Second Date Update: Adventure Envelope Excursion

dating me is like an adventure. I'm spicy, spontaneous and sweet. And Josh replied to that saying, well, if we ever went out, we'd meet somewhere and I'd give you the option of choosing one of three adventure envelopes. Whatever one you pick will do. And I promise none of them say go back to my place inside if all three of them said that, yeah, And two weeks later, she finally responded to that, saying, oh two weeks wow, I'm intrigued. Wow, And so he wrote back, intrigued, just wait till you

see what's behind envelope number three. What is it? I want to know? It's kind of teasing her here dude, that's really good. And she asked him, do I get an idea of the types of things in each envelope? And he told her, sure, exactly from your bio envelope number one, spicy, envelope number two sweet, and envelope number three spontaneous. Am I chubby? Or do all three something like food? I mean I did. I did also draw

the analogy to that food competitions for all. But look how interested you all are and finding out what is brilliant. And I'd better have done the envelope date because I Am going to be horribly disappointed if I don't find out what's in these things after all this. That is how Josh locked down a date here with Hailey. So Josh, this is really elaborate. Man. Thanks. I guess I don't know.

I guess I just wanted to an effort. Dude. It's awesome, but you are building yourself up pretty big here, Like I would think the dates have to be really really special because if she picked spicy date and then you just ended up going to like McDonald's and trying the Mick Chipotle milkshake, that would be kind of a letdown after all this build up that's the worst case scenario. But at the same time, you've got to realize the bar has kind of been set pretty low these days. Yeah,

I hear right. At the same time too, like be a little bit classer than that, like a taco, like a taco truck for SPA. But that's such a big build up to end up just going to a taco truck. Why not just go to a taco truck. He's not putting on the Bachelor right now, Jeffrey. He's just trying to make like the intro to something a little bit more enticing. I don't know what envelope did she pick.

She went with spontaneous. So she opened the spontaneous envelope and what was inside, Well, so we we meet up at the spot that I told her to public areas, don't worry about it, And inside there was a piece of paper thank you. Oh wow. On the paper it said follow the arrows. Follow the arrows. What does that mean? There's an arrow on your chest pointing down? Terrible? I'm sorry, go ahead, Yeah, where are the arrows? So there is

an arrow? Like she finally finds one on the graft and it led to the corner and there was another arrow there. It's like your date is following a GPS system like turn left here, turn right in ninety feet walking date, No, no, no, no, I wasn't trying to get my steps in or anything like that. Okay, where did where did they end up in a circle? Right right? And meanwhile, by the way, she's loving this, I'm laughing. She's like looking at me like where do they go? Josh? Where?

So finally there is you know, one of those like merge arrow signs, Like I want less details on the arrows. I just want to know where you were, all right. I had taped an envelope on the back of the on the merge sign of the highway. Okay, I'm just about the street. I didn't put her in if like okay, so now we have another envelope. What's in the second envelope?

So we were right by the train station. It was basically a made up coupon and said, hey, we can stop at any of the stops and stop at a restaurant at any of these places in town, am track or something. We're talking just like the local. Yeah, yeah, you tricked her onto mass Transit after walking through a bunch of I kind of take back what I said earlier. You should have just on the taco truck. Yeah, who say there wasn't a taco truck where we were going?

Was there a taco truck? All right? All right? We go end up going to this small little restaurant in this Termaini town. We have a wonderful dinner. We got to know each other along the way on the train, which is awesome. And at the end of the meal, reaching to my jacket, and I pulled out a flower in a note and it says I had a great time,

and it says and followed the arrows home. So at the end of the night, looking back on it, were you thankful that she chose the spontaneous date as opposed to one of the other spicier sweet Yeah, I mean it was kind of a wildcard either way. I mean I thought all of them were pretty awesome. Okay, did you get a vibe on what she thought of the spontaneous date. I've thought she really enjoyed it. You know, I was using her smiling and laughing and what I

thought was good rapport. As is the judgment for this. It actually sounds pretty cute and romantic. How did you guys end it. So we took an uber back and I dropped her off at her place and just you know, made sure she got in Okay, uh, small kiss and that was it. Yeah, And I texted basically, hey, I had a nice time, and she responded like so did I and that's basically been it. Okay. Well, I mean she did take two weeks to even respond to your

