Brooke and Jeffrey: Second Date Update - Second Date Update Classics: Rome-ANTS Isn't Dead + Standup Standoff

Episode Date: September 13, 2025

Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. Part 2 We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.

I just normally do straight stand-up, but this is a bit different. What do you get when a true crime producer walks into a comedy club? Answer, a new podcast called Wisecrack, where a comedian finds himself at the center of a chilling true crime story. Does anyone know what show they've come to see? It's a story. It's about the scariest night of my life. This is Wisecrack, available now.

Listen to Wisecrack on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hi, my name is Enya Umanzor. And I'm Drew Phillips. And we run a podcast called Emergency Intercom. If you're a crime junkie and you love crimes, we're not the podcast for you. But if you have unmedicated ADHD... Oh my God, perfect.

And want to hear people with mental illness, psycho babble. Yes, yes. Then Emergency Intercom is the podcast for you. Open your free IHeartRadio app. Search Emergency Intercom and listen now. Every case that is a cold case that has DNA right now in a backlog will be identified in our lifetime. On the new podcast, America's Crime Lab, every case has a story to tell, and the DNA holds the truth. He never thought he was going to get caught, and I just looked at my computer screen.

I was just like, ah, gotcha. This technology's already solving so many cases. Listen to America's Crime Lab on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. What would you do if one bad decision forced you to choose between a maximum security prison or the most brutal boot camp designed to be hell on earth? Unfortunately for Mark Lombardo, this was the choice he faced. He said, you are a number, a New York State number, and we own you. Listen to shock incarceration on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Hey, it's your favorite jersey girl, Gia Judice. Welcome to Casual Chaos, where I share my story. This week, I'm sitting down with Vanderpump role star, Sheena Shea. I don't really talk to either of them, if I'm being honest. There will be an occasional text, one way or the other from me to Ariana, maybe a happy birthday from Ariana to me. I think the last time I talked to Tom, it was like, congrats on America's Got Talent. This is a combo you don't want to miss. Listen to Casual Chaos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's your double dose on a Saturday. This is Brooke and Jeffrey in the morning, and you found our podcast. We're so glad you're here. I know we got some OGs who have been with us the whole time and at new people who maybe saw a second date on TikTok or YouTube go viral, even Facebook. There's people out there in the world that don't even know we're on the radio.

Yeah. I don't like, oh, we're all these cities. They're like, you're on the radio? It's wild. It's old school. Yeah. We've been here for a minute. But every Saturday we play two back-to-back classics, and before we get to it, we'd love to feature some of our favorite comments. Yeah, Lisa said, I don't know which is funniest, this radio show podcast, or that I've been on 63 first dates only, waiting for my second date update.

How have we not talked to you, Lisa? Oh, my gosh. And you never get a second date? Yes, listen, the way to get on a second date update is we go to the website. site, it's brick and jeffrey.com, and then you go to the submit page. And that's where you can submit. 63 submissions you can put in Lisa for all those days. You are doing the work to find a partner. So congratulations. I wonder if it's something simple. She's like, oh, I keep forgetting to put on clothes. Darn it. Hey, maybe they all suck. She might not be the problem. That's true.

I don't know. I'm on your side, Lisa. There we go. Hey, thanks for leaving the comments. Thanks for being here. We're going to start your back-to-back classics right now. How do I describe the call that you're about to hear a few minutes. Here's what I can say about it. You are about to meet one of the most unique and interesting women that we've ever had on this show, ever. Okay. That's a fact. It works in the brook?

Yeah. Definitely. Definitely more interesting in me. You're welcome. Will you like her or will you want to drive your car into a ditch? Or will you fall somewhere in the middle? I don't think there is a middle of her. Yeah, I'm guessing you're going to fall into one of the other extremes.

So better buckle up just to be safe. Yep, that's a good call. Because we need to get to this. It's your second date update. Next. Second date update. When we look back on our lives and all the people that we've dated, there's probably one that stands out as the most memorable.

And it could be for a good reason or a bad reason, but it's the most unforgettable person that you've ever been out with. Okay. One of our listeners, Brett, says he met that person recently. What? Already? And he's distraught. He used that word in his email that she's not replying back to his request for another hangout.

Now I understand the music when you use language like that. Distraught is a pretty enormous word for this show. You're going to have to dumb it down here on out, okay? Yeah, I'll do my best. All right. We appreciate that. So start from the beginning. And in layman's terms, tell us about the woman that you went out with.

What's her name? Her name is Taylor. Oh, what a great moniker. Okay. What is moniker? It's a fancy word for name. Oh. I was like, she's a monopoly guy?

She is fancy. Okay. How did you meet Taylor? I met her on a dating app. First of all, her picture stood out to me. She was standing in front of the. this just amazing painting, this huge, amazing painting. Is she an artist?

