Brooke and Jeffrey: Second Date Update - Second Date Update: Blunder Down Under

Episode Date: August 18, 2023

One of our listeners is looking for all the help he can get locking down another hang out with a VERY classy woman. Catch the 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. Second Date Update. One of the keys to successfully dating is just to actually give a crap and try. That's a big key, Jaffa. I feel like that's too much work.

The thing is, don't try too hard because that comes off desperate. Oh, yeah, that comes off desperate. You can't try too little either, though, because then you seem like a jerk who just doesn't care. Try just right, I'm out. Goldilocks it, and try medium, until it's just right. And one of our listeners, William, emailed the show saying he's

worried he may have tried too hard on his date. William, you didn't channel your inner Goldilocks for this? I tried. I might have tried too hard on his date. William, you didn't channel your inner Goldilocks for this? I tried. I might have tried too hard. You didn't wake up in a strange house with three bears? Failure. If you're not down in porridge, you ain't doing it right, man.

Well, we can't undo anything that happened, but why don't you tell us about it a little bit? What's the name of the woman that you went out with? Her name is Stacy. Okay. So where'd you meet her? I met her online. Okay.

And, you know, at first I was actually pretty intimidated just by her profile pictures. Oh, because she's, like, really attractive to you? Well, that for sure, but also she seems to have kind of an extravagant, sophisticated, cultured life, more so than myself, I'll say. Okay. What did she put in her

pictures to, like, depict that? There was, like, pictures of her on a sailboat with what looks to be her very well-dressed family, maybe in Greece somewhere. Oh my gosh. She was, you know, at soccer games in Europe.

That's a match, sir. Yeah, good point, bro. Wouldn't expect you to be fancy enough to know that. That's amazing. So, yeah, it was really intimidating, which I actually told her that in the initial messaging. Oh. You did?

Yeah. I mean, I'm pretty honest, maybe to default, but. Okay. Well, she obviously liked it because she responded. Alexis, if a guy writes to you, I'm intimidated by i'm like yeah i don't know is that not a strong move no not really i mean a football game in europe doesn't cost that much it's like don't be that intimidated okay i'm just saying ticket to get there okay i'm just saying i i take it bad wow but the bottom line is she responded.

Yeah, she responded. She said, ha ha, you should be. Oh, she liked it. My type of woman. So what did you do for a date? I made dinner reservations. Nice little spot. I got dressed up, even borrowed a nice shirt from my roommate.

Oh, the good shirt that everyone shares. Do dudes normally do that? Like share fancy clothes? When you have a roommate life, I used to have a blazer and we had like a community blazer. I was like, who needs it tonight? It's like a large. It's like the little black dress for a bed. Exactly. All you gotta do is a whatnot.

Don't throw it on anybody. Did that pay off for you? I mean, I was feeling good, so that's helpful, I think. And she told me I looked nice, and she looked incredible. Did you tell her that was scary, too, how good she looked? Yeah. I mean, I reiterated how intimidated I was. I imagine you, like, cowering at everything.

Just wincing every time she lifts up her fork to eat. You're too beautiful. We're playing it up for you man i i'm sure you were fine i think so i mean she was really nice for the most part i mean i saw that she loves chocolate also on her profile so i thought i'd bring her a gift and i brought her almond roca oh that's cute okay ew we all going to act like that was the best option? I mean, it's kind of a grandparent's chocolate, but, you know. But good for you.

I always see it at the store, and it looks nice. It has, like, gold foil. I thought it looked kind of fancy. But she said it's not really chocolate, which I've never had really eaten myself. It's kind of toffee. It is a lot of toffee. Yeah, it's true. It's harsh to say when someone's giving you a gift that's not actually take us to the highlights of the date

what were the good moments well during dinner i wanted to get i had i was so curious you know from her profile and i kept asking her a lot of questions and i might have kind of asked too many questions is that possible i don't maybe if it starts to feel like somebody's giving you the third degree or interrogating you, which wasn't really my intention, but... I mean, if there's not like a real natural flow to it, I guess. You don't want the date to come off sounding like a job interview. Yeah. So tell me your weaknesses.

Where do you see yourself five to ten years from now? Can you think of one question that went too far? I asked her if she's ever been engaged before. Oh, what? Common first date question. It only was in a note. Okay. And what was her response?

Well, because we talked a little bit about house relationships, and she was dating a guy in Spain for a long time. And that's how it came up because she said it was really serious. Oh, man. That's kind of intense. I was not trying to pry, though.

You're not trying to pry? I'm sure it was. Okay. I don't think it's that bad. Let's go to the end of the day. What happened at the end? Well, we had the almond roca

for dessert, which was nice at the restaurant. Good. You just opened up the package right there? Yeah, well, because they asked if we wanted any of the dessert. She said she wasn't that hungry, but I said,

oh, I brought this for you, and that's when I presented her with the roca. That's when she turned up her nose and said, it's not really chocolate. She did say that, but then we did actually enjoy it together, and I hope she thought it was funny that I tried, even though I failed at even bringing chocolate. Some pity, Rocha.