initial direct message, so maybe she's just blow over. Yeah, she's busy. She dates at a turtles pace. Yeah, or maybe she even went back to the arrows looking for alternative routes anything that she missed it. Yeah. Yeah, we'll find out what the real answer is when we call her and finish your second date update right after this. All right, thank you appreciate it. Second probably the most

elaborate first date that we've ever heard on the show before. Yeah, because to recap, Josh met a really attractive girl online and got her to talk to him by setting up a big adventure date with three mystery envelopes, all based on how she described herself in her profile spicy, sweet,

and spontaneous. Yeah, she chose the spontaneous adventure yea, which led to basically a scavenger hunt for their dinner with a bunch of arrows, leading around the city to a busy highway, onto a commuter train, over to a nearby town, down to a hole in the wall restaurant. Yeah, I mean he got our own public transit into her to a hole in the wall. I mean they yeah, by the train station, all right. If I'm reading the room

right now. Effort was obviously an a. But it sounds like you guys aren't all that impressed with how the date turned out a little more crazy like, oh, we're swimming with dolphins, you know, a fancy car. You guys are all hating him. But he put in some real effort to we did, and it's more than any any of you jokeles have ever had in recent years. But Josh, I mean, what do you think may have gone wrong? Do you have any regrets about how the night panned out? Uh? No,

not really. I mean, like, look, I'm going to be completely real with you. I kind of out kicked my coverage with her coverage. That means she's out of his league. Yeah. Yeah, it's like a football analogy. Is that what you don't now? You want us to break down football for you too? Let's go back to how many arrows were on the ground, and dude, you had to visualize what he was doing, right, I think we just need to call her. Let's just call Haley and find out what Haley thought, because that's

the real issue. Are you ready to do this, Josh, let's do it. Yeah, okay, yeah, I need you guys. Okay, this is also kind of spontaneous. This is actually very spontan. Yeah, let's kick off this by calling her. That's a sports reference, Brook, Yeah, it wasn't a very good one. It's baseball. So here we go. They kicked the ball for the first All right, let's score a home run and call the Alright, let's go Hello. Hey is this Haley? Yeah? Who is this? Hey?

We're a radio show called Brooke and Jeffrey in the morning whole shows on the phone right now, dying to talk to you. Honestly, that's true. We're really excited to hear from you. Oh okay, we want to ask you about a date that you went on recently with one of our listeners named Josh. Okay, what's this about? Now? It's part of a segment that we do call the Second Date Update, and so Josh told us about the date that he set up for you, which sounded pretty elaborate.

Did we were all hooked when he I mean he told us about the direct message and about how he said he has three different envelopes for you to choose from. Yeah, I don't know what he's really told you. Sorry, I know it probably sounds creepy that we already know everything about your date and we're really excited about it, but we're loving vicariously, so just let us. We really want to help out Josh, because he told us the night

went pretty well. Well, I mean, that was the probably the most um elaborate and thoughtful date I've been on. Oh yeah, that's so nice I've been that made you feel really special? Yeah? I was totally impressed by his effort and like all the thought he put into every detail. Yeah. So, are you just like busy and that's why you're not calling it back? Or were there not enough arrows in the scavenger? Oh? No, I mean I think everything happens for a reason. Oh okay, what does that mean? Yeah?

I mean I wouldn't take that date bath for anything. Oh, we'd never hear it's nice, But I feel like there's a buck coming. Yeah, but I wouldn't I mean, I wouldn't do it again? What that's okay? There's other date options, apparently, at least two more. Ye spicy and sweet. Why wouldn't you do it again? Uh? Oh? When we got to the restaurant, the waiter was was so cute. Um what Yeah? And uh there was more attraction there at the hole in the wall restaurant you guys went to, you found

a hot waiter. Brook wants to know the name of the restaurant so that you could go there and check him out. I mean, how does that even happen? How would a guy even hit on you while you're on a date with somebody else? Like, isn't that just a red flag right there? He didn't hit on me. I could just feel the energy between us. It was I mean, it was just you know how you know, something sort of meant to be. Yeah, it's just like the way he says something like, would you like any pepper on

