WEBVTT - Second Date Update: Crying Executive Officer

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<v Speaker 1>Second date update. A woman emailed us for a second

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<v Speaker 1>date update today. Apparently she went out with a guy

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<v Speaker 1>and does want a second date. Okay, just not a

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<v Speaker 1>real date. Second date? What? What date? Did I say?

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<v Speaker 1>Date enough? I mean you said it a lot and

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<v Speaker 1>they still don't understand date. What's your favorite fruit? Yeah? Date? Yeah?

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<v Speaker 1>What keeps you regular? I don't know. Her email is

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<v Speaker 1>kind of vague, is the point? But she's on the phone.

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<v Speaker 1>Her name is Hey. Hey, I know he's just a name,

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<v Speaker 1>but could you just like beat that out or something? What? Okay,

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<v Speaker 1>that's fine, you don't want to know. We can call

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<v Speaker 1>you a different name if you'd prefer to go by

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<v Speaker 1>an alias, you know what, all right, Cinderella? Can we

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<v Speaker 1>do Cindy for short? It's an interesting choice. She's like

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<v Speaker 1>the third hottest Disney princess. But that's okay. I mean

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<v Speaker 1>behind Bell and Jasmine for sure. But you know, if

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<v Speaker 1>you want to be Cinderella's cool with me. Okay, So Cinderella,

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<v Speaker 1>tell us about the guy that you went out with.

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<v Speaker 1>So I have a new boss. So he's been at

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<v Speaker 1>the company I work at for a couple of months, okay,

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<v Speaker 1>and I can't tell you the name of the company

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<v Speaker 1>I work for. I can tell you it's a big company. Yeah,

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<v Speaker 1>Pumpkin Incorporated, Cinderella, thank you, that's right, exactly. Okay. And

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<v Speaker 1>let's say he's one of the rulers of the pumpkins. Okay,

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<v Speaker 1>he's a big, big pumpkin. He's a very rich, powerful pumpkins.

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<v Speaker 1>He's the king. He's the king. Okay. And he is,

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<v Speaker 1>let's say, the ugliest pumpkin in the patch. Oh, poor buddy,

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<v Speaker 1>that's all right, that's why he's successful. He had to

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<v Speaker 1>work a little bit harder than all those pretty pumpkins.

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<v Speaker 1>I mean, sure, I guess. And he he has moded

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<v Speaker 1>abundantly clear that he likes me. Oh my god, your

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<v Speaker 1>boss made it clear that he likes you. Yes, he did.

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<v Speaker 1>And I oversee a small department. I'm not powerful or

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<v Speaker 1>influential in any way. Maybe someday today, but anyways, but

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<v Speaker 1>I have to have a lot of meetings with him

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<v Speaker 1>and other staff members, and he always sort of like

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<v Speaker 1>lingers behind. And it's blatantly obvious to me that he's

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<v Speaker 1>always trying to talk to me more than everybody else.

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<v Speaker 1>Shouldn't you just be calling hr right now? This seems

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<v Speaker 1>like or you can call your fairy godmother have her

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<v Speaker 1>fix this up for you. I guess we're like your

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<v Speaker 1>fairy godmother in this situation. I mean, at this point,

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<v Speaker 1>you are anyway. After a certain amount of time, he

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<v Speaker 1>asked if I was single, and I was so caught

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<v Speaker 1>off guard and I didn't want to lie, so I

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<v Speaker 1>said yes, uh huh. And he then asked me if

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<v Speaker 1>I would like to join him for dinner over the weekend. Oh,

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<v Speaker 1>I get it already. You feel like you have to

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<v Speaker 1>go because wait, boss, but you don't want to go

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<v Speaker 1>to him. I mean not the first time he invited me.

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<v Speaker 1>I really tried to put it off. I tried to

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<v Speaker 1>give him a lot of great reasonable excuses, like I

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<v Speaker 1>had family or I had you know, previous appointments. But

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<v Speaker 1>he did not let up, and he kept asking. So

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<v Speaker 1>I did. I finally I went out with him. Oh

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<v Speaker 1>my god, what was it like? I mean, rich guys

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<v Speaker 1>know how to plan a take. When you say that, okay,

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<v Speaker 1>he pulled out all the stop, like he closed down

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<v Speaker 1>a restaurant. What there was one water, there was a

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<v Speaker 1>violent player. Dude. I couldn't even do that at Denny's.

