Brooke and Jeffrey: Second Date Update - Second Date Update: Failure To Launch

Episode Date: September 25, 2023

Can a guys job be a red flag? The woman in today’s Second Date met her guy at his red flag job, and she decided against her better judgment to go after him anyway!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. most of my life in a blackout. I was trapped in addiction. You had to grab the lamp and smash it against the walls. And then I decided I wanted to tell my own story. Listen to Crumbs on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, you guys, I'm Catherine Legg.

I'm a racing driver who's literally driven everything with four wheels across the planet. And I've got a new podcast. It's called Throttle Therapy. This season, I'm competing in some of the world's most notorious racing events. Tune into my new podcast, Throttle Therapy, with Catherine Legg, an iHeart Women's Sports production in partnership with Deep Blue Sports and Entertainment.

You can find us on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Presented by Elf Beauty, founding partner of iHeart Women's Sports. Second date update. You know, back in the swinging 90s, they had a saying, you can drink with your bartender, you can cry with your bartender, you can even laugh with your bartender, but never ever hook up with your bartender.

What? Unless you don't have any money at the end of the night, and that's considered the tip. God, if only I'd have been drinking ages in the 90s, I would have known this. Well, one of our listeners desperately wants to break that old 90s rule, because she is interested in the hunk who was pouring out the libations. Oh no. How did she get to that point? We're about pouring out the libations. Oh, no. How did she get to that point? We're about to find out. Let's talk to Tiffany.

Tiffany, welcome to the show. Hi. Thank you for having me. Oh, goodness. Bartenders. Just kind of notorious on the dating scene. And that makes you want them more. I know.

God. And you've had a couple, so they look even cuter. All the girls seem to know what you're talking about, God. And you've had a couple, so they look even cuter. All the girls seem to know what you're talking about, Tiffany. But fill the rest of us in. What happened with you and this guy that you met? What's his name? His name's Kevin. Okay.

Kevin, okay. And is he, like, the bartender at a place you go to, or did you guys meet on an app? No. So I was actually at this charity event. It was at a hotel, like, in one of their big ballrooms. Okay. Oh, look at you, fancy, going to hotels and giving back to society. Wow.

You know, anybody can rent a conference room. You can get a ticket. Oh, anybody can? I host a lot of these events. You're more than welcome to come with me, Jeff. A lot of charity events are ran. They just don't sound as fun when Brooke hosts them. Okay.

Oh, wow. Anyway, I bet you went to a really cool one, Tiffany. It was really cool, and I think Brooke's would be cool, too. Thank you. But this one was cool because Brooke wasn. Okay. Anyway, I bet you went to a really cool one, Tiffany. It was really cool, and I think Brooke's would be cool, too. Thank you. But this one was cool because Brooke wasn't there. Yeah, Brooke wasn't hosting this one. Was he the bartender there?

He was, yeah. It was a catered event. Oh. So they had him as the bartender. Oh, cool. Oh, that's always cool. I always feel so bad for the bartenders during those things

because the lines get so backed up. It's crazy. Maybe at the events that you host, but I'm sure this one was actually well organized. Okay, Jeff. Usually they have like one bartender, though. You're right for the whole place. I mean, how did you find time to like strike up a conversation with him? I made time.

I kept going back. We didn't pay attention to the charity event. So you'd like get your drink and just go right back to the back of the line? I don't know why I would give it a solid three minutes in between. Oh, okay. Make him wait a little bit. He's like, I love a raging alcoholic. Yeah, if you're doing it every three minutes, you must have gotten kind of toasted.

One would think, but no, I didn't want to be sloppy. So I would just take the drink and pour it into a planter or just set it on someone's table. Two sips of it and then discard it? No, don't waste that. I think it's genius. Yeah, because you don't want to get sloppy drunk

on this new crush of yours either. And you're like, gotta get another drink for my friend. Were you able to strike up a flirtation with him when you were ordering? Yeah, and it got better every time. That's why I kept going back. Oh. So were you able to turn this into something more?

