Brooke and Jeffrey: Second Date Update - Closure Call: The Web Date That Got Away

Episode Date: August 13, 2026

One of our listeners met the PERFECT person at the wrong time. They went on a date nearly two decades ago that was INTERRUPTED halfway through… Now all these years later she wants to reconnect in a Closure Call!See omnystudio.com/listener for privacy information.

Behind every night spent making the kids' lunches, there's a lot of suspense. Will they finally eat the veggies? Will the pasto survive the first bite? Will the lunchbox come home empty, half full, or come home at all? And will you finish episode 8 before you're done slicing the cucumbers? Get Bell Pure Fiber Internet with Craved Netflix and Disney Plus from $94 a month. Price guaranteed for two years on internet with a two-year term and auto pay credit. Visit bell.com.za for details and to check availability.

Bell, connection is everything. Andy fans. Carrie Brownstein and Fred Armisen here. The Dream of the 90s is alive in podcast form. We're launching Podlandia, AEO rewatch, our brand new podcast where we revisit every episode of Portlandia together, breaking down sketches, going deep on our iconic characters, and pulling back the curtain on how it all got made. And we'll also be joined by the people who helped bring it all to life.

Guest stars, collaborators and friends, including director Jonathan Chrysall, the mayor himself, Kyle McLaughlin, legendary musician Amy Mann, and many more. Kyle is going for it here. You fully improvised, not just words, but a song. Well, I thought you were all going to write a song. I remember you thinking that. Listen to Podlandia. A.O. Rewatch on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Hey, this is Hayes Davenport. And Sean Clements. We host the podcast, Hollywood Handbook. Every episode we're trying to help our guests improve their careers by mainly focusing on how they can help us improve our careers. The show is famously super accessible so you can be. easily jump into any of our 650 episodes and understand what's going on. We recommend some of our recent episodes with Ben Stiller, Danny McBride, Riz Ahmed, and

Mary Steenberg. Listen to Hollywood Handbook on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Nick Tuturo. You probably know me from NYPD Blue, The Longest Yard, or Spike Lease Black Klansman. And on my new podcast, delivering happiness with Nick Tatourl, I deliver pizza to a new guest. I've shared a slice with everyone from Seth Rollins. What are you doing my belt? to Bill Burr. I don't think I've ever met somebody

so exactly out of their mind as I am. And now we even have more great guests coming up, including the great John Tuturo. It's called Happiness. Delivering Happiness. And many, many more. Open your free High Heart Radio app. Search Delivering Happiness with Nick Totoro.

And listen now. This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse. The world gets crazier. And Yamanika is here to tell whoever's responsible, you're the problem. I just found out who Sidney Sweeney was.

If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much. I'm Yamanika, and I'm out. Listen to You're the problem with Yamanika on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. We went on on yesterday's podcast. Yeah, there's been a lot of a female body parts this week. It's some things. Okay, so we're going to get to your brand new closure call here in just a second.

but let's review what we learned after our sushi fun yesterday. I don't know why I was surprised. More people were on Sophia's side than I thought. Yeah, we got a lot of people saying she just needs someone more fun. Okay. Okay, Sophia, you're definitely my type. That was awesome. Sophia needs someone more daring and on her level.

I like how she doesn't care what anyone thinks. Wild and spicy. She thought she got an Uber ride home and it was the cops, right? People love that too. Oh, yeah, lots of laughs on that. Okay. I don't know. Team Sophia, I guess. Do you, Sophia? Prove us wrong. All right. Well, let's figure out what's going on today. The brand new episode starts right now. Brooke, if we ever did this for you and went back to find your first ever online date?

I've never been on an online date. Oh, that's right. Computers weren't invented yet when you were dating. You relied on sundials at the time. My bad. I'm sorry. You know what? I do think we should give her credit because she's putting herself out there. taken a huge risk, trying something to find if true luck can still exist. You know what? I think we've put all the blame on our producer who set up those questions very wrongly. Okay. Yeah, he doesn't do that knowing that it might get a weird response.

I mean, we could have apologized. We could have ended with though you want to hang out with me. That's not good radio. I know. I blame him. And it was 20 years ago. She didn't remember the landlord threatened to call the cops. things were hazy.

I am glad that she got closure, though, even if Thomas is still judging her for her 22-year-old mistakes. I don't think he's judging her. He just doesn't want to be any part of it. Exactly. That just shows that he never matured. So screw that guy. Either that or when someone shows you who they are,

believe them. 20 years ago? I bet you he still has the old Britney Spears schoolgirl poster up in his room because he hasn't moved on. That would be concerning. Yeah, that's right. I think Jeff's projecting that. I think Thomas loses. Anyway.