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<v Speaker 1>I mean that I guess is awesome, but you don't

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<v Speaker 1>like this guy, so it's like a ton of pressure

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<v Speaker 1>for a boss that you don't like, you learn to

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<v Speaker 1>like him exactly. It was really it was hard to like,

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<v Speaker 1>really enjoy that filet. I did though I'd be into play.

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<v Speaker 1>It's really good. But the plant is is that I

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<v Speaker 1>still didn't give him any signals that I was romantically interested.

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<v Speaker 1>You know, we had a nice, fun conversation, but at

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<v Speaker 1>the end of the knell, he asked if we could

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<v Speaker 1>go back to his place. Oh, and that's when I

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<v Speaker 1>finally put my point and I said, I don't think

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<v Speaker 1>that's okay. Yeah, that's good. You establish a boundary with

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<v Speaker 1>your rich boss. Okay. How did he react to that rejection?

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<v Speaker 1>He started crying, Oh my god, it is so unexpected.

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<v Speaker 1>How did you handle that? Really crying? I mean, what

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<v Speaker 1>do you do when you grow rich man surrounded by

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<v Speaker 1>a violin player? Cried your videotape it and put it

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<v Speaker 1>up on Instagram. No, no, I felt so bad, and

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<v Speaker 1>like I put my arm around him and I just said,

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<v Speaker 1>I just I don't know that this is right. And

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<v Speaker 1>then after I did that and tried to comfort him,

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<v Speaker 1>he kissed me. Oh, dude, do you think it was

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<v Speaker 1>all a ploy. Do you think those were fake tears?

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<v Speaker 1>I mean, who knows, Like at this point, it's so

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<v Speaker 1>hard to read what any of this is. Is it

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<v Speaker 1>a ploy? Is it real? I don't know. What did

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<v Speaker 1>you say I might talk to him? I mean I

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<v Speaker 1>just sort of made an excuse, like I like, that

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<v Speaker 1>was a great time and I really have to get home,

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<v Speaker 1>and so I left. Okay, So I don't understand. Then

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<v Speaker 1>why are you emailing us for a second date? Update? Yeah,

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<v Speaker 1>because he's again he's relentless, because he continues to call

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<v Speaker 1>me and text me and at the office, it's a

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<v Speaker 1>little weird, like he feels like, you know, I had

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<v Speaker 1>so much fun, such a great time. We have to

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<v Speaker 1>do it again. You had such a great time, you

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<v Speaker 1>ended the date by crying and then like got some

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<v Speaker 1>pity kiss. Who is this freak? Was still a kiss?

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<v Speaker 1>But here's the thing again, Like I know this is weird,

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<v Speaker 1>And this is why I'm calling you guys, because I

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<v Speaker 1>would go out with him again as friends. We get along,

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<v Speaker 1>Like he's not like a terrible person. I just need

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<v Speaker 1>him to understand, like the romantic thing, it's not in

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<v Speaker 1>the cards. So yeah, so you want us to call

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<v Speaker 1>your boss and tell him that you do want to

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<v Speaker 1>accept his date offer, but just as friends, right, like,

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<v Speaker 1>let's be friendly. I have no problem with him like

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<v Speaker 1>that way. Cinderelly, Cinderelli, what are we going to be?

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<v Speaker 1>All Right, We're gonna play a song, we'll come back,

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<v Speaker 1>and then we'll call your boss and let him down.

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<v Speaker 1>Easy for you, Okay, thank you. I hope it works.

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<v Speaker 1>If you're just tuning in for the second date update,

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<v Speaker 1>we've been talking to a lady on the phone. Now

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<v Speaker 1>we're gonna have to go back and bleep her name

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<v Speaker 1>out because she asked us to censor it and use

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<v Speaker 1>a different one. She chose the name Cinderella. Okay, the

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<v Speaker 1>third hottest Disney princess. These are the ratings. I've decided

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<v Speaker 1>she's the third hottest, and that's how it's going to go.

