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Speaker 1: It's almost time for your awkward call. It's Brook and

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Speaker 1: Jeffrey in the morning, and today a woman is reaching

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Speaker 1: out to us with deep regret. Oh no, for complimenting

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Speaker 1: a man.

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Speaker 2: I hear you, girl, The ladies understand. I mean, like,

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Speaker 2: why would you, why would you ever do that?

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Speaker 1: She made one simple compliment to this dude she was seeing,

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Speaker 1: and he took it the wrong way, so wrong that

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Speaker 1: they're not even hanging out anymore. Yes, it was the

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Speaker 1: worst type of backfire. And now jose and Brook are

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Speaker 1: going to have to dig deep for the best advice

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Speaker 1: possible to help this woman change a man's mind before

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Speaker 1: he goes through with his big plans for tonight. I'm

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Speaker 1: not very deep, but I'll dig as far as I

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Speaker 1: can get in there. Okay, wade into that pool.

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Speaker 2: Let me get you a tea spoon.

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Speaker 1: It's coming up in a brand new awkward Tuesday phone call. Next,

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Speaker 1: it's awkward. It's Tuesday. It's awkward Tuesday phone call. You know,

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Speaker 1: dating experts say sometimes attraction isn't about looks, or personality

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Speaker 1: or even chemistry. What is left, Jeff, I mean, those

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Speaker 1: things do seem to count for something, but in reality,

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Speaker 1: all it takes is proximity.

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Speaker 2: You just got to be close to someone.

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Speaker 1: If you're around someone for long enough, they can slowly

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Speaker 1: become your George Clooney.

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Speaker 2: Oh we did just talk about that.

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Speaker 1: Didn't you say that about one of our engineers the

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Speaker 1: other day?

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Speaker 3: Sorry?

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Speaker 1: Was it about Dale?

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Speaker 3: Dale?

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Speaker 4: Looks?

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Speaker 3: Sorry, he's the one.

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Speaker 1: Okay. Anyway, a woman who works in a dentist's office

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Speaker 1: had a patient in close proximity to her, and the

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Speaker 1: rest is an awkward Tuesday phone call. So let's see

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Speaker 1: if we can help her out with it. Her name

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Speaker 1: is Kate. Kate, welcome to the show.

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Speaker 3: Oh, thank you, I appreciate it. I really need some help.

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Speaker 2: Wait, Kate, are you the Jeffery say? Did you work

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Speaker 2: at a dental office?

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Speaker 3: Yes? I work at the front gas.

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Speaker 1: Oh you're the face of the dentist.

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Speaker 2: Oh no, the gatekeeper of the appointments.

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Speaker 5: Yes.

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Speaker 1: Okay. So there was some sort of, according to your email,

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Speaker 1: romantic encounter.

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Speaker 3: Well, yeah, it didn't start off that way. This guy,

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Speaker 3: just a patient, came in.

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Speaker 2: You're like, I have all your dental charts.

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Speaker 3: Yeah, and then we just like hit it off. I

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Speaker 3: was getting him ready and we were just talking, you know,

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Speaker 3: but I really like I found myself smiling when I

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Speaker 3: went back to the front desk, and then later I

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Speaker 3: found out that he asked my boss for my number mutual,

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Speaker 3: So like my boss was like, oh my god, do

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Speaker 3: you even have any idea who this guy is? And

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Speaker 3: I was like no, and He's like, oh yeah, like

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Speaker 3: he's this huge in tech and so you know, Purty

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Speaker 3: googled him and was like.

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Speaker 2: Oh my god, I see he was there to give

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Speaker 2: any years.

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Speaker 3: He actually had beautiful piece, but.

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Speaker 1: Did go out after you saw how much he was worth.

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Speaker 1: She was going to jeff shed him.

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Speaker 3: I already liked him. Yeah, it was The conversation was

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Speaker 3: so fun.

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Speaker 4: Okay, so I mean you weren't too nervous going in.