Yeah, she was covered in paint and, like, brushes and had a smock on the whole deal. Cool. Wow. So she's super talented. Yeah, she's super artsy and talented. So that stood out to me. Is there something, like, are you also artsy? Or, I mean, what attracts you to that?

Yeah, I appreciate art a lot. I've always been kind of artsy. It sounds exactly like the type of women that Jose dates. Yeah. Painters? Yes, very artistic. I think he usually just dates the nude models. Yeah, no, they're body painters.

Right. There is. Yeah, I know watercolors come into the fold somewhere. Sometimes I see finger paint. Well, yeah. I mean, that's great. So that's something that's attractive to you. Yeah, absolutely.

Cool. She's somebody that I just don't usually meet on dating apps. It's just a certain type of quality of person. Okay. So, I mean, you're building her up pretty big before you even meet her. How are you feeling, like, going into the first date? I was nervous as f*** because I'm not doing that person. Oh, see, that's the type of language that we understand on this show.

We need more of that, all right, Brett? She's using paint brushes. You're using crayola crayon. Right. I mean, that can be intimidating, though, if somebody wants to be. talk art with you and then you're like yeah I like colors too art can be fun and art is subjective right so you can like I mean so probably cheat a little bit tell us what was the date like building it up pretty big the date was amazing and it was she's not like if I look at her physically

she's not even really the type of girl I would normally go for but there was something about her like her presence she gave you presents that's so cool of her that's that's not what man oh i don't know like her or uh you know she had like this vibe oh she gave you or oh yeah she's got a vibe like that's cool man that's cool that you notice that you appreciate it yeah where were you getting this vibe like what's the setting yeah we're in a restaurant you know we had a couple drinks and stuff okay did you give her that compliment um not not quite i mean i was just captivated the whole time you know i was trying not to be that to sound like an idiot how did not say in like an idiot go.

That's a good question. Does that work out for you? Not sure. You know, I did my best, but I mean, I think we had a great conversation. I mean, we just got into a really deep conversation, like, we're talking about love and, like, the end of time. Whoa. And, like, if I'm totally honest with you guys, I don't know if I understood everything completely she was talking about. Oh, you got to go to the bookstore, get that end of time for double.

I like it. I like it. I mean, you're saying a lot of nice things about her. Yeah. Maybe you didn't understand. It's a good thing that you still vibed and liked her. What do you think she was thinking about you? I don't know.

Just like the way that we were dressed, you know, I was in a baseball cap and a polo and she's wearing this long, flowing dress. What? Oh. Like a sundress? Or did she think you were going somewhere fancy? She's like, we're at the Met Gala, right? The only way I could describe it is that she was like a goddess. Wow.

I feel like it's still a sundress. Maybe like a rap. Yeah. Like a maxy rap. Okay. I'm intimidated just hearing about her. I know. You've never talked to a goddess before.

I wonder if we call her if she's going to have symphony music for her ringtone. You know what I mean? We're going to find out in just a minute. Let's talk about how the date ended that night. Well, yeah, we talked for a really long time. and I dropped her off and I gave her a kiss on the cheek that's true

yeah I mean it seemed like we both had a good time and I said I would contact her again but then contacting her again I didn't hear anything so did she ever confirm that she'd contact you back like that she was

I mean give any indication she was looking forward to seeing you again you know if she did I don't know if I really understood it she was just kind of talking mysteriously a lot but you liked that yeah but I like

I liked it I like the way she talked she was just a very mysterious person keeps you on your toes I don't know what she's saying but I like it you were sober right on this day I just like that I mean like not just from alcohol like sober I had a few drinks but just within the

conversation she just started a fire in me wow Wow. That's a passionate feeling. Beyonce would say you're drunk in love. Yeah. You're sounding like a poet right now, Brett. My body also burns in places, too.

Yeah. It'll be a good thing. We might need to set you up with a doctor's appointment after this. But first, we're going to call Taylor for you, and we'll try and get you a second date update with the mysterious goddess. Ooh, I like her. Yeah, I'm really glad because I'm so nervous. I don't know what I would say.

I'm glad you guys are talking to her first. Yeah. We're going to try our best. We'll do it right after this. Hold on. Second date update. We've been hearing a lot of words that we don't normally get for a second date call to describe the woman that Brett went out with the other day named Taylor,

like mysterious goddess, hypnotizing siren. Did you say that? I don't know that he said that. Something like that. I mean, I like it. Long flowing dress. while she ate her cheese fries. Oh, that's a classy lady.

