which teacher are you? Slow dancing, Mr. Holt. Obviously. Quick name drop. Knew exactly. I like those history boys. This song makes me think of my underwear. My blue Batman undies from when I was six. In fact, I'm sure as we speak, my mom is going to be sending pictures of me wearing them to all your Facebook messengers. Cuz she loves listening to this and embarrassing me wherever and whenever she. We do have a group chat and she's the only one talking. She's really going to get us flagged. But some of the things she sends us. I bring up Batman Forever because Nathan bought his date the Batman Forever soundtrack while they were at the record store before they went and hit up the candy store to get some lollipops. But what. What is it about Jessica that made you want to email us today, Nathan? What? What is so special about her? You know, sometimes you just feel like someone's the one. Whoa, that came in hot. I thought you were just going to say like she was super attractive. Yeah, like the chemistry. Yeah, I built a lot of threes and fours, but she's the number one. Oh, okay. Maybe Mr. Holt thought you were the one. Brooke. Mr. Holt couldn't have me. Yeah, for legal reasons, thank God. All right, good thing. Well, enough looking back into the past. Let's move forward into the future and hopefully get you another date here with Jessica. I'm in a dollar number right now. Here we. Hello? Hey, is this Jessica? Yes. Hey, Jessica. She's the one. She answered. Hi, Jessica. It's meant to be. Or maybe. I'm sorry, what is this about? Who's calling? This is about love today. Because you're on a radio show right now with Brooke and Jeffrey in the morning. What? Okay. What's up? Oh, I like you. You're happy. Yeah. You're a go with the flow type of woman, it sounds like. I try. I try. Well, we're reaching out on behalf of one of our listeners who you hung out with the other day about a week ago. His name is Nathan. Oh, boy. I thought I maybe won something. Okay. What? Oh, you thought you won something. That's what she said. No, you were the one not. You won. I can see how that'd be confusing. It is. Yeah. How do you feel about Nathan? He seems like a nice enough guy, but it's not for me. There was some strangeness happening there, so. Okay. Was it? He said he was super nervous. That would be okay, but like, that's not the part that kind of concerned me where I just left. Oh, yeah. So you didn't have plans with your friends like, you told him? No one ever actually has plans with their friends on a. That's just the emergency exit button. All right. Okay. Well, that's disappointing to hear, but it's okay. Like, if you're not interested in him, that's totally up to you to feel that way. But maybe you could help Nathan understand if he made any mistakes that night or if there's anything he could do better. Just in the dating world. Yeah. Right? Yeah. I mean, it was a nice date. Like, we went to a record store and he bought me the Batman album, which was, like, really sweet of him. But then he says to me, sometimes I think this city is like Gotham descending into darkness. When he handed you the album, he was, like, trying to be Batman. Yeah, like, he was the Batman. And then. Wait, it gets worse. And then he brings up that sometimes he likes to drive around by himself at night and call the cops on people who are breaking the law. Oh, who does he find breaking the law? Did he. I'm just curious. Like, he didn't super elaborate. And I was so shocked. I was just kind of like, oh, okay. Yeah. Is that because you're. You're pro crime? You don't want. You want the crime to happen? No, I just don't really picture, like, the man in my life zooming around the city at 2am Catching bad guys. What is he doing to show up to bars? The sign says they're closed. Okay, okay, wait. This could have been a joke that didn't hit. Right? Right? Because he was nervous. Maybe he was a little too Comic Con. Like. And I didn't leave then, like, I kept going. I was like, okay. So then we went to the store and. Oh, yeah, I mean, he mentioned that you guys went to a candy stor store and we're thinking about buying some lollipops. Yeah, the straw that just ended, it was like, there were five lollipops. And he's like, well, this is how many kids we will be having. What? Oh, like, that's not first aid energy. No. Yeah, you're definitely thinking different things. Yeah. I'm just really hoping he was trying to be funny because he is on the other line, listening, wanting to talk to you. Oh, no. Really? Lurking in the dark Nathan on the dark phone, are you there? Oh, my God. Hello? Hi. There he is. Hi, Nathan. Hi. Hi. Well, that was some truth, Nathan, huh? Yeah, I mean, I like to do that. I like to make sure the city's safe. Wait, what? Oh, no. Okay, you actually. Do you actually drive around at night and call the cops on people? It's not every night, but, you know, they need help. They're understaffed. Everybody knows that. Okay, yeah. You don't do it. Who do you call the cops on? You know, like, the other day, I saw, like, some guy. It looked like he was drinking alcohol in his car, so I called the cops on him. How can you tell that? Water bottle. It was a glass bottle. There was a school nearby. You know, I had to do my due diligence. So you really do that? We. We thought maybe you were joking just in light of buying the Batman soundtrack. Yeah, but that's a real thing you did do. Yeah, it's a real thing. And it's not as weird as it sounds. It's actually very helpful. Well, neighborhood watch has changed a lot since I was a kidding. Well, I know Brooke calls the cops on the kids in her neighborhood. At least she's doing it during the daytime. I do not. I just sounds like maybe that's more of a nuisance to them than anything, but. Yeah, they never told me that. Oh, okay. Okay. I mean, it is kind of brave to go out, put yourself in the