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Speaker 3: I was a little nervous, but like, this has a

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Speaker 3: fun presence about him. He's like energetic but also kind

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Speaker 3: of like easy going in a way. Like you just

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Speaker 3: I felt like calm around them.

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Speaker 2: That is such a good sign.

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Speaker 1: Like rich guys are normally all over the place. Yeah,

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Speaker 1: but it's like how Brook feels around me and jose

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Speaker 1: that just calming, like you love being in their presence

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Speaker 1: all the time.

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Speaker 2: That's exactly the men that popped into my head. I

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Speaker 2: thought about that.

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Speaker 1: That's really sweet of you. Just say, okay, sorry, did

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Speaker 1: we get his name? Oh?

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Speaker 3: His name is Jim, Jim Jim.

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Speaker 2: All right, this isn't a second date, so we appened.

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Speaker 2: Do we get into the date or not?

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Speaker 3: Yeah?

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Speaker 1: What does the awkwardness come into this?

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Speaker 3: Well? Okay, So it turns out that he was married

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Speaker 3: for quite a long time and he's been divorced about

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Speaker 3: a year and he hasn't gone out with anyone in

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Speaker 3: that time. So I think, you know, he was very

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Speaker 3: not insecure isn't quite the word, but not not comfort

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Speaker 3: a little bit.

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Speaker 2: Yeah, okay, on the date.

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Speaker 4: He wasn't super comfortable. He was just like where do

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Speaker 4: I put my hands right?

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Speaker 3: Exactly? And so just to put him at ease and

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Speaker 3: encourage him, I was like, oh my gosh. I started

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Speaker 3: joking with him because that's what I love about him.

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Speaker 3: I mean I shouldn't I love about what I really

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Speaker 3: enjoyed about him. And so he and I like were

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Speaker 3: joking and I said, you would do so great on

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Speaker 3: the dating apps and he's like, oh, come on, no,

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Speaker 3: I wouldn't. And I was like, you totally would, that

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Speaker 3: you would clean up.

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Speaker 2: That's a joke that could backfire. My friend boosted him up.

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Speaker 4: Not only did you boost him up, but you also

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Speaker 4: came across as like, if someone said that to me,

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Speaker 4: I'd be like, Oh, you're not interested in me romantically.

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Speaker 2: You want me to date other people?

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Speaker 3: No, I know, but like we actually had gone out.

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Speaker 2: Four or five times by that point.

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Speaker 3: Yeah, sorry, I didn't mention that. So I feel like

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Speaker 3: by that point I just felt comfortable ribbing him because

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Speaker 3: I think we're cool. But I think I made a

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Speaker 3: mistake by saying that. Why real, Why Because then he

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Speaker 3: texted me about a week after that and he's like,

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Speaker 3: oh my god, you are totally right. You're the best.

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Speaker 3: And he's like, I have twenty matches, and out of

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Speaker 3: the twenty matches, he has like fifteen dates lined up already.

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Speaker 2: Whoa do Yeah?

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Speaker 3: The first one tonight.

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Speaker 6: You guys, Oh, you don't.

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Speaker 1: Think that's just part of his hilarious sense of humor

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Speaker 1: that he's joking about that with you. You think, for real,

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Speaker 1: this is going down.

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Speaker 3: I really do, because that would be the worst thing

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Speaker 3: to humor.

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Speaker 1: Okay, Well, and he followed.

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Speaker 4: It up by telling you, like, so he told you

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Speaker 4: I'm going out tonight with someone.

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Speaker 1: Yeah, he thinks you friend z.

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Speaker 3: No, I get it. It's totally my fault because I

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Speaker 3: was just trying to be encouraging to him. So now

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Speaker 3: he does think like I'm his wingman or buddy or something.

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Speaker 3: And he even said more, he's like excited. He's like

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Speaker 3: this is like a new leads on life for me.

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Speaker 1: He has you to think for them.

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Speaker 3: Geez ate.