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<v Speaker 1>But Cinderella works at a big corporation where one of

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<v Speaker 1>her big time bosses has taken a very keen interest

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<v Speaker 1>in her. Oh my god, and they have meetings, weekly

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<v Speaker 1>meetings together. Yeah. The problem is she doesn't find this

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<v Speaker 1>particular boss very attractive, and he's been trying to make

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<v Speaker 1>something happen between them for a while. Eventually, she did

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<v Speaker 1>give in and agreed to go out to dinner with

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<v Speaker 1>him one night, where he went all out, rented the

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<v Speaker 1>entire restaurant, got a personal violin player. It was kind

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<v Speaker 1>of awkward for her. Yeah, and the night did end

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<v Speaker 1>with a pity kiss after he cried. Remember right, literally,

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<v Speaker 1>But now she wants to tell him that there is

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<v Speaker 1>not going to be a romantic connection going forward. They

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<v Speaker 1>can hang out again, but just as friends, and she

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<v Speaker 1>needs our help to deliver that news to her boss. Yeah,

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<v Speaker 1>I mean, is that too much to ask? Nope, Nope,

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<v Speaker 1>not at all. I mean I think it'll be totally normal. Well,

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<v Speaker 1>he know who we're talking about. If we say Cinderella,

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<v Speaker 1>probably not. But once you mentioned like a violin play date,

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<v Speaker 1>and yeah, that's probably a tip off. I don't know.

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<v Speaker 1>It could be a lot of dates that he goes

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<v Speaker 1>on like that. So yeah, oh my god, she is

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<v Speaker 1>so uncomfortable. He better get the message. I mean, if

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<v Speaker 1>he honestly, if he's a good person, and if he's

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<v Speaker 1>a good boss, he will say, oh my god, I

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<v Speaker 1>had no idea I was overstepping my bands. And of

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<v Speaker 1>course we can just be friends, I hope. So yeah,

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<v Speaker 1>it's probably best, Cinderella, if you tell him the message directly, Like,

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<v Speaker 1>we can help get him on the phone and get

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<v Speaker 1>him ready to hear some bad news, but ultimately it

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<v Speaker 1>should probably come from you. I mean, I know you're right.

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<v Speaker 1>I don't like that you're right, but you can do this.

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<v Speaker 1>You can do this. I mean, honestly, you have all

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<v Speaker 1>the power right now. Okay, enjoy that. Okay, yeah, go

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<v Speaker 1>on a power trip when you're you know, I ask

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<v Speaker 1>for some money right away. That's not what I'm saying.

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<v Speaker 1>I'm saying that he has to listen to what you

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<v Speaker 1>have to say, and he has to respect it. Yes,

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<v Speaker 1>channel your inner ugly step sister, really really let him

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<v Speaker 1>have it, all right, I'm tuning into her. Okay, I

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<v Speaker 1>didn't even ask what his name is. We just know

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<v Speaker 1>him as the king. What's his name? His name is Max?

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<v Speaker 1>All Right, remember your fairy godmothers, all three of us

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<v Speaker 1>are here for you. Okay, can we just maybe layoff

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<v Speaker 1>the whole Cinderella references. I think you should have really

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<v Speaker 1>thought that before you chose that you did this. Okay,

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<v Speaker 1>you're right, you're right. So we're gonna call Max for you,

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<v Speaker 1>and we're gonna give him his happily never after. Okay, see,

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<v Speaker 1>we can't stop, all right, let's sto the phone number.

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<v Speaker 1>Here we go. Hello, Hi is Max there? Um, May

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<v Speaker 1>I ask who's calling? My Name's young Jeffrey from Brooke

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<v Speaker 1>and Jeffrey in the Morning and we're doing from the

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<v Speaker 1>radio show. Yeah yeah, oh my god, are you guys

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<v Speaker 1>second date updating me? Well? You got to that real quick, Max, quick? Yeah.

