Brooke and Jeffrey: Second Date Update - Second Date Update: Middle School Melee

Episode Date: July 15, 2022

The guy in today’s Second Date was surprised by his MOTHER on his night out… he’ll tell us all about his chance rendezvous in a brand new call in the podcast!See omnystudio.com/listener for privacy information.

Jon Stewart is back in the host chair at The Daily Show, which means he's also back in our ears on The Daily Show Ears Edition podcast. Join late night legend Jon Stewart and the best news team for today's biggest headlines, exclusive extended interviews and more. Now this is a second term we can all get behind. Listen to The Daily Show Ears Edition on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. We've helped people rekindle old flames on the show before. And when I say we, I mean Jose, Alexis, and I. What are you talking about? The other person usually barges into the conversation all pouty and sad and snuffs the flame right out.

Jeffrey, I love love. I think love is fantastic. I think it's what we should make. You don't have to scream it into my ear. Someone's overcompensating. I'm just asking out of the bottom of my heart, Brooke, today, please, let's not give up on these people so quickly. I feel like the only times you ever say that is when the people really have screwed something up. I can feel you giving up already.

I'm just saying, whatever happened, whoever said whatever to whoever, let's give them some grace. Let's give them some leeway. People can make mistakes. Let's be the healers that our listening audience deserves to hear. Is that so hard? What did they do wrong? A plus

for that. You're applauding your own speech? That's the type of energy that we're looking for here. Hey listeners, guess who the only person not applauding is? Can we ask that of you today? I feel like you're setting me up for something, but sure. A half-hearted sure is the best we're going to do

today, Thomas. We're in a mildly safe place. She says she'll behave. Welcome to the show, man. Thank you. Thank you for having me. We're ready to hear about the date that you went on. Tell us about who it was with. It was with Marie it was with marie

okay and she is somebody that i knew in middle school oh cute oh when i said old flame i didn't realize it was that far back really old yeah oh that's cute did you guys slow dance at a middle school dance before um no we were never close oh okay, okay. She actually beat me up when I was a kid. What? Beat you up? She's like giving you a swirly. You're like, you're so beautiful. Yeah.

Is she still scary or? No, she's not as scary. She's a little bit intimidating to me, but she's not nearly as scary anymore. Okay. Did she remember that you're the guy that she beat up? Yeah, so maybe I'm jumping ahead too much, but when I went out on a date with her, I actually wore a boxing helmet,

like a boxing headgear. Oh, so funny. That's amazing. Rematch, let's do this. We're adults now, let's go. Round two. What's do this. We're adults now. Let's go. Round two. What did she say when you showed up wearing that? She laughed.

She thought it was great. She knew exactly what it was. Oh, my God. That's actually pretty funny. How did you guys reconnect? Just through a dating app. Oh, wow. You guys matched on a dating app.

Cool. Yeah. So I'm like recently divorced. I got on the dating app and yeah so i'm like recently divorced i got on the dating app and and she was on there and i didn't recognize her like i sort of recognized her but not completely you're like can i get a picture of your fists coming towards my face then i might recognize it but it is kind of crazy how many people like stay in town like after high school like you're all in the same community still. That's great. Yeah, it was great.

Cool. So what'd you guys end up doing for the date? Well, I just texted her, like, hey, just want to meet up for dinner. We just went to, like, a sports bar and had some food. Oh, that made your headgear not stand out as much since we met. Oh, yeah. You guys here for the boxing match?

Right. Big fan. Big fan. Yeah. What was the chemistry like? I thought we had, like, great chemistry at chemistry like i thought we had like great chemistry at first i thought we had great chemistry i thought everything was like good you know conversation like energy the whole thing like i just felt like we had a really good dynamic at first at first why do you say that yeah so like i guess this was a dumb move on me but i told my mom you know it's a small community so we

all kind of knew each other's parents and all that stuff yeah and my mom actually ended up showing up on the date oh yeah i don't blame you i feel like my parents do the same if i was like you remember the blankety blanks from church did she like oh we want to say brooke brooke don't give up on love yet i can see it in your eyes. You're ready to quit on this. It's feeling bad. Hold on. How long was the interaction with your mom? Please tell me.

It was like, no, don't put the judgment. How long did she stay on your date? She didn't stay that long. I mean, she showed up, said hi, gave her a hug. But like, I didn't tell her to come meet up with this. So I hope that she didn't think it was come meet up with this so i hope that she didn't think it was like set up or something by me oh yeah i don't know honestly it could just be that like suddenly there's the adult sexy version of you and then when you introduce the mom all

she could see was the dorky junior high version of you that she beat up harsh yeah i know some people in this room actually use their moms as their wingman to this day isn't that right alexis i do think a guy would like me more of this but it sounds like it didn't work out quite that well for you no you say that the chemistry changed totally after the mom so that's you're thinking that's where everything went wrong yeah i think so i mean the date didn't last much longer after that like we pretty much just like we paid we hugged, and that was it. Not even like a chest bump.