It's Brooke and Jeffrey in the morning. We can always help you with your person in life and not sabotage you, we promise. Yeah, hit us up next time, baby. One more time. What's that famous phrase ancient scholars used to say? First, the worst, second the best. Third's the one with the hairy chest. Yes.

I think that was Aristotle, wasn't it? Yeah, I think it was in the Dead Sea Scrolls, too. Oh, no. sometimes first isn't the worst. In fact, sometimes first is the best thing you almost ever had. I think it usually is. It's the jealous people that say first is the worst. Well, first being almost the best is definitely the case for our listener, Liz,

who apparently has spent years thinking about one of her firsts to the point that she asked us for a closure call today. Oh, I love a good closure call. If you don't know, that's the segment where we help listeners track down someone from their past, so they can ask those long-lingering questions that have been hanging around in their minds to finally, hopefully get some closure. So Liz is our caller today. Liz, welcome to the show. Hi, thank you.

I'm so curious what first we're talking about. There's a lot of first in life. Yeah. Which first is occupying your mind? Well, I've always wondered about what happened to my very first website date. Website date? His name is Thomas, and I can't forget them. First guy that you met online.

So it was like match.com or something. Wasn't that always everybody's first? Honestly, yeah, it was one of those. I don't remember which one. It was so long ago, but he was so cute. Oh, I screwed it up, though. What happened? Yeah, why didn't it work out?

Well, what really happened is we went on a great date. It was a dinner, restaurant kind of thing, and we were going out and had a great time. But then my ex, who I had just sort of kind of, kind of recently broken up with, kept calling me in the middle of dinner. And I, you know, listen, hindsight probably should have just turned that stupid phone off. But I, it kept ringing and I would, like, answer it, and I would hang up on them. Oh, you were answering the phone in front of your new guy, Thomas? Well, I kept, like, hitting the ringer to turn it off.

But then he kept calling back. I was like, maybe it's an emergency. Oh, God. It never is with an ex. Yeah. Can I ask how long ago is this? 20 years ago Wow

Well this person Do you know if they're even single? Oh my God You went on one date? Yeah that's what I mean I know but listen I'm like recently divorced So you just

You sort of reflect on your life Oh my God I was like Does it really hurt to try and reach out to this guy Because I just God he was so perfect Can I ask how Why did this man make such an impact on you?

You went on one date And you were totally distracted By your ex the entire time I know your ex sounds like the one that really liked you. Yeah. I know. No, listen, this guy, he was like a saint.

So, like, at the end of this, because, you know, my ex kept calling me and I was just like so upset, I had to go home. And he's like, no, no, you can't drive home in the state. Let me drive you home. Oh, my God. You were visibly upset about your ex at dinner so much so that you weren't able to drive. And this man. Took care of you?

No, listen, it gets better. So, like, I got to my apartment. And lo and behold, my stupid ex was there. Oh, God. He's the. worse. This guy's toxic. Well, hold on. Let's get the guy a chance. Maybe he had something really sweet to say.

Maybe there was flowers. I don't know. I'm sure he did. Toxic people are great at love bombing. And some people love those people. No. It's not a good idea. Well, what happens? So he's waiting. Your ex-boyfriend is waiting for you in the parking lot when you arrived there with you and Thomas.

Like, how does that interaction go? I mean, they weren't like fighting or anything, but Thomas did try to go out and like talk to him a little bit. But I sort of kind of freaked out. I mean, it was only 22 at the time. So I, like, I basically just sort of kind of ran inside. And I had to get away from it all.

And then, like, 20 minutes later or something, like, I came down and they were both gone. And I have no idea what happened. If you had to, like, guess, what do you think happened between the two of them in that time you weren't there? In my head, I was like, he totally told some lie about whatever. And because he still, my ex still wanted to get back together with me. And he, like, wouldn't give up. But I asked him what. happened and he didn't answer

he's like oh I don't know I was too drunk I don't remember I was like what the hell your ex was too drunk yeah oh god he showed up drunk please tell me you didn't end up dating that guy again oh no no well by the time I went back on the dating app I mean he had already blocked me

no she's asking about your ex you didn't end up dating your ex again no no wait a minute though did you just say Thomas blocked you yeah oh no what do you think happened that night that turned him off?

I don't know. I guess that makes sense. She's crying so badly about her ex at dinner, answering the phone. They go back. He's still there. Yeah. It's blockable. There may have been like one or two red flags that came up.