Well, he actually is the one that took the initiative in my who knows how many time, ninth time, whatever that I went up. Oh, my God. He asked if I was doing anything after the event. Oh. No, I'm totally free. But I literally had. Oh, my God. He asked if I was doing anything after the event. Oh. No, I'm totally free. But I literally had friends waiting for me. I had plans afterwards, but I just canceled. They'll understand.

I mean, come on. This is a big deal. It does. It makes sense. He's papered it for me. Yeah, for sure. Wow. So he initiated a date that same night?

Yeah. Damn. Did you read it as a date or just like a hookup? You know what I mean? I always feel like if it's the same night yeah did you did you read it as a date or just like a hookup you know what i mean like i always feel like if it's like the same night she never said anything about them being intimate with each other i don't know why you jumped straight to them the invite is like it's late at night let's hang out now i know you've been drinking yes exactly and what that means that they have to get together yeah the odds is down and the drinks have been consumed? Yeah, the odds are high and that's what his intention is.

Well, no, we didn't hook up or anything like that. Okay. I didn't get that vibe either. I just thought that we were flirting and interested in each other. That's good. Okay. It's also good that he's not trying to take advantage of you or something. Yeah.

You know, like, that's good. You guys just hung out? Where'd you guys go? Oh, gosh, we went to a bar oh makes it well he hasn't had any drinks yet probably yeah yeah right unless he's a bad bartender okay how's that i think one thing that was sweet was like i personally really like video games i've always liked video games. I'm a big Switch player. And so he just seemed kind of surprised by that because he likes video games too, but I think he plays a lot with his guy friends.

And so that was sweet. He seemed genuinely taken aback by that. In a good way. And it seems like an easy transition into the next date. Like the next date, wouldn't you just then play video games together? Oh yeah, that's a good idea because you can put the Switch on the TV or have it handheld. Before we get to the next date, wouldn't you just then play video games together? Oh yeah, that's a good idea, because you could put the Switch on the TV or have it handheld. Before we get to the next date,

how did this one end? We had a nice hug and no, like I said, no kissing, no hooking up, nothing like that. But I'm just kind of at this point waiting on him to make a move. But he made the first move. Maybe he's waiting on

you. I guess I didn't really think about it that way. I don't know. Does this count as a move? But he made the first move. Maybe he's waiting on you. I guess I didn't really think about it that way. I don't know. Does this count as your move? Like, this could be your move, Bullitt. Hey, I got a radio station to call you, big boy. Maybe don't call him big boy. What are those exact words when you do call him? That came out weird.

I'm sorry. I don't use it talking to guys. But this will be our chance to reach out like how long has it been since you last hung out with them it's been like four or five days okay and has there been like texts or calls exchanged between you two uh no nothing crazy i have other guys that i can spend time with you Okay. I don't know that we needed to brag right there, but yeah. Don't tell him that. Out of nowhere.

I'm saying that because I know like four or five days doesn't sound like a long time, but I'm kind of holding out for him. Oh, I see. Everybody else is on pause, so. Okay. Once you get your answer, you'll know. I just want to make sure that we get this straight. So you haven't reached out to him at all.

He hasn't reached out to you. This is going to be the first time that you guys have talked since then? Right. Oh, so it's not like he's ghosting you or not answering. It's a bold move. It's a bold move, Jeff, and I like it. It puts all the pressure on us, which I don't necessarily like, but

that's what we signed up for. He's a bartender. He's used to weird things. We'll see how cool with it he is when we come back. Call him and try and get you up for. He's a bartender. He's used to weird things. We'll see how cool with it he is when we come back. Call him and try and get you a second date with Kevin the bartender coming up right after this. Second date update. If you're just

tuning in, not sure the word bar could have been mentioned more during the meet up with one of our listeners Tiffany that she had with the guy because she was at a catered event with an open bar, met the bartender, Kevin. Absolutely. They had some sidebar conversation,

later left that bar, and bar hopped to a different bar. The bar was set high, Jeffrey. It really was. Very high. And barring anything bad that happened that night, she wants to get back together with him. And while I was thinking about all that, I had a Hershey bar in the other room.