Sports bar, I figure. Some physical contact. Some sort of bro activity, but okay. Have you reached out to her since that happened? Yeah, and it's nothing. Nothing. Wow. Has your mom tried reaching out?

She better not have. Like, I didn't ask her to. Oh, my God. Well, we'll find out for sure when we play a song, come back, call Marie for you, your old middle school bully. I just want to, like, let you guys know that she did beat me up, but I did get a few licks in, too. So it wasn't like a sweet loss.

While you're on the ground. We need enough words. Well, we're going to do it right after this with your second date update. Hold on. Second date update. You know, they say in middle school if a boy is ever mean to you, it's because

secretly he actually likes you and he just doesn't know how to show it. That's true. Sometimes it's true in adulthood. But I didn't realize when a girl in middle school roughs you up, it means she wants to go on a date with you 20 years later. Yeah, it's a long play. See if you've manned up at all in that time. Oh, that's why I never got beat up by any girl. That's how Thomas reconnected with a woman named Marie from back in his middle school days. They went out to dinner together, and the weird part of it was when Thomas' mom showed up unannounced halfway through just to say hi to Marie again.

Oh, my gosh. So that obviously threw a wrench into the romance part of the date and hasn't seen her or spoken to her since. Brooke, is there any final things that you want to say to Thomas before you ruin it once we get Marie on the phone? I mean, your mom ruined it, it sounds like, and that was a bad move on your mom's part, and you definitely need to have a conversation with your mommy about boundaries. Yeah, and I

promise, if you guys get me a second date, I promise I will not tell her about anything. I won't tell her where we're going. Nothing. That's a good rule to live by yeah secretive all right so i'm gonna dial marie's number we're gonna see what she has to say you ready thomas yep okay here we go hello hey is this Marie?

Yeah, who's this? My name's Jeff from the radio show Brooke and Jeffrey in the Morning. Um, okay. Yeah, exactly. Yeah, it's weird. This is going to be such a weird phone call to get. Sorry. Well, I'm...

Can we be in here? What's going on? This is something we do called a second date update. And one of our listeners, Thomas, reached out to us because he says he went out on a date with you. Oh, dots are being connected. Okay. Yes. Okay, yeah.

So he's been having trouble reaching you after the date, and he's not 100% sure why. He does have a little bit of a idea of maybe what caused it though um well not that it's any of your business but i was on a business trip right after that date i had to actually leave early to catch an early flight in the morning oh oh so maybe you haven't called him back just have you been just too busy yeah i just got. Oh, were you planning on getting back with Thomas then and having another date? Okay. Maybe it's not. So maybe we were reading it right.

What's going on? It was kind of cool. I don't know if he said anything to you, but we knew each other in middle school. Yeah, we heard the story about how you actually beat him up once. Yeah, yeah, yeah. That sounds like a fond memory for you, the way you just said yeah. And he told us that he wore headgear when he showed up to the date. Was that fun for you?

Well, it was right on the razor's edge of being totally too nerdy to be able to handle. Oh, I can see that yeah you have to be really hot to pull off like wrestling headgear it's funny well he's got that kind of like cute nerdy ryan reynolds thing going okay that's not a bad thing he's the ultimate guy you think ryan reynolds is nerdy no no she's saying a nerdy version of him. Oh, I see. Yeah. Okay. So he kind of pulled it off because at first I was like, oh God, no, please. It kind of was funny

and took care of the elephant in the room. I beat the snot out of him in sixth grade. It sounds good. Yeah, I mean, what else did you think about the date? His mom showed up. up yeah we were hoping you wouldn't bring that up we also know about that and he says he did not bring that up i know

i mean are we back in sixth grade oh my head well in his defense he had no idea that she was gonna just randomly showed up he didn't invite her there he felt the same way what you just said was like oh my gosh, my mom. Did it bring you right back to junior high? Is that why? Oh, yeah. No. Just like, do I need a hall pass for a second date? It was weird.

You were excited to see his mom and share some old stories. Oh, hell no. Yeah, it's probably not the mood that you were going for. No. I mean, can't you forgive him for that? It clearly wasn't his decision.

It was out of his control, yeah. Well, okay, so maybe that's out of his control, but I was actually thinking about getting back in town and maybe giving him a call and going out again because it was a great date up until that point. Okay. Then his mother called me.

Did you say called you? His mother called me. How did she get your phone number? I mean, it's a small town. We all grew up here. We all know each other. So, I mean, she probably called my mother and got my cell phone.

Oh, my God. What did she say? I get this call and she says, why are you not calling my Tommy back? He had a wonderful time with you. No. So getting a call from a radio station isn't making it better.

No. You're asking the same thing. Yeah, why aren't you calling our Tommy back? Yeah. So I was like, what the hell is this? I mean, is this what it's going to keep going on like? I don't know. Yeah, until you actually call him back and go on a date with him, clearly.