Dude, that's the goddess I want to be. Just the cheese fry goddess. This is a one in a billion type of woman, according to Brett. And he's not sure why really it works for him, because this isn't the typical type of lady that he goes for. Well, maybe that's exactly why it works, right? None of the other ones have worked. That's why we're here.

No question. He is curious about where this could take him. And Brooke, you had some curious years, which ended up paying off in the end. So what do you think about this woman? I think she sounds amazing. Maybe she has a lot of options on dating apps. You know, like if she's so different and she stands out so much,

I'm sure you're not the only one that's noticed. You know? You think that's possible, Brett? Yeah, it's very possible. Okay. So you may have some competition, but are you up for that? I think it's more can he keep up? Yeah.

Coming from Alexis, it's not great. She's a little goddess, too. Thank you. I am nervous, though, to call Taylor here. If she's as amazing as you say she is, but we're going to give it our best shot. You guys can do this. I believe in you. All right.

One of us does. Here we go. Hello. Hello. I'm looking to reach Taylor. Who is calling? Mask. Thank you.

My name is Jeffrey from a. radio show called Broke and Jeffrey in the morning. Hi, Taylor. Hi. Hi. Hello. It's a terrestrial. Oh, yes.

It's nice to you say hi to everybody. Top of the morning. She's not Irish. I thought that was like a... And we're actually doing a segment right now called a Second Date Update, which is a dating segment where we try and help out some of our listeners with their love lives. I love love. Oh, that's great, Taylor.

I will tell you right now, we have done hundreds, if not thousands of these. and no one has ever had that response. Yeah. And I'll tell you, out of all the hundreds of thousands that we've done, no listener has ever talked about a date like Brett did about you. Yeah. Oh, you want to talk about Brett. Yeah.

Yeah, let's talk about Brett, baby. Uh-uh. Let's talk about you and me. Sorry, that was low class. I loved it. We won't ask you about Brett. Oh, well, I guess you could ask yourself, how do French chef make you love them?

What? Sorry, what? A French chef? Is it a riddle? They butter you up. Okay, so wait. So Brett did that? He was buttering you up on the date?

I'm not understanding. Okay, wait. Or maybe he didn't. Did Brett not give you enough compliments and you didn't like that? Not enough butter? He didn't grease your wheels. Or did he literally just eat butter on the date? Let me just say this.

Okay. I hurt the most when I'm lost. I'm sometimes the whole. hardest to express, but the easiest to ignore. I can be given to many or just one. What am I? French fries. I'm not going to try on this one.

The most... What? You know, that makes a lot of sense to me when you say that, Taylor, but my co-host seem like they're in the dark a little bit. So... I don't know. I think it's French fries, but... I'm love. I am love. You're love. Oh, it's love. Oh, that makes sense. So you like Brett.

This makes sense when we talk to Brett. He was having a hard time describing how you felt on the date. Oh, yeah. You know, like, he didn't know what your vibes were. He couldn't really tell because he said you talked, you were like a mystery, you were an enigma. It seemed like you're very deep. Can we ask you about your date with Brett? Because he told us a little bit from his perspective.

Well, I don't know if I should get into specifics, but I can tell you this. Okay. What do you call two Italian ants? This is a joke? I like it. What is it? Romance. Romance.

Oh, Rome and ants. Rome and. Oh, Rome is Italian. Okay. Okay, so you want to have a romantic connection with him. I don't know that he understands that because you're not very direct. But can you not judge her so much? I'm just, honestly, I'm getting a little frustrated.

Yeah, you're intimidated by her and so you're lashing out. I'm not. I just, just talk to me. It's okay. We all have our process. Okay. Okay. It's very nice of you to be so understanding when my co-hosts are being so not understanding of you. It's more straight to the point.

No, it's just, you said romance and ants and, I mean, that means that you like them, right? Don't forget the butter. And the butter. Like, these are all good things. I feel like maybe she's just talking about her perspective of what love is in general and what she's searching for in a partner in the universe. Excuse me, I was talking. I was finishing my thought. And I think that as the driver of this segment, it's time to bring.

Brett into the conversation and see if his love fits into her love universe but that is that could be interpreted very well does it fit I think you need to work

on your poetry I'm not quite as deep as well yeah I bet Jose gets it I'm just gonna tell Brett to come on the phone Brett Hi so Taylor the way the segment works is Brett is on the other line

listening trying to understand what's going on as everyone is beautiful that's beautiful okay oh you like that's also beautiful cool okay so you two can talk to each other Brett take a breather over here

I mean I think did you did you get what she was saying Brett? Yeah oh that makes sense to you could you interpret it for us really Brett I mean I think that she was

just saying that she really appreciate love and, like, connecting with people? Yes, Brett, yes. Oh, okay. I like, and they understand each other very well. That's good. I just want someone, maybe Brett, maybe not, to someday have rabbit friends. Rabbit friends.