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<v Speaker 1>Oh my god. I love you guys, to listen to

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<v Speaker 1>you guys all the time. Oh my god, this is

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<v Speaker 1>so much fun. Okay, that's one perspective. Okay, so you

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<v Speaker 1>you know how the second date updates work, then I do.

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<v Speaker 1>And fortunately for me, I've been on a date recently,

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<v Speaker 1>so I think I know where this is going. Okay,

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<v Speaker 1>so I think she most likely wants to go out

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<v Speaker 1>on another date. I mean there were spark well okay,

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<v Speaker 1>there was a lot. Yeah, let's tamper that a little bit.

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<v Speaker 1>We just need to talk to you about this a

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<v Speaker 1>little bit. Don't worry about how all this works and

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<v Speaker 1>everything special. I mean I totally know how it all worked.

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<v Speaker 1>I mean I listened to it. I mean yeah, okay, yeah,

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<v Speaker 1>we're so just hold on, Max, we're going to get

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<v Speaker 1>tall that in just a second. Okay, But the woman

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<v Speaker 1>that we're talking about this is the girl that you

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<v Speaker 1>took to a restaurant and rented it out had a

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<v Speaker 1>private violin player. Oh it was great, I mean it

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<v Speaker 1>really was. It was like the food was fantastic. First off.

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<v Speaker 1>I mean, it was genuinely romantic. Can I just ask you, Max,

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<v Speaker 1>did you ever think that maybe that was a little

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<v Speaker 1>bit too much for a first date? You know, I

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<v Speaker 1>didn't see it as pressure. I saw it as just

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<v Speaker 1>sort of like, you know, I have the means to

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<v Speaker 1>do something special for someone who I think is special,

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<v Speaker 1>and I have no regrets. I think that's a nice sentiment.

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<v Speaker 1>And she did tell I mean, she told us all

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<v Speaker 1>about the evening, and she said that she had a

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<v Speaker 1>really good time and she respects you a lot, and

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<v Speaker 1>you know, she told us about all the extraordinary lengths

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<v Speaker 1>that you went through that night for her clothes in

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<v Speaker 1>the restaurant and the violin. And here's the deal, though,

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<v Speaker 1>how do I say it? You know? I mean, I

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<v Speaker 1>think I know what you're gonna say. No, don't. I

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<v Speaker 1>don't know if you know what I'm gonna say. I honestly,

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<v Speaker 1>I think I know why you guys are calling And

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<v Speaker 1>I think it makes a lot of sense. So wait,

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<v Speaker 1>I don't understand. Why do you think we're calling you?

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<v Speaker 1>I mean, I think it's I think it's pretty obvious.

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<v Speaker 1>Is that, you know, love can spark and really bizarre places,

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<v Speaker 1>and the fact that we're both working in the same company,

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<v Speaker 1>and I think that's probably an obstacle. And I really

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<v Speaker 1>think this is the real deal. I mean, I would

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<v Speaker 1>be willing to step down, step down. Well, let's hold

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<v Speaker 1>on here, Okay, so before you voluntarily give up your job,

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<v Speaker 1>that maybe we should talk to the girl that you

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<v Speaker 1>went out with. Definitely she's gone right now. Yeah, I

0:12:05.080 --> 0:12:07.280
<v Speaker 1>mean she hasn't told us everything, and she'd probably be

0:12:07.320 --> 0:12:09.679
<v Speaker 1>the best person to help us finish up what we're

0:12:09.720 --> 0:12:22.160
<v Speaker 1>trying to say to you. Cinderella. You there, I am here. Hello, Hey,

0:12:22.160 --> 0:12:26.640
<v Speaker 1>why are they calling you Cinderella? I don't understand. Um,

0:12:27.480 --> 0:12:29.240
<v Speaker 1>you know, I just wanted to try and keep this

0:12:29.400 --> 0:12:36.800
<v Speaker 1>little profile with my real name. So yeah, so can

0:12:36.840 --> 0:12:40.280
<v Speaker 1>they call me Prince Charming? No, I'm down to call

0:12:40.320 --> 0:12:43.640
<v Speaker 1>your Prince charming. Max. Thank you, you're Prince Charming for me?