Yeah. All right. All right. Well, I'm going to give it a B plus so far. That's my grade. Maybe like a C. I'm grading it on a curve. Have you heard from her?

Well, I haven't really heard from her but it ended okay like we hugged we said goodbye yeah that's that's what brooke does with her children though so you can't really judge by that but also gives them almond roca and they complain about every food item i give them so the good news is there's a lot of room to improve from here we're gonna try and do that when we come back and do your second date update right after this. If you're just joining us, we're on the phone with William, who went out recently with a world traveler named Stacey. Stacey has studied in the universities of Europe. She's dated the men of Spain and cheered for the football clubs of Lichtenberg

where instead of cheering hooray, there they cheer in reverse. Oh really? Jose, can you say hooray backwards? Yeah! That's right. It's classy because it's European. Yeah! Well hopefully we'll all

be saying yahoo at the end of the second date when we get Stacey and William to meet up again. I like it. But obviously, she is clearly a world traveler. He was intimidated by that, which led me to the question, William, why would she want to go out with you in the first place? Oh, gosh. Jeffrey, that came off so hard. He said himself that she's so worldly, she's so traveled.

What would be the appeal for her? Well, I'm a nice guy, and I'm open to going on more traveling ventures. I mean, I've traveled a little bit myself. Oh, you've traveled the world? Come on, Jeffrey. Not everybody can afford that, but I think what would be appealing is he seems like a really curious guy, right? Like, that's who someone who likes to travel websites for curious men and i think that's a totally different issue bro he's like i think you sound totally fine by the way william honestly interested

in her adventures he asked a ton of questions yeah have you traveled at all before you not travel what's your travel experience no yeah i i mean I've been out of the country. I've gone to Cabo twice. Oh, wow. I've driven to Scottsdale before. Scottsdale. Wow. Not just Phoenix. All party places. Oh, the Paris of Arizona.

Okay. There's something to work with here. It's not quite the Vienna Opera House, but it's close. Plus, the positive is she could Opera House, but it's close. Yeah. Plus, the positive is she could show him all these places, Jeffrey. Right. We just have to convince her of that. And he can show her the golf course at Scott State. Yeah.

Let's just get her on the phone. I'm excited to talk to this worldly lady. Let's get her on the phone right now. Here we go. You ready? Does she speak English, Jeff? Have we asked this? She does speak English, right?

I think she speaks a couple languages, actually. But English is one of them. English is one, on your date. Otherwise, this call is going to go really, really badly. All right, I'm going to try English on her, see how it goes. I'm dialing the number right now. Hello? Bonjour, is this Stacy?

We are looking for Stacy. Hello? Je m'appelle Brooke. um bonjour is this stacy i'm so sorry for this hey at least i use french i won't try hello sorry hey stacy i'm hoping uh this is a radio show called broken jeffrey in the morning um what can i help you yeah we need a lot of help we really do but mostly we're looking for help for one of our listeners named william because he's a guy who rumor has it you went on a date with recently what is this about a date yeah this is it's a segment we do called second date update where our listeners go out with someone and if they're not hearing back or if they feel like they're getting ghosted they can email us and we'll try and reach out to that person for them it's a real north american continent type thing yeah sorry for being weird about all the north america stuff it's just we we heard that you're very well traveled yes i am well traveled uh who

is the guy or what which date was this i've been on a couple recently. It was William. Oh, yeah, William. Oh, William, yes. Yes. You guys went and got dinner together the other night? Yes, we went out to dinner. Okay. Did you enjoy it? I don't know what you want from me here.

It was a nice time. I guess that's what we want is honesty. Yeah, we're trying to help out William a little bit Because he doesn't understand why there hasn't been a second meetup He really liked you a lot And thought that maybe they saw some potential Between you two Honestly, he just wasn't cultured enough for me

He lacked manners Hold on, are we nitpicking? Did he not have he lacked manners. Oh. Lacked manners? Hold on, are we nitpicking? Did he not like have his fork in the right area of the plate? No, he just, he didn't have, he doesn't have good etiquette. Okay. Can you, example. Yeah.

An example is he kind of yelled out when he had to go to the bathroom, you know, we're in this really nice restaurant. Wait, what? I gotta pee! Potty, potty time! He announced it to like the whole room or what, you know? We're in this really nice restaurant. Wait, what? I gotta pee! Potty! Potty time! He announced it to, like, the whole room, or what do you mean? Yes, he just, he got up and he says,

I'm going to the bathroom, and it was like, it was a big announcement. Oh, yeah. Wait, what? That's bad etiquette? Well, all you can do, Brooke, is say, excuse me. I think he was just trying to tell her where he was going, so that you didn't think he was ditching you or something.

Well, he could have just said, excuse me for a minute. Exactly. I'll be right back. Pardon me. I'll be right back. You have a lot higher standards than I do. I'll tell you that. I think that's a little bit picky, at least for us.