See radishes? No, rabbit. Oh, rabbit. Why rabbit friends? Well, because you know what the rabbits friends say when they get a Valentine's Day card. What do they say? Do they thump the ground? What do they do?

What happens? It looks like some bunny loves you. Somebody. Somebody. I like her. How does that resonate with you? Yeah, I'm a person who, you know, is always diving deep into the rabbit holes of life. Right.

Okay. Yeah. I mean, it's making sense to them. Yeah. That's what matters. Rabbits like to multiply, so maybe... Bro, why are you going to take it? Why are you going to be all like that?

Care today, gone tomorrow. Okay. So... You guys are basic. Oh, right. Basic. No cap on that, okay. Yeah, bro.

But I feel the energy vibe in between you two right now. The oras are matching, you're saying. Yeah. They're meshing, the rainbows. It's like one big aura now. It's, yeah. It's a double... So or a orgy.

Right. So with all that said, and with all the energy in this room right now, I would like to ask Taylor, will you go out on one more date with Brett? Because these are his words. He said that you started a fire within him. I'm not even making that up. Well, let me answer your question with a question. I wouldn't want it any other way.

Go ahead. Did Adam and Eve ever have a date? There's a snake involved I could never be bad on a date Someone pour some water I know, Brooke is randy Just tried to improve his her analogies right now Sorry, Taylor, did Adam and Eve have a date?

The answer is no, but they did have an apple Ah Okay, because it's like a fruit It's better than a date. So you want to have an apple with him? You guys would make a good pair. Okay. Do we have gift cards?

for apples? I think Applebee's. I got some. I got an apple in the fridge right now for my life. We would love to mail you that apple for a date. Taylor, if you're up for it. What will be will be? Oh man. No wonder he reached out to us for help

to understand this. I'm going to say yes that she agreed to go out and meet up with Brett one more time. Unless it's like a bee pun joke because of honeybees. Do you still want this date? It's just so exhausting. I know. I feel we've been on the phone for two hours I'm calling it we're sending you guys out

one more time yeah Applebee's cool it's a match made in heaven that's for sure insubidably

good luck you too thank you Brooke and Jeffrey in the morning my name is Ed everyone say hello Ed from a very rural background myself. My dad is a farmer and my mom is a cousin. So like, it's not, like... What do you get when a true crime producer walks into a comedy club? I know it sounds like the

start of a bad joke, but that really was my reality nine years ago. I just normally do straight stand-up, but this is a bit different. On stage stood a comedian with a story that no one expected to hear. On 22nd of July 2015, a 23-year-old man had killed his family. And then he came to my house. So what do you get when a true crime producer walks into a comedy club? A new podcast called Wisecrack, where stand-up comedy and murder takes center stage. Available now. Listen to Wisecrack on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Hi, my name is Enya Jumanzor. And I'm Drew Phillips. And we run a podcast called Emergency Intercom. If you're a crime junkie and you love crimes, we're not the podcast for you. But if you have unmedicated ADHD... Oh my God, perfect. And want to hear people with mental illness, psychobabble. Yes, yes.

Then Emergency Intercom is the podcast for you. Open your free IHeartRadio app. Search Emergency Intercom and listen now. We got a text to 78592 that says, I'm pretty sure I'm the only listener left because my radio is broken and I can't change it off your channel Oh, come on

We appreciate you sticking with us Even if you didn't have a choice That was nuts That was out there I liked it You did? Yeah, I did It just got a little frustrating for me

At a certain point Like I love deep thinkers And everything But like can we answer a question? Just one With not another question Yeah I'm gonna be honest

I really don't see them Actually going out again even though I forced it at the end there. Oh, I don't think it matters what you tried to force. Yeah. That woman is doing whatever she wants. Exactly. But here's the good news.

She did save him and his feelings. Because she could have totally been like, oh, he's not on my level. Like, I'm a mountain and he's a lowly flower or what type of mountain goat is he. It could have gone that way. But she just said what will be will be. And that's how we should leave it. Okay. Or she just left him hanging, which kind of sucks.

Maybe it was a live ghosting. Or they're going to get married. Like, who knows? Yeah. Even if they got married, he's like, did I say I do? I don't know. If they ask her and she goes, do I? Yeah.

But if you ever want to get help from this show, it couldn't possibly go any worse than that call did. Yeah, it was a call. So reach out to us. What's the Harm? And you can find all of our second day podcasts up online wherever you get yours at Brooke and Jeffrey. Brooke and Jeffrey in the morning.