0:12:44.000 --> 0:12:46.840
<v Speaker 1>Oh my god, Max, you sound really nice, really kind,

0:12:47.040 --> 0:12:49.480
<v Speaker 1>but I think you need to like step back into

0:12:49.520 --> 0:12:53.280
<v Speaker 1>reality for a second. So go ahead, Cinderella, tell Prince

0:12:53.360 --> 0:12:57.400
<v Speaker 1>Charming what you wanted to tell them. Oh um, Max, Like, okay,

0:12:57.480 --> 0:13:00.360
<v Speaker 1>so you heard what they said, so very nice. Sleep.

0:13:01.000 --> 0:13:04.920
<v Speaker 1>And I've really been thinking about this, and it's not

0:13:05.240 --> 0:13:08.840
<v Speaker 1>a good idea for us to see each other in

0:13:09.240 --> 0:13:12.920
<v Speaker 1>this way. You know, I completely agree, I really do.

0:13:13.120 --> 0:13:15.760
<v Speaker 1>This is why I'm saying. I think it's important if

0:13:15.800 --> 0:13:18.640
<v Speaker 1>I step down. I mean, I'm really I'm oh god,

0:13:18.840 --> 0:13:23.319
<v Speaker 1>I really sorry about That's not even no, you are

0:13:23.360 --> 0:13:26.520
<v Speaker 1>really good at what you do and this company needs

0:13:26.760 --> 0:13:31.920
<v Speaker 1>dudes like you, and I just look, you and I

0:13:31.960 --> 0:13:38.640
<v Speaker 1>are not the best fit. Okay, Um, so what are

0:13:38.640 --> 0:13:43.920
<v Speaker 1>you saying. I'm saying, Max, it's not going to happen.

0:13:44.080 --> 0:13:47.040
<v Speaker 1>There's not a romantic spark here, and that's just that's

0:13:47.080 --> 0:13:53.040
<v Speaker 1>just it. I'm sorry, all right, Well, I mean I

0:13:54.600 --> 0:13:59.680
<v Speaker 1>hear what you're saying. Um, great, Yeah, I really thought

0:13:59.720 --> 0:14:03.199
<v Speaker 1>there was a spark there. Oh buddy, No, I mean

0:14:03.320 --> 0:14:11.480
<v Speaker 1>I think that's totally cool, and I think that maybe

0:14:11.080 --> 0:14:18.920
<v Speaker 1>maybe that's a good idea. Gains of anything that where

0:14:19.040 --> 0:14:23.680
<v Speaker 1>to happen, I hope we will just be bread, which

0:14:23.800 --> 0:14:31.640
<v Speaker 1>is really great anyway, like having a friend. Calm down.

0:14:31.880 --> 0:14:35.440
<v Speaker 1>Take a breath, Cinderella, you just made Prince Charming cry.

0:14:36.200 --> 0:14:39.480
<v Speaker 1>Take a deep breath. Okay, you are you are really

0:14:39.520 --> 0:14:44.040
<v Speaker 1>talented at your job. You are someone that that Cinderella

0:14:44.120 --> 0:14:47.360
<v Speaker 1>really cherishes as a person, and she does want a

0:14:47.400 --> 0:14:49.760
<v Speaker 1>relationship with you, just not like where you make out

0:14:49.800 --> 0:14:52.120
<v Speaker 1>and take your clothes off. Just one. That's a friendship,

0:14:52.120 --> 0:14:54.800
<v Speaker 1>and that can be beautiful too, just in a different way,

0:14:55.280 --> 0:15:03.120
<v Speaker 1>gonna be beautiful. I already see it, all right, Okay,

0:15:03.360 --> 0:15:06.920
<v Speaker 1>I didn't really well what I call Max or Prince Charming?

0:15:07.960 --> 0:15:13.880
<v Speaker 1>All right, okay, okay, all right, Max, Now that you

0:15:14.040 --> 0:15:18.200
<v Speaker 1>know how Cinderella feels, buddy, I mean, she wants to

0:15:18.240 --> 0:15:20.800
<v Speaker 1>be friends with you. Still, we would like to send

0:15:20.840 --> 0:15:24.200
<v Speaker 1>you out on a friend date. Ye, and we'll pay

0:15:24.240 --> 0:15:27.480
<v Speaker 1>for it. I don't need any gift cards or anything.