That's blockable. You're right. You can blame all that on her crazy ex that showed up drunk. Yeah, but why 20 years later do you want closure on this? Like, what is the closure you need? I just felt such a connection with him and I really, I'm sort of just hoping that maybe he's single. Because it was just in my eyes, there was nothing wrong with him. He was like a great catch.

And it just was the circumstances. One that got away. I feel so nervous about doing this. And I really just hope you guys can help me. Yeah. Wow. Well, we can. That is such a wild request.

Liz, you've been working with our producer on the four questions that you wanted to send his way. Yeah. Okay. And all that you're waiting for now is to hear what answers he wrote back. and that's what we're going to find out. But wait, this is your first time on our show, right? Yeah. You already said first is the worst.

Yeah. This is not going to go well, Jeff. But for her, first is always the best. Yeah. Okay. I'm pretending like I get it. Yes. All right.

We're going to ride this positive energy. And when we come back, we will read the responses from Thomas. Oh, my gosh. The guy you met online almost 20 years ago to hear what he has to say. in your closure call coming up right after this. If you're just joining us, we're in the middle of a closure call seeking answers for our listener, Liz,

who has spent years wondering whatever happened to the very first guy she ever met on the dating sites. Oh, man. Well, we definitely know why he stopped talking to her. Yeah. Even Brooke was shocked by the story because it takes a lot to rattle this grizzled old radio vet.

Dude, I get it, though. I've had exes like she had. That are just traumatic and toxic. Relentless. But you were right that this is a bold move for her to want to reach back out to somebody she met one time about 20 years ago. Yeah, that's so crazy to me. But this guy's name was Thomas. Their first date was going pretty well until her ex-boyfriend started blowing up her phone in the middle of dinner.

And not only that, he was waiting for her in the parking lot of her apartment. While drunk. Yes. Yeah. Not in a sober state. So Thomas went to go talk to him While Liz went inside to escape the drama But when she came out

Thomas and her ex were both gone Yeah and she even went to search for Thomas On the dating apps and she was blocked Blocked on the apps blocked on the phone It's her biggest regret by far And she's always wondered what if Which is why she's come to us And we've helped track down Thomas

And sent him four questions It's so crazy Did you ever get a chance to apologize to him after that had happened? No, I never heard from him again. It was that night and that was it. This is the first time? Oh, my God.

This is crazy. I can't wait to hear what he says. Yeah. Let's find out because we said... My heart is, like, beating right now. He's responded to all four of your questions, Liz. Are you ready to hear these? Yeah.

Here we go. Well, let's get started. Your first question you sent said, Hi, Thomas. This is Liz from two decades ago. I know it's been a long time, and you probably don't remember me, but you were my first online date ever. Can you believe it? Oh.

Anyway. This sounds like a diary entry from... I like it. Oh, my God. I am like so blushing. You're genuine. It's a cute thing. It's good to remind him of who you are.

We're writing an old school letter here, so this makes sense. But she goes on, anyway, I recently got divorced. And I know this is a long shot, but are you single? Oh, that's our first question. We're just jumping right in. Circle yes or no? Yeah. I'm guessing there's no way you were so cute and nice back then.

If so, who's the lucky lady? Oh. Oh, I like that approach because you're complimentary to him. He was so nice. Like, it's only deserving that, you know, you would be with respect. I mean, he was a great guy that night. You know, though, this opening question is kind of also reflecting what your ex did, like not letting things go.

It's all right. Well, Brooke, she's not drunk like her ex was. She's only buzzed. Ah, okay. Let's give her some credit here. We're just teasing you. We're teasing you. She's like, no.

Here's the thing. Thomas did right back and responded. He said, Hi, Liz. Wow. Blast from the past. Oh. Okay.

I actually do remember you very well. Huh. Oh. That's a good. Well, is it. No, it's not. It could be a, He remembers her because it was an infamous night of her crying over her ex and the guy's showing up.

Let's find out. He says, Kind of hard to forget a night like that. Yeah, see? I'm sorry to hear about your divorce. Hope things get better. And yes, I am also single.

Oh. Divorce really does suck. He's been through it? Okay. Also, thanks for the flattery. However, I'm not interested in us rekindling anything. Whoa. Oh, no.

That was like a roller coaster. Just shut you down. He remembered. Yikes. That was a roller coaster. How shocked are you that he's not interested, Liz? I'm, well, listen. I mean, it's a long shot, but it was something I just, I want a closure to.

You don't know unless you try. You can't win the lottery unless you try it. That's true. But I wonder what his reasoning would be. And that's just the first question. Maybe he'll change his mind by question three. Number two, will you be my new wife? I don't know.

because for those who don't know or who have never heard this segment before, we send all four questions all at once. Yeah, we shot our shot on the very first question. So what are we doing for two, three, four? Let's find out what happens in question, too, because Liz's second question says, our one and only date we had was a long time ago, and I remember it ending way sooner than what I hoped for.