Is that all that he did? No. We're at a very nice steakhouse, and he waved down the waiter to get more bread. Okay. Is that rude? What is that? I love that bread. I know.

If the bread's good, you want more. Well, it just seemed a little low class to me. What? I just waited until they came to refill my wine. This is a good server at a nice restaurant. He's going to check on you all the time, so you expect them to be around every five minutes. I guess if I remember back to my private school,

you are supposed to wait for the waiter to come to the table. You're not supposed to shout across the restaurant. That's why they ask, hey, can I get anybody anything? Nobody lives by these rules anymore. They're like... Well, that's okay to Fuddruckers, Brooke, but it's not okay when you go to an actual respected place. He took her to a beautiful steak dinner, right?

He's the one that picked it. He's the one that took you there. Yes, the restaurant was great. It's just, I mean, there's more stuff. He's just so loud. And I was whispering because there's other people around. And it was just really inappropriate for such a nice place. I'm sorry, guys. Excuse me. nice place. I'm sorry, guys.

Excuse me. Excuse me. I'm sorry. This is William. We were at an Outback Steakhouse. What? Wait, what? It's not like it wasn't a Michelin star type of restaurant. I mean, I'm sorry.

Hold on. Hold on. Hold on, William. I need to let Stacey know that William has been waiting on the other line listening to this whole conversation. He's wanting to talk to you, obviously. It was an Outback? Yes, it was an Outback Steakhouse. It was the first time I've ever been.

It was a very lovely Australian steakhouse. It was lovely. So hold on, this is kind of funny. You're so worldly that you've never been to an Outback, which is not worldly. What do you mean? Stacey, you think that an Outback Steakhouse is a very, like, fine dining establishment? I'm sorry. It's a big compliment for any Outback people listening.

It's not that it was, like, the best steakhouse I've ever been, but it was just... It was cute. It felt authentic. Wait, wait, wait, wait. Did you look around at the other guests? You can wave down all the free bread you want there. Yeah, totally. I have traveled a lot, and not all restaurants are five-star, you know, Michelin restaurants,

but they're beautiful and there's culture. So I thought that that was just an authentic, you know, thing. You were giving it the respect it doesn't really deserve. There's definitely culture at Outback, but it's not, like, high society culture. Yeah. That's rude. You know, honestly, I'm just happy he didn't take me to a chain restaurant. Chain restaurant.

Oh. That would be bad. You know, I wouldn't recommend Googling Outback Steakhouse. That would be awful. But you should try Applebee's. It's this little quaint place. Oh, yeah. Great Long Island iced teas.

I heard it's the neighborhood bar and grill. Maybe a TGI Friday's. Uh-oh. I don't want to give you too many ideas. Honestly, I don't even know what you guys are talking about. Oh, okay. Well, good. Don't worry about any of that.

What you should be worried about is William, who had a great time with you the other night, restaurant and etiquette aside. And what he really wants is just, who had a great time with you the other night, restaurant and etiquette aside. And what he really wants is just to see you one more time and give it another chance. Yeah. And you know what? If you do agree to go on a date with me on the second date night, I really do hope you do.

I will take you to a really nice place and I will show you that I have proper etiquette. I am a classy guy. I know how to behave depending on where I'm at. Okay. Wow. I want you to give me a chance to show that to you. Wow.

That was a gentleman response if I have ever heard one. Okay. Well crafted, very thoughtful, and all that's left now is Stacy, a yes or no

if you want to go out with him one more time. We'll pay for it. And tell us if you're curtsying while you're doing it, please. You know what? I don't do charity. I'm okay. Oh. Oh. you'll pay for it. And tell us if you're curtsying while you're doing it, please. You know what? I, I don't do charity.

I'm okay. Oh, you don't do charity. You also hate charity. You like bad, good manners and dare. You really are worldly, aren't you?

I do charity. I don't take charity. Oh, okay. Well, man, I am sorry, dude. Yeah, yeah. You can't win them all. I guess I'll give it another crack out there.

Wave your hands around and ask for help again. Brooke and Jeffrey in the morning. Oh, my God. It just occurred to me. I totally forgot to bring up the almond rocas. Oh, yeah! That sounds European and fancy. It's a classy dessert.

It's not from Europe, but it is classy. He should get points for bringing a classy-sounding dessert to Outback. Okay, classy-sounding, I like. My husband used to send those to his grandma in Jamaica, and she called them the candy with the breadcrumbs. So I don't know.

Isn't that cute? I think if you pull some gold foil wrapped candy out of your pocket after dinner, I don't care if it's half melted. That is class. It doesn't really melt because it's so hard. I totally forgot to mention it, though. I'm losing my touch. You think that's what went wrong? It could have been at least some bonus points in his

corner for having a little bit of extra, you know, zhuzh. I don't think so. I think, dude, she's a little confused. I mean, she thought the outback was fancy. Well, we didn't get it done this time, but we promise to do better next time. Yeah. You can be part of that next time if you email the show. We'll call that person who isn't calling you back.

Brooke and Jeffrey in the morning. John 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.