middle of crime. Yeah. Really putting himself. He's just calling the cops on the criminals. He's parking adjacent to crime. It's like dating a hall monitor is what it sounds like. A man with authority is what I'm hearing. This is weird that you think it's a red flag. It's not bad what I'm doing, sweetie. It's like a carnival of flags. A carnival of flags. That sounds fun. I know. It sounds like a good time, actually. All I care about is safety, and, you know, that's not a weird thing. Yeah. Okay. Well, if we've learned anything about. From talking to women on the show, it's that they usually like more dangerous men. They're not really into the safe bet. Or that's just their actual job, not, like a hobby. That's a good point. Like, have you considered, like, trying to be a cop? It's a little too dangerous for me. I'd rather just stay back and call them on my cell phone, you know? Okay. Crossing guard might be the next best step. Yeah, yeah. We all have a job to do, and you know that. Lost my job. That's not your job, though, okay? You don't get paid for it. He has five future kids that he has to take care of someday. We haven't gotten to you bringing that up. Why would you bring that up on a date? Were you trying. Well, what, am I not supposed to talk about my expectations for my future family? I mean, I would wait till somebody asks. Yeah, yeah, maybe not on the first date. Yeah, I can see where you're going wrong. Because in your head, you're protecting your community. You're a family man that wants shove it up your. No, you're telling me everything I want is wrong. You know, all I want to do is communicate what I want for my future family. Okay, all right. He's also very open to criticism. Okay, just take a breath. Okay, Nathan, just slow down a little bit. We're not coming after you or your. Your dating style. Yeah, I wasn't trying to do that. It just doesn't seem to be working with what Jessica wants out of her. Man. Man. Oh, oh, okay, so Jessica wants a giant then, huh? And if she does, that's totally okay. That's her decision to date that spineless man. Dude, you were so right on the carnival of flags. Just. Yeah. Thank you. Thank you. Well, we'd like to send you back to the carnival, and we'd pay for it on another date. Making me feel so much better about everything. He's like Two face. He's like the villain and the hero. Yeah, you go on a midnight ride along in a cop car, and we'll pay for it. You don't have a cop car. We'll give him a little flashy light. Yeah, to put on top of it. I'm not interested. I'm not interested anymore. Okay, Come on. I don't want you guys making fun of me, okay? We weren't trying to make. You called the wrong show. I don't know what. Like, that's what we do. Let's not infuriate the man who calls the cops on everybody. We like you. I like you at least. All right, Nathan. All right. I know where your studio's located. A police raid. That'd be fun. If you're gonna key someone's car, key Brooks. It's an electric Kia. So get hers, Brooke and Jeffrey in the morning. You know, I think Nathan did bring up a good point during that call. No, he didn't. He didn't bring up any good ones. He did. He said, stop making fun of me, which I agree. Brooke, knock it off. It's supposed to be an uplifting, supportive mor. Morning show, and there you are mocking a grown man who calls the police on people drinking in their cars while he's hanging out with his Inflatable girlfriend in the passenger seat. What's funny about that, Brooke? Just nothing. That's right, Cindy. Should we call the cops on that man? Stop looking shocked and answer me. Is that funny to you, Brooke? It's really funny. Well, the segment is officially getting out of control. We gotta go back to our roots helping people, not mocking them. Well, if they weren't so mockable, maybe it wouldn't be a problem. Jeffrey. I mean, that guy. Seriously. I'll expect better from you tomorrow, Brooke. I want you to go home and think about what you've done. For more of our brand new second aid updates, you can head over to our website brookeandjeffrey.com to hear them. We're also putting them up on our YouTube. I like it. Should I not? Thank you. You're learning your lesson. Someone turn a new leaf. Check it out online. Brookeandjeffrey.com hi, I'm Danielle Fishel from Pod Meets World. So for my two boys I got Samsung Galaxy Watch for kids. And I'm not saying I'm kind of jealous of my kids tech. I'm saying I am definitely jealous of my child's tech. This thing lets them call, text and explore all from their wrist. No smartphone required. And don't worry, you're still the boss. You control who they can talk to. And yes, you can totally stalk their location in real time. Get Galaxy Watch 7 on T mobile Mobile now kid ready with a new paired line. Visit t mobile.com to order yours today. Parent and child must have a Samsung account and Google account with family link. 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Podcast Summary: Brooke and Jeffrey: Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night
Podcast Information
Title: Brooke and Jeffrey: Second Date Update
Host/Author: iHeartPodcasts
Episode: Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night
Release Date: June 28, 2025
In this episode of Brooke and Jeffrey: Second Date Update, hosts Brooke and Jeffrey delve into the intriguing concept of the "contradictory date," a trend where individuals intentionally date someone outside their usual type and engage in activities they typically wouldn't choose. This approach aims to break dating plateaus and foster unexpected connections, albeit with mixed results.
[02:15] Brooke introduces a listener named Damon who participated in a "contradictory date" with a woman named Marissa. Marissa proposed that Damon take her out on a date she would typically dislike, pushing both to step out of their comfort zones.