Oh. I think that's my fault. Okay. What do you remember from that night? Ooh. I can't believe you put this to Liz. It says in parentheses, and it's okay to say I looked good too. That's cute.

That's flirtatious. Okay. I like that, Liz. Okay. Okay. So Thomas writes back, he says, from what I remember, I believe it started off pretty good. Okay. We were laughing a lot.

So that's the same as you. We're on the same page still. That's good. And we barely put in our dinner order when your phone started blowing up. He does remember. How could he forget? Apparently, your ex was drunk and causing a scene outside your apartment. He kept calling, then your roommate started calling.

Oh. And then your landlord threatened to call the police. Oh, my gosh, that was worse than what we heard. Dot, dot, dot, dot, not the most ideal first date. Yeah. Should have let that landlord call the police. Then it would have been taken care of by the time you got back to your place. Oh, my God.

I don't even remember all this stuff. God. I should have let the landlord call the cop. Well, in your defense, it was a long time ago, and there was a lot of stress that night. I'm sure you tried to block some of that out. Yikes. And you were 22 years old at the time. I mean, we were all stupid at 22 years old.

Yeah. That's just part of the age. Some of us stupider than others. Most of us in this room. Question three. I can't figure out who he's talking about. Yeah. I know.

You keep thinking about it. Question three says, I know my ex, parentheses back then, messed it up for me, and I'm I regret it. Did he say something to you to scare you away? Oh. Yes. It's one of my biggest regrets. Yes, that's what we don't want to know.

Here's what we want to, because here's the one piece of information that we didn't have is what happened between the two of them while Liz was inside the apartment. This is like, kind of like a murder mystery right now. This is the one question that really has been bothering me all these years that I really want to know the answer to. Yeah. Well, he did answer it, so let's get you some closure here. He says, after we took.

took our food to go, we got to your apartment, and both you and your ex were crying messes. Oh, no. Wait, why she was crying to you? Well, remember, she was crying at the restaurant. That's why he wouldn't let her drive home. Oh, because she was so upset. Yes. This is a fun segment because she's remembering and Jose is remembering what happened 10 minutes ago.

I'm trying to focus on one thing at a time, okay? It's good. We're still in it. He continues, in fact, you went inside and left me outside with him. Ah, okay. It wasn't that he was trying to take one for the team. You abandoned him. I didn't know what to do back then.

Oh, yeah. This is such a messy night. He continues. He says, I think his name was Matt or Max. Can't remember. But I do know he was really drunk and ugly crying. Oh, man. He started telling me all about how he messed up the relationship.

That's nice for him to take accountability. Yeah. Sounds like a great guy. I'm sure. He says, dude was way too drunk to drive. I ended up driving him in his car back to his place. Oh, wow. Took a cab back to my car and realized you took all the food inside with you.

Oh, no. So I just left. You stole his to go box? I thought I was doing him a favor by putting it in my refrigerator. Oh, my God. Oh, Liz. Wow. Okay.

No wonder he said not interested in that first question. Oh, this is bad. All right. Well, we have one more question to go through. We'll just wrap this up. Well, we should just get the final closure. Okay. Question four says, this may be a long shot, but what do you think about getting a cup of coffee and catching up?

Well, she wrote that before she had answered. Well, she asked if he was single before and now, yeah, okay. Okay. So she says, or we could go out and have another crazy night together. No, you did not write that. I promise this time my ex won't show up. Ha, ha, ha, ha. Oh, I bet he's laughing so hard.

So he writes back, once again, no thank you. Fool me once, shame on you. Fool me twice, shame on me. Yeah. Oh, no. I never kind of recovered from all that. What do you feel, Liz? You feel like you got some closure there?

Yeah, like amusement park. I just got off all the rides. I'm done. Yeah. But I am curious, whatever did happen to your ex-boyfriend after he got home that night. Oh, God. I think he came over the next morning. Oh, Betty did.

Oh, God. And we ended up eating all the food that we had from dinner last night. No. Thomas's leftovers. That's so perfect. That is the perfect end to this story. Brooke and Jeffrey in the morning. Behind every night spent making the kids' lunches, there's a lot of suspense.

Will they finally eat the veggies? Will the pastos survive the first bite? Will the lunchbox come home empty, half full, or come home at all? And will you finish episode 8 before you're done slicing the cucumbers? Get Bell Pure Fiber Internet with Craved Netflix and Disney Plus from $94 a month. Price guaranteed for two years on internet with a two-year term and auto pay credit. Visit bell.za for details and to check availability. Bell, connection is everything.

