Brooke and Jeffrey: Second Date Update - Second Date Update UPDATE: Fearsome Foursome

Episode Date: January 26, 2023

Anthony and Mallory were on our show just a few short months ago, but now we’ve gotten in contact with them for an update on how their blossoming romance has been going ever since... See omnystudio....com/listener for privacy information.

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Starting point is 00:01:40 Second Date Update. I think most of us, when we go out on a date, like to keep it pretty traditional. I do. One place, two people, 12 margaritas apiece. Whoa, I like that. You know. That's how our parents met. Classic.
Starting point is 00:01:57 But there are some daring thrill seekers out there who like to mix it up and entertain multiple people all at once dude everybody's into it good on you man i couldn't handle that it's all about communication we have one of those talented multitaskers on the line right now for a second date his name is anthony so anthony how many people you juggled that night more or less than 16 how talented are you the square of, I'm only at about four. Okay. Okay. Four people.
Starting point is 00:02:29 Which one of them are we calling? Or are we going to teleconference this thing, make it a party? Well, I'm trying to hook back up with someone named Mallory. Okay. Wait, wait, wait. Hook back up? Well, you dog, you. Are you in a relationship with the other two people you were out with then?
Starting point is 00:02:44 It's all casual. All very casual. So Mallory's the one we're calling. Tell us more about her. I met Mallory, as I do most of them, on an app. And we went to a really nice restaurant. Oh, cool. So you wanted to impress her.
Starting point is 00:02:59 Yeah. We're in Italian. I'm talking like tablecloths. The whole deal. What were you expecting to get out of this date? Like, were you looking to start something more than just a casual thing? I mean, that's kind of the hope. The hope is that it's going to go that way for sure.
Starting point is 00:03:14 Okay. And it was going that way to start. It was going super well. We had a couple of drinks. The conversation was flowing. And all of a sudden, her neighbor shows up. This woman sits down. And down and well she didn't sit down right away mallory insisted she join our table no oh so she's the one that invited the
Starting point is 00:03:34 other people onto your date that seems a little awkward how did you feel about that well i didn't like it it was kind of cramping my style where everything was going so well. It is weird that you're at a fancy Italian restaurant and suddenly there's a third person at your table. It's not like you're at a bar. Yeah. What happened? That's what I thought. Well, the neighbor sits down. She finds out we're on a date. Immediately she starts talking about
Starting point is 00:03:58 all her worst dates. Oh. Thank you for setting the tone, neighbor. What are you doing? Well, maybe that's a good thing. Maybe she's like, oh, I've been on some bad dates before, so this is actually nice. Maybe she's framing it that way. Well, it was until I showed up. That's true. That's what she should have said.
Starting point is 00:04:12 Were you participating in this conversation, or was it just Mallory and her neighbor now? That's what I'm imagining. Hanging out. You know, I was being polite. I was being conversational as possible. But the worst part of it was you asked if the neighbor was attractive. She was an older lady, but her son showed up as well to join her. And he sat down, and he was a super good-looking guy.
Starting point is 00:04:34 Oh, no. So now it's you, your date, her neighbor, and her super attractive son. Oh, my gosh. And they all know each other, and you don't. My third cousin walks around the corner do we ever get alone time with just you and mallory the person you meant to go out with or does it ever go back down to one do you ever by yourself well we did but only because the neighbor lady is a nurse and she was on call so she got a call and she had to take off immediately
Starting point is 00:05:06 to go to the hospital oh you've never been so thankful for a sick person in your life so sounds like not the best first date so far i mean how did it end no yeah it was definitely not what i expected well the worst part of it actually was the bill because oh no oh i didn't think the lady was there, her son was there, they were ordering pizza, they were ordering alcohol, and I was left with about a $120 bill. Shut up! Dude, they didn't throw down on their own stuff? No, they didn't because they both left in kind of a hurry, and Mall she offered to pay but i was trying to be a gentleman and so she wasn't a jerk about it okay it's just i mean just the way it worked out it's not the kid thought the mom was going to probably pay for him then she had an emergency yeah oh man yeah so
Starting point is 00:05:57 that that date ends and we kept in touch and then the talk of a second date came up and immediately mallory suggested we go on a double date with her girlfriend and her boyfriend. More people. Wait, not the neighbor this time, like just a friend of Mallory's? Yeah, just one of her best girlfriends. So did you go on the second date? Well, unfortunately, I insisted on not doing a double date. And I told her I had two tickets for a concert.