I would say most of our listening audience has never been personally involved in a second date update. Yeah, that's true. Oh, my God, I bet it's like 0.05%. We have millions of listeners. Most people probably haven't emailed the show and haven't had to speak to our producer, thank God. But let's say you reach out to us

and you get selected to do one of these with us. The bare minimum that we ask is tell us the full story and just pay attention to. during the call. Oh, yeah. Just focus for a few minutes while we try to help you. You should have to say that though. They're wanting to hear these.

Pretty demanding, Jeff. I think I wouldn't have to say it. But that did not happen today. No. I think maybe it's the first time we've ever had to deal with a situation like this. You're going to hear it in your second date update right after this. Second date update. Even though we already have one in our midst, I'm told we are not allowed to

We are not allowed to say the famous words. Tell me a joke, funny guy. What? Oh, yeah, that's never fun. Because on the phone, we've got a stand-up comedian. Hey. Oh, I like dance, jester. You don't say that to all the stand-up comics that you meet?

I've never uttered that sentence in my life. We get it all the time. Tell me a joke, funny guy. Yeah, tell me a joke, funny guy. So it's like, you're a comedian, tell me a joke. I'm like, you tell me you work at Subway. I'm not going to be like, make me a sandwich. Oh, yeah, you would.

Yeah, you would. I don't know how it works, but let's ask the actual stand-up comic who's on the phone right now to get a little bit of help. His name is Darren. Darren, welcome to the show. Hey, how's it going? Hey. You're hilarious. Did you like that one?

That was my opener. Oh, that was good. I liked it. I liked it a lot. Darren, how long have you been doing the stand-up comedy thing? What's your goals? I've been doing stand-up comedy for about 10 years now. My goal is just to make people laugh.

I like to let people just escape from their reality for a little while. It's the opposite of our show. We like to bring people right back down to reality. Like-minded brother. Good luck out there, man. You're actually probably doing better than me. What am I saying? Yeah, who are we calling today?

Yeah, you met a girl recently? Yeah, I actually met her at a stand-up show. Oh, shocking. Oh, wow. There's always girls hanging out at the end of every comedy show waiting to meet the comedian, right? Because there's nothing sexier than a guy or a person that can make you laugh. Was she a groupie, bro? I mean, a lot of these girls are kind of on the sleazy side, but this is a classy girl, though, so she was a rare breed.

Oh, wow. What's this classy girl's name? Aaron. Okay. Oh, Darren and Aaron. Oh, that's funny. I didn't think about that. That makes your celebrity nickname really easy, then.

It's Darren. Yeah, it's Darren. That's great. So what was it, like, did you strike up conversation first, or did she approach you? Yeah, I had seen her around at a few. different shows but I hadn't really talked to her and she saw me do my act and she came up to me and told me I was funny and that was the first time I actually asked her out but at that point she told me she doesn't date comics. Oh, that's a smart, smart choice. How did you respond to that?

Well, I told her that's fine because I work construction. Oh, that was good. Okay. That was good. She laughed for sure. Yeah, she thought that was funny and so I finally, I get her to want to go out with me and I don't want to take her to a bar though you know I want to take her somewhere nice yeah okay okay okay because that's almost like just taking her another comedy club comedy club is huge bar I think a bar for a state is great but yeah it's like it feels like it's like taking it's like taking them to work yeah you don't want to go to your own work place okay you said somewhere nice what'd you do so I booked this city bus tour oh just like goes around the city okay oh like the red buses the two story

Yeah, or they have the ones that can go in the water too, the duck one. Darren, no offense, I thought you were saying that you were classing it up. Yeah. Darren, no offense, I thought you were saying that you were classing it up. It's got an upper deck. Oh, if it's one of the nice ones. It's a British bus. This is a very classy. Okay. It's a double decker then. Never mind. Why do I feel like one of your comedian friends is the tour guide? Yeah. He keeps pulling the court. Uh-huh. I didn't even know who was doing the jokes. It was just like, something. guy doing all kinds of corny stuff. Okay. Unimpressed. That's kind of a funny date.

Like, you get to see the whole city. That's actually a good date idea. A lot of time to talk and things to talk about. How was it? How did it go? It went good. It was going good at first. You know, we're going to all these cool places.

We're seeing all these different sites. Yeah. But then I thought it would be funny to get off the bus right before it left for the next stop. Wait, what? What? Wait. With her, you mean? Like, oh, we're going to.

going to get off the bus and go get a drink? No, she was still on the bus. Oh, brother. Were you laughing as the bus pulled away with her on it? This is one of those when she says she doesn't want to date a comic. This is one of the reasons why. Yeah, that's true. You think you're funny and you're not being funny.

No. It was kind of funny when I pretended to run after it. Oh, my God. What did her face look like? What is pretending to run? Probably getting smaller and smaller. I don't know, but it gives me the ink imagining it. She was definitely surprised.