that salad? Well, it wasn't like that, And so I followed my gut and went back to the restaurant. Wait after the date was over, Yeah, the same night. Yeah, Oh my god? And did what you asked the waiter out. You're dating the waiter? What what is happening? Yeah, we've been on three dates and we're not slowing down. A kind of cute. I know the fact that Josh has been hearing all of this and has not said a word. Why. Yeah, because Haley, he's on the phone. Yeah, sorry, Yeah, Josh

has been listening this whole time. Um, yeah, no, I heard the whole thing. She really she really lived up to the spontaneous. Yeah. Yeah, wow, table's really turned on the whole spontaneous. You know, just suck. Let's just really stuck. I'm sorry. Yeah, but I'm so happy that we out and we got to know each other. But oh yeah, it's thrilling, absolutely thrilling. You could have just told me, you know, don't leave me like hanging on the line. Yeah,

that's a hard thing to tell somebody. I met somebody else on the date I was out with. You don't even but I mean, like make something up, don't you like ghost me, like just like hey, I'm just not feeling it or whatever, like come on, Yeah, I mean maybe Haley, were you like kind of keeping him in your back pocket as a backup plan and cases didn't work out or was there an arrow on the table pointing at the waiter and she was just following the arrows? Again,

I just want where my heart was paining. Oh man, God, seriously, just like Josh, what are the chances like you get on the train, you pick a random restaurant and there's an attractive waiter. So yeah, you put her on a train to her next boyfriend. Yeah, your date dated to work in helping find love, just not for your self, Yeah, for other people. Again, I'm absolutely thrilled about that, Brian side, you have two other dates pre planned and envelopes for

some other lucky girl out there. Silver linings, I guess, yeah, yes. And the silver lining here could be that she didn't know you were on the phone listening. So you two are together right now, and I'm going to give you a chance to win her back right over the phone, live on the radio. That must have happened for a reason. This is the fourth all its good point. Read the signs, Haley, Josh,

the floor is yours. Look, Haley, I put in a lot of effort, and I think that says a lot about me and the kind of person that I am, and definitely way more effort than the waiter did. So you know, what does he have that I don't. Basically an employee discount at that restaurant, for one, but yeah, and also whatever tip money that Josh left, that's true, But besides that, what else? Haley? I mean, I really appreciate the effort Josh and all your thoughts. You're a

really special person. But I feel that things, again, it will happen for a reason. I feel like she's like reading a sign on her wall, right, it's right, and her family lived with an arrow all over that side, all right, So it sounds like we're not going to be able to get you another date here, Josh. That definitely seems apparent. Yeah, I mean we tried, all right,

You guys did try, and I do appreciate that, all right. Yeah, sorry, buddy. Really, I'm just curious, like if you had chosen one of the other two envelopes, the spicy or the sweet possibility, Okay, do you think maybe things could have turned out differently and you'd be with Josh. Hmm, that's a good question. I think that the way things have just turned out were the way they were supposed to turn out. You know, everything happens Fruk and Jeffrey in the morning. All right, well,

lesson learned. If you're a guy and you go out with an attractive lady, do not go within a hundred yards of any other male on your two risky. She's probably gonna fall in love and leave you. I don't know where you're gonna go without men. You have to go someplace where men are rare, like an a nail Salonen. Yeah, a Bravo convention, one of Jose's comedy shows. It's all ladies that those Actually, we have a very high ratio of ladies and dudes at my show thanks to our show.

I'm just gonna say, I think he lucked out that woman in her motivational quotes. I just couldn't take him say yes. We can officially add everything Happens for a Reason to the list of most hated single dating quotes, along with You'll find love when you least expect it. It doesn't count if you're more than second cousins. People say it. Trust me, but remember, if you ever want help getting another date, you can always email the show.

We'll call that person who isn't calling you back, and you can find all our Second Date podcasts up on the Brooke and Jeffrey website or wherever you get your podcasts. Yeah, Brooke and Jeffrey in the Morning.