Starting point is 00:06:27 But after I was insisting on that one one-on-one date, I did not hear back from her. No to a concert? I don't know what's going on. Maybe she just doesn't feel comfortable being alone around you or something. That's not a good sign. Yeah, you may just literally be friend-zoned. She's like, yeah, you're fun to be around, but not on one-on-one. In fact, I'm feeling a little bit uncomfortable with you on the phone right now,
Starting point is 00:06:49 so I'm going to put you on hold for at least three minutes while we play a song. Yeah, still, we need more people in here. I don't feel safe. So we're going to come back. We will call Mallory for you and try and figure out what's going on with your second date update. Do you want to invite the janitor? Yeah, let's get anybody else in here. Anthony is creeping me out. All right and we're gonna find out how the couple is doing right after you hear part two all right let's get out our calculators to figure out what
Starting point is 00:07:20 happened to our listener anthony we start with our calculators? We start with two people, add in one neighbor, plus her attractive younger son. Add one pizza, times it by three, multiply the awkwardness by ten, then subtract the cute son, minus the neighbor, and now we're down to one.
Starting point is 00:07:41 Okay, I didn't have a TI-89 to do that. Okay. It's just Anthony. He's all alone and out over 120 bucks. Just trying to get a hold of Mallory for one more shot. Strangest part of this whole thing is afterwards. They were trying to arrange a second date and Anthony was like,
Starting point is 00:07:59 Hey, I'd really like to take you to a concert. Just you and me. Her reply. How about a double date instead? So they were at an impasse, and another hangout never happened. That's why he's turned to us for help. Brooke, is there anything that I missed from Anthony's disaster date?
Starting point is 00:08:16 No, I don't think anything was, I mean, it was all out of his control. It was all out of her control, honestly. So I don't know. I think that you guys deserve another shot. Yeah. Clean slate. Hey, Mallory. What?
Starting point is 00:08:30 That was not Mallory. That was Brooke. Are you drunk? Were you drunk on the date, and maybe that's what you're leaving out? I was just practicing getting ready to talk to her. Okay. How about you let us talk to her first? We're going to make the call.
Starting point is 00:08:48 You keep practicing what you want to say. Just make sure you're practicing in your head, not out loud. Yeah, exactly. Got it. Okay. I'm going to dial Mallory's number right now. Here we go. Hello? Hey. Is this mallory yeah who's this hi hi i'm waving my hands in real life i'm waving back at jeffrey this is jeff from the morning show broken jeffrey in the morning the whole show
Starting point is 00:09:18 is here to talk to you hi hi mallory that's super weird what's up. We're doing a segment right now called the Second Date Update because we're trying to help out one of our listeners named Anthony. Oh. Okay. Yeah. Anthony says he went out with you the other night. That is correct. Okay.
Starting point is 00:09:38 And it turned into a big party at the restaurant. That's a party. From what it sounded like. That's a nice way to put it. It sounded like a good time honestly i mean it wasn't quite a party but yeah i mean my like neighbor showed up and yeah i mean it wasn't just me and him can i ask when your neighbor showed up were you excited about that dreading that like inside what was your emotion so um i knew she was going to show up. Oh. Dude, you planned it?
Starting point is 00:10:07 Well, okay, so, yes, I did, but, like, that's not unusual. It's kind of like my test on these dates. Oh, sneaky. So, wait, are you trying to get her opinion on who you're going out with, or are you trying to have an out to get out yourself? I mean, it's, like, all of the above. Okay. I don't think any of us can blame you
Starting point is 00:10:27 for wanting to have a safety net there on your date, but do you feel a little bit bad that Anthony got stuck with a giant bill paying for you and all of your neighbors and friends? Yeah. Um, no, not really. I mean, I offered, and he was a good guy and was like, no, I'll take care of it.
Starting point is 00:10:44 So he passed your test. Yeah, he passed your test then, so what's the problem? I offered and he was a good guy and was like, no, I'll take care of it. Yeah. He passed your test then. So what's the problem? I mean, he did, but he, he was kind of weird about it and like wasn't really social with like my neighbor and her son and stuff. And I don't know, I feel like it shouldn't have even been a question, but like, of course he's going to cover it. And then like, we were supposed to go on another date, like a double date with some of my friends and he didn't want to do that yeah because he wants to date you he doesn't want to date all
Starting point is 00:11:09 your friends and your neighbors and i know but like i don't know him yet like doesn't he want me to be like comfortable and also if you're worried about going out and getting stuck with the bill again then i don't know i can be with somebody who can actually afford to do that so would it have been better if he interacted more? Is that what you're saying went wrong? Or he would have been more cheerful when he paid the huge bill? Here's my credit card. I have been waiting to do this all night.