And she had to wait for me like at the next stop. And she wasn't thrilled about that. Did you tell her it was a joke? Or did you say, oh, my God. No, I did tell her it was a joke. I thought it was funny, but I ended up having to apologize. I felt bad. She didn't laugh?

No, she did not think it was funny at all. So funny. Usually when you explain the joke afterwards, they really burst into laughter. Alexis mentioned the thought of this gave her the ick. Do you think you gave her the ick? No, not that. Watching a man chase a bus. Exactly.

Yeah. Did you think that gave her the it, bro? Are you gross, runner? That was so specific. Yeah. I don't know if that did it, but I don't usually run, so it could have possibly. You could be like a funny runner. I've seen some dudes that I'm like, why are you flailing like that?

Yeah, maybe the unattractive running, the thing. Okay. That's a specific to a Lexus thing, though, I did you not be a runner? Since it was a hop-on, hop-off bus, did you, were you able to get it back on track? Like, go take her finally to dinner or a drink? No, not really. We didn't end up doing anything afterwards. Oh, did that ruin the vibe?

I was kind of thinking maybe we should have just gone to a bar. In retrospect It's your home It's your safe place And also you're like At least a second date I'll do that Yeah okay But here we are

So that was how it ended Yeah I mean I liked her She was nice She was very smart She was not like a lot of the other girls In the comedy scene So How long has it been since you and Aaron hung out

It's been like three weeks now Oh yeah She's not into you Have you heard from her at all Or seen her at the club Because it sounds like she was going To the comedy club She hasn't been around lately, so I haven't seen her.

Oh, God. Scared her right out of the entire comedy scene. She used to love to laugh. She was just crying. She's all watching horror movies. Well, maybe we can cheer her up and hopefully get her to agree to another date with you when we come back and do your second date update right after this. Second Date update. Quick recap, if you're just joining us, we got Darren on the phone, who's a stand-up comedian.

and convinced a girl at one of his shows to go out on a date with him. Yeah. Even though she said she doesn't date sleazy comics. He shouldn't say sleazy. Well, that's implied. Oh. So Darren took her on a classy date on a public bus tour. Yeah.

Where they learned about museums and landmarks and bridges, all the sexy stuff. Technically, it's a private company that runs those, Jeff. Oh, the tours? Yes. Just so you know. Thank you for that footage. It wasn't a city bus. It was a bus in the city,

Jeff. Gotcha. Excuse me. But, yeah, it was a hop-on, hop-off bus, so he thought it'd be funny to hop off without her. And now, weeks later, he's still trying to recover and get himself another date. So that's where we're at. If people miss the first part, he did meet back up with her that night.

It's not like that was the last time he saw her. Yes. How are you feeling about that whole revisit of your date there? Darren? Darren. Oh, sorry. What's that? How are you feeling about that revisit of your date there, Darren?

You know, I thought it was okay. I mean, the part where I got off the bus obviously wasn't the best idea, but overall, I didn't think it was that. Okay. Bro, listen, obviously you're a top-tier comedian. The bus thing is hilarious. If this girl doesn't have a good sense of humor, do you really want to date her anyways, bro? That's true. That's a good point.

I got your back. I got your back. This might be the problem with the mindset of comedians. I don't know. I think we're going to watch a movie in Will Ferrell is going to be chasing after it like a city buzz. one day we're all going to be like oh Darren, Darren called this Oh my God, the new Kevin Hart movie City Bus Tour

I love that movie We think heartthrob, we think Will Ferrell That's a good point too. I don't know Us comments, we're not hot, we're just fun Let's just talk to your date, Aaron. We'll see if she answers and hopefully get an explanation for why she hasn't talked to you in three weeks. Oh, man.

We get it's a long time. Good luck. Hey, good luck to you too, man. Hey, you guys, it's break a leg. They say break a leg Because you hope to get cast It's an acting thing Not a stand-up comedy thing

It could be a stage thing It could be a stage thing If he's audition for SNL Then it's break a leg All right Well we're gonna break a body part And we're gonna There you go Jim

We're gonna call her in here Here we go We're gonna be politically correct Hello Hey is this Aaron This is she Hey Aaron You're on the radio right now

With a show called Brooke and Jeffrey in the morning Hi Aaron Good morning Aaron Welcome to the show What's what's going on We're doing a segment called A second date update It's a very unfunny segment that we do

Because we heard you're not really into laughing And stuff a lot But we're trying to help hook you up with That's what she said earlier Wait what? You love laughing You go to lots of comedy shows But you don't date people that make you laugh.

Yeah. How did you guys get my number? We got it from Darren, who you went on a date with about three weeks ago. Darren the comedian. My God. Oh, my God. Yeah. Was that like, oh, my God.