No, he has no idea that his mom called you. Do you know that? I don't know. I don't know. No, I'm telling you, he doesn't know. Yeah. I don't think he knows. We should ask him if he has any idea because Tommy, because I almost called him Tommy.

Yeah, don't do that. Thomas. Our Tommy. Our Thomas is on the other line listening. He's been there the whole time. He wants to talk to you, Marie. Yeah. Thomas, big boy voice when you talk to her now.

Yes, yes. I'm so sorry. I had no idea. Oh, my God. She reached out to you. And I apologize. I don't know what compelled her to do that i really apologize i promise you there will be barriers i will like set up barriers for this in the future it will never happen again physical barriers it sounds like you need to happen not

just like your mom told me on the phone in addition to reaming me out for not calling you back, she also said that she's spoken to your ex-wife over the years, and just between us girls, he's hot in the sack. No! Hey, that's a wrong endorsement for you, Thomas. Is that like the quote, too? Hot in the sack? Hot in the sack. And I'm like, oh, no. Thomas, is your like the quote too? Caught in the sack? Caught in the sack.

And I'm like, oh no. Thomas, is your mother right about that? I mean. I actually just want to jump out of my second story window right now. I feel like Jeffrey, of all people, has empathy for you. He's got a mom. You have a mom like this. She signed you up for a dating app without you even knowing about it.

But then you just get used to having her in the room when you're kissing the girls. She chews you on. She actually does have a lot of knowledge about this. I can see your mom like, let me just take some pictures for memory. That's so bad. Do you feel bad for him? You gotta

feel a little bad for Thomas. Oh, no, I do. I feel really bad for him, but do I need to jump into that kind of mojo? I know. No, yeah. Doesn't sound like you could handle his type of mojo according to his mom. It's a lot to handle. Mojo does sound like a mom word, doesn't it?

Thomas, I do think that you need to take a little bit of responsibility here because apparently you told your mom that Marie wasn't calling you back. Yeah, 100%. I mean, but I just didn't know that that was going to turn into her calling and trying to, like, get to the bottom of it. Well, and I hope the conversation was,

hey, mom, don't show up to my dates because now my date isn't calling me back. Yeah, I definitely should have probably brought that up. I mean, like... Seriously? Yeah, you don't talk to your mother that way. Okay. that up i mean like yeah seriously yeah you don't talk to your mother that way marie i just want to say like i'm so sorry that she reached out to you i did not know that was gonna happen and then on top of all of that we're on the radio right now and like we're putting all that stuff out there so i just want to say i'm like very mortified that that happened and um i'd really like to go back out with you i just you know i'm sorry about everything that sounds pretty sincere to me to my ears marie how do you feel about that

well could you pinky promise me that your mom's not gonna have anything to do with it like i said i'm gonna definitely have a talk with her about like everything that's happened i'm maybe not or yeah just stop talking to your mom well i mean i can't stop talking to your mom. Well, I mean, I can't stop talking to her. I mean, she is my mom. Good boy. Good boy. So let us step in here for a second and ask Marie. Marie, would you like to go out on another date with our little Tommy?

We'll pay for that date. Now that you know the whole story, you know everything. The truth. Yeah, I think I would. Yay! I want to pinch his little cheeks right now it's actually cute i do feel like we need to call his mom in like an awkward tuesday and like set some ground rules for you guys did she just say yes because he's such a sexual dynamo that's what it is isn't it marie the mom's actually wingman in it no comment oh okay oh nice this guy's got it i guess you want to thank your mom

bro tommy jr gonna be coming on the way talk about something else brooke and jeffrey in the morning that just goes to show no matter how bad the date is and how bad the aftermath of the date is if you bring a heartfelt apology and swear it'll never happen again, you have a shot for another chance at love. Yeah. Anyone can do it. I have such hard emotions on this one because I wanted it for Thomas. I want him to have another chance because he deserves it.

But for her, if I was her, I'd run. I'd run for the hills. I'm sorry, but you marry the mother too. Yeah, I don't want the mama drama. Well, I mean, seriously, it was hard to come back from that one. Not only does mom show up and embarrass you on the date, she calls after the date and tells her he's a dynamo in the sack, just like his daddy. That's a death sentence for 99.9% of these calls. But somehow, we worked a miracle.

Well, I think that his moves in the bedroom works a miracle according to his mom yeah yeah we teamed up on that one i think if this segment ever gets played in england we're gonna get knighted for it oh okay yeah sure jeff that's that's what i'm holding on okay you keep hoping for that all right and i also hope that more listeners send us emails asking for second date updates because we can call the person who isn't calling you back. Brooke and Jeffrey in the morning. Jon Stewart is back in the host chair at The Daily Show, which means he's also back in our ears on The Daily Show Ears Edition podcast. Join late night legend Jon Stewart and the best news team for today's biggest headlines, exclusive extended interviews, and more. Now this is a second term we can all get behind. Listen to

The Daily Show, ears edition on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.