Starting point is 00:11:35 Thank you, Mallory, for offering me. Oh, only $120. Anybody want anything else? Another round of shots going, guys. I mean, to be fair, $120 is definitely not the highest bill that I've stuck a first date with. Oh, wow. If he's asking me out, then it should be my preference and what I want to do, right? Like, he's trying to impress me, and I want to see how he is around my friends.
Starting point is 00:11:56 I want to, you know, see how that goes. And when he said no, just, okay, then you go find somebody else. Okay. Chemistry with the friends and you yeah and you put anthony right for me you put anthony through a test by having people surprise him on the first date so we're gonna put you through a little bit of a test right now and surprise you with anthony who's actually been on the other line listening this entire time. Yeah, Mallory. Oh, wow.
Starting point is 00:12:30 I didn't realize. Maybe if you told me that you brought all your neighbors on all your dates, I could have been prepared for it. And I even understand, like, it's dating guys, it's scary out there. But did you have to invite her hot son as well? Forgot about him. Don't hear the term hot son a lot. He is like an adult, right? Yeah.
Starting point is 00:12:52 Oh, let's hope so. Yeah, he's like 23. Oh, wait. And also, that shows how secure you are with like your own attractiveness. Oh, he's also a test. That's perfect. How many tests does a guy have to go through in order to date you? It's like going through college. I know.
Starting point is 00:13:08 We got an ugly guy, a hot guy, a funny guy, an older woman. I can't believe how many people she gets to agree to participate in said test. They get a free meal, Brooke. I guess. Yeah, I mean, they do get a free meal because the guys I date should be able to pay for it. And if they can't, we'll just
Starting point is 00:13:23 move along to the next one. No, I mean, it's a lot of putting people in scenarios, engaging their reaction. It's so much test. Why don't you let things happen naturally? It sounds exhausting. No, y'all, it's fun. Maybe Anthony. It's fun for you.
Starting point is 00:13:36 For you, your friend. I mean, Anthony sees some red flags here. Am I right? Do you, Anthony? Or are you enjoying this? I mean, no, I wouldn't say enjoying i didn't enjoy the seeing operation of neighbors at the first date but i i mean i i also i do understand and i also i sure i would try a double date but it would be cool if everybody could go dutch
Starting point is 00:14:01 besides you know i'll cover mallory but i don't know about all her friends is the only thing yeah i mean i think it's kind of weird that you're like making it clear that you would need to like go dutch i think that if you were just cool with it you would just do it and you know my friends would like you a lot more oh anthony i think anthony was joking when he said that isn't that right anthony that was totally a joke you want to pay for it i i willing to pay for it. I am willing to pay for it. I mean, she's literally saying we won't like you unless you have a lot of money. She's looking for a sugar daddy. I have one more test for you, Anthony, because we will offer to send you guys out on the date and we are not going to pay for it. Anthony is going to cover the entire bill.
Starting point is 00:14:42 We've never done that. Isn't that right, Anthony? When I signed up for this, I don't remember you guys saying you were going to change. Yeah, the rules are way back. The rules are fluid on this show. And I do think Mallory would appreciate if you would step up like that. She doesn't need her more food paid for. But it would go a long way with her is the bottom line.
Starting point is 00:15:03 It's Anthony's fault if he still wants to go out with her. I mean, that's your doing, Anthony. I think she's worth all the pizza in the world. Wow. That might be the most romantic sentence ever uttered on this show. So congratulations, Mallory. Next to the hot sun coming. Well, Mallory, I think I already know what you're going to say now that we've basically
Starting point is 00:15:23 strong-armed him into paying for you and all your friends on your next date. But officially, I need to hear what you have to say. You know, I'm actually thinking that maybe you are. You have a little more potential than I thought. So maybe let's do this. What a coincidence. I think your intuitions are right, Mallory. Okay.
Starting point is 00:15:40 Not intuitions. If you want another opinion, I'm free. Okay. So better bring a second credit card on this one, Anthony You can come, you can come Wait, wait, wait Why am I going on another date and paying for everything? I don't understand
Starting point is 00:15:55 Because you're a chivalrous man Or you're a pushover I don't know which That's the same thing, Brooke Brooke and Jeffrey in the morning That was a successful second date call not only because they agreed to go out again That's the same thing, Brooke. Brooke and Jeffrey in the morning. That was a successful second date call, not only because they agreed to go out again, but because we didn't even have to pay for it.