No. Didn't sound like it. I know. I just, that's kind of wild that he would give my number to a radio station, don't you think? Well, not really because we do this segment like three times a week. Yeah. Yeah. This has been going on for decades at this point.

But the reason that he gave us your number is, because he had a really nice time with you when the two of you went out on that bus tour. Oh, and he said nice things about, like, how classy you were and smart and... It sounds like he's probably told you a lot already. I don't know exactly how much she shared with you about our first date. Just hit the highlights. It was a city bus tour. There was an awkward moment that we kind of mentioned before about him, like, hopping on and off the bus as like a joke.

And as you drove away still on the bus, he thought that'd be funny. and he said that you didn't find that very humorous. Yeah. Okay, good. So he did tell you that. Yeah. I mean, like, I like to laugh and everything, but just imagine being in my shoes,

watching your date kind of like sort of, not pointing and laughing, but like being outside of a bus watching your drive. I mean, I was horrified. Like, I, we drove together, so I was like, am I going to now be stuck alone as a car when I get back to it? Yeah, you're in, like, panic mode. It's not funny to you.

No, and we definitely don't have that much. much history to even be kind of pulling those types of jokes. Yeah. Yeah, good point. But he did say that he apologized that night. I mean, he did. He definitely did, and he caught up with me, so it ended up being fine and, like, I

don't want to, like, hurt anybody's feelings. I think the best way to say it is, like, we just don't really vibe. Oh, comedians don't have feelings. Yeah. You really like that stuff. I'm already depressed anyway, so what are you going to do? Look, I understand that sentiment. That's really nice of you to, like, keep his feelings in mind.

But he's really confused. He's hoping to get a little bit of insight as to why you've, you know, not talked to him in the last three weeks so that maybe he could find some closure. All right. Well, since he decided to call you guys and ask for it, I mean, I'll tell you. But honestly, I think he's funnier on stage than he is in person. And that's only, like, on stage when it's scripted and they've had time to rehearse this bit that they're, like, funny. And maybe I just didn't get to see that side of him. So I don't want to say, like, he's not a funny person.

I'll just say he's not my kind of comedy. That's a great observation. Most people think comedians walk on stage and guests. You know, it's like these guys have practiced or jokes for months sometimes to deliver. It's still not fun to hear. No. No. You know, to hear you're not funny.

But we're comedians. Not everyone's going to find us funny. Yeah. He knows. Oh, actually, he does know. Yeah, he kind of does know that now. because the way that the segment works, Aaron, is we have Darren listening on the other line.

Oh. Oh, I bet he's just laughing and laughing right now. He's already writing a new set with this. Yeah, that's good. Is it for fuel, bro? Is that Darren, are you there? You're cracking up? Yeah, sorry.

So what happened? What? Wait, what? You were joking. Were you listening? You didn't hear her? Yeah, I was busy. I was doing something around the house.

You guys are taking forever. Okay. It's kind of important. The whole reason you call this was so that you could hear her explanation. Is this another ADD comedian? Because you already have one of those. Listen, Darren, talk to Aaron. Hey, Darren.

It sounds like maybe you didn't hear any of that. So that's probably for the best. I was just wondering, like, you know, what happened? Oh, God. We've gone over this already, Aaron. That's a good question. It's a very important question. Maybe if you tell the story a few more times, it'll sink in for him.

But go ahead, Aaron. Darren, when you hopped off of the bus, the tour operator really put me at ease, like, both with jokes, and he was also just really, really nice. And I think it's probably, it's probably fair for me to tell you that he asked for my phone number. Oh, my gosh. The tour guide? Good on him. Yeah.

I just thought he was so funny. And, like, we have been out a couple of times, and I just don't quite feel right. We're talking about the same tour guide, right? This is the tour guide from the bus. with the pretzel jokes and the kazoo. Yeah. Those are kind of corny to her. I've got to laugh and just thinking about it.

I didn't even heard what he says. That's your kind of comedy. He's not even a real comedian. I'm out there every day grinding, honing my craft. This guy is a half. Are you kidding me? Oh, that's funny, man. Come on.

Wait, well, Darren, Darren, while you're honing your craft working in a quiet room, he's out there actually performing every day. That's an observation. I mean, there's a lot of crowd work. Doing observance. humor for people on the sidewalk, museum jokes. Do you know how hard it is to make history funny?

And he doesn't. Oh, dude. She's awesome. She's got his back, too. Oh, man. Does that hurt worse than her just not going out with you, Darren? Well, I mean, she said she doesn't date comics. I guess she's sticking with that.