0:15:27.520 --> 0:15:29.880
<v Speaker 1>I mean I listen to the show very regularly. I

0:15:30.240 --> 0:15:32.560
<v Speaker 1>can take us out again. Well, we know you can,

0:15:32.680 --> 0:15:34.800
<v Speaker 1>but just let us treat you, Max, I mean, that's

0:15:34.800 --> 0:15:36.760
<v Speaker 1>the least we can do for putting you through all

0:15:36.800 --> 0:15:39.320
<v Speaker 1>of this. Okay. And I'm sure that there are so

0:15:39.320 --> 0:15:42.120
<v Speaker 1>many listeners that are like single and would love to

0:15:42.160 --> 0:15:44.720
<v Speaker 1>go on a date with you. You sound lovely. Gold

0:15:44.760 --> 0:15:47.600
<v Speaker 1>diggers on the Yes, what was that last thing? A

0:15:47.640 --> 0:15:49.640
<v Speaker 1>lot of gold diggers. A lot of people know that

0:15:49.680 --> 0:15:56.440
<v Speaker 1>you make money. I'm saying, it's just so hard. No, Max,

0:15:56.520 --> 0:15:59.400
<v Speaker 1>you know how a lot of relationships start like you

0:15:59.440 --> 0:16:02.200
<v Speaker 1>start off his friends. You have no idea how many

0:16:02.240 --> 0:16:04.040
<v Speaker 1>people we've talked to where it's like, oh, I didn't

0:16:04.040 --> 0:16:06.160
<v Speaker 1>really like him that way at first. He was kind

0:16:06.160 --> 0:16:08.080
<v Speaker 1>of weird to me, but like, the more I got

0:16:08.120 --> 0:16:10.160
<v Speaker 1>to know him, the more I got to like him.

0:16:10.240 --> 0:16:13.520
<v Speaker 1>This is exactly what I mean. I think we really

0:16:13.600 --> 0:16:17.880
<v Speaker 1>have a shot. Were doing we were there, Jeffrey, I'm sorry,

0:16:17.880 --> 0:16:22.600
<v Speaker 1>Prince Charman's crying? What do you What do you think? Max?

0:16:22.800 --> 0:16:24.920
<v Speaker 1>Can you at least give the friendship a shot? Oh

0:16:25.000 --> 0:16:30.200
<v Speaker 1>my god? Yeah? Okay, it's just friends, Max, It's just friends,

0:16:30.440 --> 0:16:34.960
<v Speaker 1>right right, Cinderella, just friends? Yes, yes, Cinderella. Are you

0:16:35.000 --> 0:16:39.600
<v Speaker 1>cool with this? I'm ready? Friends all the way? All right, Well,

0:16:39.800 --> 0:16:42.200
<v Speaker 1>this has been a successful second date update. I think

0:16:42.360 --> 0:16:45.080
<v Speaker 1>kind of I feel like Max, you still have your

0:16:45.080 --> 0:16:48.080
<v Speaker 1>hopes up. I want you to not have those. Yeah, okay,

0:16:48.280 --> 0:16:53.000
<v Speaker 1>you don't want me to have hope? No? No, why

0:16:53.040 --> 0:16:58.680
<v Speaker 1>would you say something like that. Yeah, don't listen to Brook. Okay,

0:16:58.960 --> 0:17:01.560
<v Speaker 1>I'm trying to be a Realisay, Yeah, just be a

0:17:01.680 --> 0:17:05.520
<v Speaker 1>realist and remember when you wish upon a star, it

0:17:05.560 --> 0:17:09.840
<v Speaker 1>makes no difference who you are. That's exactly what I

0:17:09.960 --> 0:17:13.719
<v Speaker 1>could kill. That's what I'm saying, my god, Froak and

0:17:13.800 --> 0:17:14.800
<v Speaker 1>Jeffrey in the morning.