Oh, okay. So the weird part is this is going to be the very first contact the two of them have had since that night. There's been no missed calls, no texts, no Snapchats, nothing. That's what's weird. And it's been five days. Are you feeling okay about us being the first people to call? Yeah.

I mean, I asked you to. Yeah. It's a good point. It's a good point. You talked to us for five or six minutes. You could have some regrets by now. No, I think it'll be cool. Okay.

All right. I do too. He's either going to be impressed or he is going to be kind of overwhelmed. Like, why didn't you just text me? Yeah, we can handle both of those situations. Sure. You know let brooke handle it though the rest of us are just gonna sit back i mean bartenders usually don't know our show because they work late yeah exactly you know i'm not gonna ask that question i'm just gonna call him and we'll see if he uh first answers the phone and then see if he has anything to say okay you ready yeah all righty here we go hello hey is this kevin uh yeah who's this and my name is jeff from a radio show you probably

have never heard of before called brooke and je in the morning. Hey, we do a podcast too. So maybe you've heard of that, Kevin. No, I can't say I have. Thanks for crushing our dreams. Okay. What are you doing on my phone? There's a whole show here. Really? Four of us are in the room. We're doing a segment right now called a second date update. And that's where we try and help our listeners reconnect with someone that they met or went out with recently and aren't getting another date yet. OK. And I'm involved in this.

Yeah. Somebody likes you. Oh, OK. Is that shocking to you? I mean, I get a lot of attention, but nothing really sticks around very long. It's a pleasant surprise, I would assume. Somebody does want to stick around for a while. Her name is Tiffany. He may be more.

He meets a lot of people. You met her at a charity event? No, I know exactly who you're talking about. Oh, you do? I don't think we know her last name. This may not go well. Okay, good. You remember her. Yeah, I do. Oh, you do? I was like, I don't think we know her last name, so this may not go well. Okay, good. You remember her.

Yeah, I do. What'd you think? Yeah, I don't think it's for me. Oh. Oof, it. Yikes. He means the relationship, I think. I think he means the connection.

That came out really wrong. Yeah. That came out wrong. She was great. I was really into her. I got excited thinking, you know, maybe we could start dating casually. Oh, wow. Oh.

Yeah. I mean, you had those thoughts like that same night you're hanging out having drinks at a bar? Yeah, we had a really great time, and I kind of got a little invested a little bit. Well, I don't understand because you, according to her at least, you haven't called her or texted her or reached out at all in the last few days no uh that's because i okay so we had a good time and then we said our goodbyes and as i'm sitting in the parking lot in my car i was like let me see who this girl is so i hopped on social media and I looked her up. Okay. And she's in a relationship. Wait, what? She's got like a serious guy. Are you sure you have the right Tiffany? Yeah. It's her photos. Yeah. Oh, no. Are they recent photos? Yes, they're very recent. Some guy named Dirk. Dirk? Dirk. All the comments are very supportive of their relationship. But

it just doesn't make sense like why like if you're trying to cheat you wouldn't call a radio show and have them do a second date you know what i mean like obviously you're gonna get discovered i have no idea what's going on with her you'll have to ask her because i'm just as confused okay well that is kind of crazy per your request let's just ask her right now because she is on the other line as we speak wanting to talk to you. Oh. Don't tell her boyfriend. Yeah.

Tiffany? Excuse me. In this so-called relationship post that you saw, did you see his face in any of the pictures? What? I really don't even know. I can't remember.

All I know is you were, you know, hugging on some guy, and there were a dozen or more comments under it. They were like, oh, congratulations. Wait, you're in a new relationship? This was a week ago. I know, but if people are saying congratulations, that means you just got a boyfriend. Also, who comments congrats about a relationship?

Everybody does. What do you mean? Really? I'm in a relationship. Just no one's liked the relationships you've had. Congrats feels weird. Boom! Alexis is just commenting on her

friends with one of those puke emojis. Sorry, what's going on with this post with you and Dirk? Is that a thing? No, it's like you guys brought something to conclusions that, hey, it's like you guys brought something to conclusion that, okay, it's not an official relationship. We're just soft launching it right now. Oh, my gosh.