This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse. The world gets crazier and Yamanika is here to tell whoever's responsible, you're the problem. If you come over here to play games, I'ma check you. Okay? If you do some in the news that don't sound good, I'm going to play you.

Join Yomeneka Saunders as she breaks down the week's most problematic stories on her new podcast. You're the problem with Yamanika. Do you know I just found out who Sidney Sweeney was? New episodes weekly every Wednesday is part of my new network, the Dear Chelsea Network. If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much. So join Yamanika each episode as she answers one question. Who's the problem?

I'm Yamanika and I'm out. Listen to you're the problem with Yamanika on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Brooke, if we ever did this for you and went back to find your first ever online date. I've never been on an online date. Oh, that's right. Computers weren't invented yet when you were dating. You relied on sundials at the time. My bad.

You're bad. I'm sorry. You know what? I do think we should give her credit because she's putting herself out there taking a huge risk trying something to find if true luck can still exist for it.

I think we've put all the blame on our producer who set up those questions very wrongly. Okay. Yeah, he doesn't do that knowing that it might get a weird response. I mean, we could have apologized, we could have ended with though you want to hang out with me.

That's not good radio. I know. I blame him. It was 20 years ago. She didn't remember the landlord threatened to call the cops. Things were hazy. I am glad that she got closure, though, even if Thomas is still judging her for her 22-year-old mistakes.

I don't think he's judging her. He just doesn't want to be any part of it. Exactly. That just shows that he never matured. So screw that guy. Either that or when someone shows you who they are, believe them. 20 years ago? I bet you he still has the old Britney Spears schoolgirl poster up in his room

because he hasn't moved on. That would be concerning. Yeah, that's right. I think Jeff's projecting that. I think Thomas loses. Anyway. It's Brooke and Jeffrey in the morning. We can always help you with your person in life

and not sabotage you, we promise. Yeah, hit us up next time, baby. One more time. Hey, Portlandia fans. Carrie Brownstein and Fred Armisen here. The Dream of the 90s is alive in podcast form. We're launching Podlandia, A.O. rewatch, our brand new podcast where we revisit every episode of Portlandia together.

breaking down sketches, going deep on our iconic characters, and pulling back the curtain on how it all got made. And we'll also be joined by the people who helped bring it all to life. Guest stars, collaborators, and friends, including director Jonathan Chrysall, the mayor himself, Kyle McLaughlin, legendary musician Amy Man, and many more. Kyle is going for it here. You fully improvised, not just words, but a song about it. Well, I thought you were all going to write a song. I remember you thinking that.

Listen to Podlandia. A.O. Rewatch on the IHOL. Heart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, this is Hayes Davenport. And Sean Clemens. We host the podcast, Hollywood Handbook. Every episode we're trying to help our guests improve their careers by mainly focusing on how they can help us improve our careers.

The show's famously super accessible so you can easily jump into any of our 650 episodes and understand what's going on. We recommend some of our recent episodes with Ben Stiller, Danny McBride, Riz Ahmed, and Mary Steenberg. Listen to Hollywood Handbook on the IHeart Radio app, Apple Podcast. or wherever you get your podcasts. I'm Nick Tatoro. You probably know me from NYPD Blue,

the longest yard, or Spike Lease Black Klansman. And on my new podcast, delivering happiness with Nick Titoro, I deliver pizza to a new guest. I've shared a slice with everyone, from Seth Rollins. What are you doing my belt?

To Bill Burr. I don't think I've ever met somebody so exactly out of their mind as I am. And now, we even have more great guests coming up, including the great John Tuturo. It's called Happiness. Delivering happiness. And many, many more.

Open your free high-heart radio app. Search Delivering Happiness with Nick Tutorl. And listen now. This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse. The world gets crazier. And Yamanika is here to tell whoever's responsible, you're the problem.

Do you know I just found out who Sidney Sweeney was? If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much. I'm Yamanika, and I'm out. Listen to, to you're the problem with Yonzie. on the I Heart Radio app, Apple Podcasts, or wherever you get your podcast. Summer Blockbusters are back.

The Odyssey and Spider-Man. Brand new day have taken over cinemas, and Raiders of the Lost podcast has all the coverage you need, including our interview with director Destin Daniel Creighton. What surprised you about Tom Holland? He shows up to every meeting early. He's the first one on set. Aside from learning all of his lines, is also able to memorize everybody's name on set. Download the free IHeartRadio app.

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