This guy is definitely not. That was a good one. All right. You got a good one in there. Look, Darren, this is the point where normally I'd ask to send you two out on a date. and we'd offer to pay for it. But I think before I do that, now that you've heard, well, I guess kind of heard, you missed most of it. But now that you know that the girl that you dated is hooking up with the corny tour guide from the bus,

do you still want us to ask her out for you? Anybody who's into tour guide humor, I'm going to have to probably pass on. I wanted like a joke off between the two of them. But she's already seen his jokes and she clearly thinks this guy's better. Oh, you know, saying. If he doesn't have any jokes, how can we have a joke off? Maybe Darren, quick, hop off the phone and then back on, like he did on the bus. We'll stay here.

That would be hilarious. Okay, try it. Are you gone? Oh, we really did hop off. Well, I guess good luck, Aaron, with your new boyfriend. Oh, no, I'm devastated. It didn't work out with Darren. Oh, she's funny, too.

Not the only one with jokes. Brooke and Jeffrey in the morning. My name is Ed. Everyone say, hello, Ed. I'm from a very rural background myself. My dad is a farmer, and my mom is a cousin. So, like, it's not, like... What do you get when a true crime producer walks into a comedy club?

I know it sounds like the start of a bad joke, but that really was my reality nine years ago. I just normally do straight stand-up, but this is a bit different. On stage stood a comedian with a story that no one expected to hear. Well, 22nd of July 2015. A 23-year-old man had killed his family. And then he came to my house.

So what do you get when a true crime producer walks into a comedy club? A new podcast called Wisecrack, where stand-up comedy and murder takes center stage. Available now. Listen to Wisecrack on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Hi, my name is Enya Umanzor. And I'm Drew Phillips.

And we run a podcast called Emergency Intercom. If you're a crime junkie and you love crimes, we're not the podcast for you. But if you have unmedicated ADHD... Oh my God, perfect. And want to hear people with mental illness, psycho babble. Yes, yes. Then Emergency Intercom is the podcast for you. Open your free IHeartRadio app.

Search Emergency Intercom and listen that. Man, this was a big win for bus tour guides everywhere. Yay. Good on him. I mean, dad humor is on top again. Yeah, male and female bus tour guides, you really are natural comedians. You're out there educating the public about mid-century architecture and making people laugh and stealing our dates right out from under us.

So we salute you, good for you. Yeah. You know, I'm impressed that you really defended Darren as long as you did since he couldn't even follow the phone call to begin. Yeah, dude. I mean, got him a great shot. Yeah. But at the same time, I can't blame him for tuning away from us. Yeah, that's also true. I've been there before for sure. Big conversation sometimes. I'm not even listening right now. You're the one talking most the time. Yeah, and I hate it. So I'm going to stop talking and just encourage you to go online and find our podcast. You can find all of our second dates and all of our show content, wherever you get yours at,

Brooke and Jeffrey. And we will help you in your dating life. We'll try. We'll be here. I don't know how much help we'll be. But email the show. We'll call that person who's not calling you back. I just normally do straight stand-up, but this is a bit different. What do you get when a true crime producer walks into a comedy club?

Answer, a new podcast called Wisecrack, where a comedian finds himself at the center of a chilling true crime story. Does anyone know what show they've come to see? It's a story. It's about the scariest night of my life. This is Wisecrack. Available now Listen to Wisecrack on the IHeart Radio app

Apple Podcasts or wherever you get your podcasts Hi, my name is Enya Umanzor And I'm Drew Phillips And we run a podcast called Emergency Intercom If you're a crime junkie and you love crimes We're not the podcast for you But if you have unmedicated ADHD Oh my God, perfect

And want to hear people with mental illness Psychobabble Yes, yes. Then Emergency Intercom is the podcast for you. Open your free IHeartRadio app. Search Emergency Intercom and listen now. What would you do if one bad decision forced you to choose between a maximum security prison or the most brutal boot camp

designed to be hell on earth? Unfortunately for Mark Lombardo, this was the choice he faced. He said, you are a number, a New York State number, and we own you. Listen to shock incarceration on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Every case that is a cold case that has DNA. Right now in a backlog will be identified in our lifetime. On the new podcast, America's Crime Lab, every case has a story to tell. And the DNA holds the truth.

He never thought he was going to get caught. And I just looked at my computer screen. And I was just like, ah, gotcha. This technology's already solving so many cases. Listen to America's Crime Lab on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's your favorite Jersey girl, Gia Judice. Welcome to Casual Chaos, where I share my story. This week, I'm sitting down with Vanderpump Rule Star, Sheena Shea.

I don't really talk to either of them, if I'm being honest. There will be an occasional text, one way or the other, from me to Ariana, maybe a, a happy birthday from Ariana to me. I think the last time I talked to Tom, it was like, congrats on America's Got Talent. This is a combo you don't want to miss. Listen to Casual Chaos on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.