Wait, what's that? I don't understand. What is she doing? You don't know soft launching? Soft launching? That still means you're in a relationship. It means that you just

don't want to announce it yet. Like, you're not ready to, like, reveal who it is. Well, she announced it on her social media. Yeah, what she did is not a soft launch. I'm so confused. His face is not in the photos. There's no start date to it.

It's just a soft launch. It's not official. Is she your boyfriend or like a DJ going on tour? I don't understand. She's actually seen a restaurant that hasn't opened officially yet. Oh my, I don't understand. She's actually seen a restaurant that hasn't opened officially yet. I don't understand this. Okay. I think a lot of people are confused, Tiffany.

Can you explain, talk to Kevin a little bit? Tell him what's going on. Okay. Hi. That's a good start. Okay. Hi. What you saw is not an official relationship.

I would not be pursuing you if I was not an official relationship. I would not be pursuing you if I was in an official relationship. We are just soft launching right now. It's very casual and I would prefer to maybe in like two, three weeks or something, soft launch with you.

Oh. You're the top person. You're the top of my list. What? Well, if you never show their face you could replace him with anybody i guess i have no idea what she's talking about it's how are you in a relationship but not in one well it's like when a movie does like a pre-screening to like a small audience before they officially release it to the world. It's not actually released I did see a girl lately on social media post a heart over a guy's face and then the day they hard launch or whatever

It's called weeks later. Then she released his face With too many people take marketing classes at the college You are spot on. We're going to reveal the product coming up next week. Tiffany, I have a question. Does Dirk know he's been soft launched and not actually in a relationship? Does Dirk know that you're talking to other dudes? That's none of Dirk's business. Wait, what? Yes, it is. He's in a relationship.

No, he's not in a relationship. He's in a soft launch phase. Oh, okay. I don't think she's using it right. It makes sense in her mind. This is how dating works now. And, Kevin, I'm honestly surprised you're a bartender. Like, this is your world.

Yeah, Kevin. Who knew that Tiffany would be the red flag? But what you're saying is between Kevin and Dirk, you would prefer to be with Kevin? Yeah, I think so. I think it would kind of depend on how the soft launch with Kevin goes and just like the feedback I get on it. Oh, my God. You're going to do a comparison. How many are on your Insta page?

You are a follower, don't you? I want to scout her. No, don't follow her. She made soft launch. We might get one more soft launch if, Kevin, you'll agree to go out with Tiffany one more time, and we would pay for it. I mean, it's almost a competition, Kevin. Can you get more likes than Dirk? That's what she wants.

What is the truth? You know, I don't know. I'm going to have to think about this. Maybe she could send me her business plan, and I could evaluate it. Is that a joke, or are you being serious? I think he's joking. I'm joking. Okay. Okay. This sounds insane to me. Okay think he's joking. I'm joking. Okay.

Okay. This sounds insane to me. Okay. Well, I guess I'm sorry, Tiffany. Kevin doesn't want a soft launch with you. Yeah. Or a date, right? But you still have Dirk.

Yeah. Good old Dirk. Yeah. You know, I'm going to unveil his elbow and his foot next week. Oh. You're getting serious. Moving fast, Jeffrey. 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 john 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. I'm Emi Olea, host of the podcast Crumbs. For years, I had to rely on other people to tell me my story. And what I heard wasn't good.

You really f***ed last night. It felt like I lived most of my life in a blackout. I was trapped in addiction. You had to grab the lamp and smash it against the walls. And then I decided I wanted to tell my own story. Listen to Crumbs on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, you guys. I'm Katherine Legg. I'm a racing driver who's literally driven everything with four wheels across the planet. And I've got a new podcast. It's called Throttle Therapy. This season, I'm competing in some of the world's most notorious racing events.

Tune into my new podcast, Throttle Therapy, with Katherine Legg, an iHeart women's sports production in partnership with Deep Blue Sports and Entertainment. You can find us on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Presented by Elf Beauty, founding partner of iHeart Women's Sports.