Starting point is 00:16:11 Oh, yeah. Now they're both back on the phone to give us an update. Mallory and Anthony, welcome back to the show. Yay! Hi, thank you. I'm glad there's not three other people on the line. I thought for sure the neighbor was going to be here. We don't know that yet.
Starting point is 00:16:27 Is there anybody else on the line? Is it just you guys? Just us. Okay. All right. And what's going on? Are you guys still dating? You together?
Starting point is 00:16:35 What's happening? Yeah, we are officially dating. Yeah. For a couple months now. That's awesome. Wow. He passed some more tests then, it sounds like. Oh, yeah. No. Anthony is amazing. He's the sweetest guy. That's awesome. Wow. He passed some more tests then, it sounds like. Oh, yeah.
Starting point is 00:16:45 No. Anthony is amazing. He's the sweetest guy, and my friends love him. I think he's just great. Yeah. Anthony, are you in debt now that you're officially dating her? Oh, no, no, no. Well, I wouldn't say that. I mean, I'm just lucky is what I am.
Starting point is 00:17:01 Aw. That means he's barely floating above water. Yeah. He's on onto his 35th credit card for you anthony that is sweet though man sweet i mean just think about it like she was all about not seeing you and then she gave you a second chance and look where you guys are yeah yeah i mean he even offered to pay my rent he's just a a good guy. He just wants to help, and he's so giving. Did you say pay your rent? That's extra.
Starting point is 00:17:28 Yeah, I mean, it was really sweet. Do you guys live together? No, I just was trying to save up for some stuff, and so he offered, and it was so, so sweet. Anthony, you're cool with paying your girlfriend's rent? Yeah, I mean, yeah, it was her idea, but I mean, it's really responsible of her to ask me to do that right now because she's saving up for like a bigger investment kind of thing so
Starting point is 00:17:49 it's responsible of her to do it yeah have you told people that you're doing that anthony i think some people would have a you know uh nobody yeah nobody's asking it. You guys are the first to really ask me about it. Oh, man. Wow. Alexis Mallory got it figured out. What happened with you? I know. There's hope.
Starting point is 00:18:13 That's the price of love. Love comes at a cost. I don't know if the listeners are going to like hearing this. Text in. Well, Anthony, as long as you're happy, man. Are you happy? Oh, yeah. I couldn't be happier. All right. Well, Anthony, as long as you're happy, man. Are you happy? Oh, yeah. Okay. I couldn't be happier.
Starting point is 00:18:26 All right. Well, that's what counts. You guys said last time you were going to, the radio station was going to take us out for another date. Oh, for a date? There was like a gift card or something. Maybe. Jeff, do you have any gift cards?
Starting point is 00:18:38 I think he should get that now. I think we didn't pay for their second date. Let's pay for it. Babe, you don't need to ask that. That's awkward. You don't need to ask that. She's awkward. You don't need to ask that. She's like, we're not bored. You have all the money.
Starting point is 00:18:49 We're okay. Okay, well. Very concerned. Congratulations, I think, you guys. Yeah. Thank you. All right. Thank you.
Starting point is 00:18:56 Keep us updated. Brooke and Jeffrey in the morning. Is he living in his car? Brooke and Jeffrey in the morning. We're so done with new year, new you. This year, it's more you on Bumble. More of you shamelessly sending playlists, especially that one filled with show tunes.
Starting point is 00:19:15 More of you finding Gemini's because you know you always like them. More of you dating with intention because you know what you want. And you know what? We love that for you. Someone else will too. Be more you this year and find them on bumble catch john stewart back in action on the daily show and in your ears with the daily show ears edition podcast from his hilarious satirical takes on today's politics and entertainment to the unique voices of correspondents and contributors. It's your perfect companion to stay on top of what's happening now. Plus, you'll get special content just for podcast listeners,
Starting point is 00:19:52 like in-depth interviews and a roundup of the week's top headlines. Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. $1.4 billion in NFL quarterback contracts. The untold stories behind the biggest deals in football history. I'm AJ Stevens, vice president of client strategy at athletes first introducing the athletes first family podcast, the quarterback series,
Starting point is 00:20:20 my cohost, Brian Murphy, athletes first CEO. And I are sitting down with the agents who have negotiated contracts for Justin Herbert Deshaun Watson
Starting point is 00:20:28 Dak Prescott Tua Tugnavailoa and Jordan Love listen to Athletes First Family Podcast on the iHeartRadio app Apple Podcasts or wherever you get
Starting point is 00:20:37 your podcasts

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