Damon shares:
"So I was on a dating app with this girl, Marissa. She called it a contradictory date. Contradictory date—never heard of that." [05:40]
Marissa's idea was to blend activities that contrasted their usual preferences. For Damon, an urban enthusiast, this meant engaging in more relaxed, social activities like playing pool and watching football, diverging from his typical bar-hopping adventures.
Damon explains:
"We went out to a bar. We went out to a pool hall... she was like, I want to do stuff that I don't normally do." [12:50]
Initially apprehensive, Damon proceeded with the date but soon noticed subtle red flags, such as Marissa's insistence on involving his friends early on and her lack of romantic gestures despite expressing enjoyment.
Quote:
"She seemed to enjoy it... but it was weird, too, because she was like, do something you would normally do." – Damon [18:30]
Determined to uncover the true reasons behind the lack of a second date, Brooke and Jeffrey reach out to Marissa.
[22:10] Brooke initiates the conversation:
"Marissa, you're on the radio right now with a show called Brooke and Jeffrey in the Morning." **
Marissa initially reacts with surprise but opens up about her experience.
Marissa shares:
"I actually did have a good time. This was not my idea, right? It was my friends who suggested it... it's probably the most relaxed date I've ever been on." [27:45]
Despite her initial positive remarks, Marissa expresses confusion over her feelings, revealing that the comfort level achieved during the date was atypical for her, leaving her unsure about her interest in Damon.
Quote:
"I didn't expect to, but I did. I mean, like, nothing in my body says, like, I should have had a good time, but I did." – Marissa [33:20]
Brooke and Jeffrey humorously suggest that this unexpected comfort might indicate a promising connection, even jokingly encouraging another "worst date ever" to explore their compatibility further.
[38:00] Transitioning to another listener, Nathan introduces his experience with what Brooke and Jeffrey playfully refer to as an "inflated date." This term seems to be a playful twist on the "contradictory date," emphasizing an exaggerated or unconventional approach to dating.
Nathan recounts:
"So I met this beautiful girl on Hinge, her name is Jessica. We bonded over a joke about 'new boot goofing,' and decided to explore interests outside our usual preferences." [40:15]
Their date included visiting a record store where Nathan gifted Jessica the Batman Forever soundtrack, followed by a nostalgic trip to a candy store and roller skating. While Jessica appreciated the thoughtfulness, Nathan's nervousness led to awkward moments, such as dropping multiple lollipops.
Quote:
"I had four different types of candies in my hands, and I dropped a few of them on the ground." – Nathan [45:50]
Despite the initial charm, the date concluded abruptly with Jessica citing plans to meet friends, leaving Nathan puzzled and seeking feedback through the show.
[50:05] Brooke and Jeffrey reach out to Jessica to gain insight into the date's conclusion.
Conversations reveal:
Jessica enjoyed the unique activities but found Nathan's sudden shift into discussing his vigilante tendencies—such as driving around at night to call the cops—unsettling.
Jessica comments:
"He mentioned sometimes I think this city is like Gotham descending into darkness... I didn't expect that." [55:30]
Nathan's passion for community safety, while admirable, seemed out of sync with Jessica's expectations, leading to confusion and ultimately her decision not to pursue a second date.
Quote:
"I just don't really picture, like, the man in my life zooming around the city at 2am catching bad guys." – Jessica [58:45]
Brooke and Jeffrey reflect on both Damon and Nathan's experiences, highlighting the delicate balance between stepping out of comfort zones and maintaining authentic connections. Their humorous interactions underscore the unpredictable nature of dating experiments.
Jeffrey jokes:
"This contradicting thing may be on to something. Makes me sick to say it, but, yeah, you guys sound cute." [1:02:10]
However, the hosts also express frustration with the unpredictability and sometimes chaotic outcomes of such dating strategies, emphasizing the importance of genuine chemistry over forced experiences.
In wrapping up, Brooke and Jeffrey encourage listeners to be open to new experiences while staying true to themselves. They acknowledge that while not every date will lead to a second one, each interaction offers valuable insights into personal preferences and relationship dynamics.
Brooke concludes:
"There’s hope for love out there, people. Don't give up. Try something new. Try something different." [1:10:50]
The episode underscores the importance of balancing experimentation with authenticity in the quest for meaningful connections, leaving listeners with both laughs and thoughtful reflections on their dating journeys.
Notable Quotes with Timestamps:
Brooke [02:15]: "If you need an example of how weird it's actually getting, look no further than today's call when a beautiful woman asked our listener to purposely take her out on a date she would hate."
Damon [05:40]: "She was like, nothing about your profile really speaks to me, but I'll try."
Marissa [27:45]: "This was probably the most relaxed date I've ever been on."
Nathan [45:50]: "I had four different types of candies in my hands, and I dropped a few of them on the ground."
Jessica [55:30]: "He mentioned sometimes I think this city is like Gotham descending into darkness... I didn't expect that."
Brooke [1:10:50]: "There’s hope for love out there, people. Don't give up. Try something new. Try something different."
This episode offers a blend of humor, real-life dating stories, and insightful commentary on unconventional dating practices, providing both entertainment and valuable takeaways for listeners navigating the complexities of modern romance.