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Speaker 1: So you's you do sound definitely regretful about what's happened,

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Speaker 1: But yes, why have you reached out for help with

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Speaker 1: an awkward Tuesday phone call?

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Speaker 3: Because I think maybe it would be a good time

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Speaker 3: to call him and have a really awkward conversation about

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Speaker 3: how I want another shot. I mean, I know it's

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Speaker 3: a long shot, but I feel like if I don't

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Speaker 3: take it, I'll be so mad at myself.

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Speaker 2: Yeah. Maybe he's waiting for this, Yeah, yes, and he

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Speaker 2: just doesn't get it.

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Speaker 6: Yeah you know.

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Speaker 1: Yeah, No, I'm sure every guy wants to say, Yeah,

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Speaker 1: I'm going to look past the fifteen beautiful women I

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Speaker 1: have dates lined up with and go hang out with

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Speaker 1: my friend.

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Speaker 2: Hey, those days are going to bail anyways, going to cancel.

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Speaker 2: Maybe the world he doesn't realize.

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Speaker 1: Yeah, yeah, maybe this is part of the advice that

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Speaker 1: we're going to give you when we come back and

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Speaker 1: let you make your awkward Tuesday phone call to your

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Speaker 1: super rich, wealthy, possible future boyfriend.

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Speaker 3: Yeah, thank you.

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Speaker 1: Yeah, hopefully that's what happens well with your awkward Tuesday

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Speaker 1: phone call. Next, it's awkward. It's Tuesday. It's awkward Tuesday

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Speaker 1: phone call. If you're just joining us, we're about to

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Speaker 1: make an urgent call here trying to stop a guy

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Speaker 1: from going on a date tonight, Yes, and instead asking

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Speaker 1: him to reconsider our listener Kate, who accidentally friend zoned

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Speaker 1: herself by telling him he'd be a huge catch on

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Speaker 1: the dating app and he is. Why would she say

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Speaker 1: that to him? Yes, because when they were hanging out,

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Speaker 1: she learned that he got out of a long marriage recently,

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Speaker 1: and he seemed kind of nervous and unsure of himself.

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Speaker 4: Did there were four to five dates in that's like

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Speaker 4: almost the start of like a relationship.

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Speaker 2: I mean, like that's where you start to decide, like

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Speaker 2: are we doing this?

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Speaker 1: You we're dating? But his nerves were getting the best

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Speaker 1: of him being back in the dating scene, so she

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Speaker 1: tried to lift him up and be positive. Yeah, and

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Speaker 1: her encouraging words were a little too encouraging. Yeah, because

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Speaker 1: now he's lined up fifteen new dates for himself, one

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Speaker 1: of which happens tonight, and Kate wants to try to

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Speaker 1: change his mind. So she needs our help on how

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Speaker 1: to do that. Brooke, what's your advice?

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Speaker 2: This is hard.

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Speaker 6: You don't want to come off desperate, I think when

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Speaker 6: I was you, No.

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Speaker 1: You don't.

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Speaker 6: You don't if you don't, you want to be a catch, right, Yeah,

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Speaker 6: especially for a guy like this.

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Speaker 2: That's why you fight fire with fire.

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Speaker 4: Kate, you tell him you have a date tonight with

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Speaker 4: someone super hot.

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Speaker 6: Oh, I was expecting more of mature advice for I

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Speaker 6: was thinking about it. I thought about, like, be honest

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Speaker 6: with your feeling, but then that just comes off as clingy.

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Speaker 3: Okay, I don't know about that one. That seems like

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Speaker 3: that could just be the end of anything.

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Speaker 2: No, Listen.

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Speaker 6: In high school, I used to tell these boys that

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Speaker 6: I like that other boys from another school were taking

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Speaker 6: me out. Really, I was just eating had a cream

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Speaker 6: pie with my best friend, and you know what, I

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Speaker 6: eventually dated that guy that I cried to.

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Speaker 1: It's one tool in your tool bag that you could use. Jose,

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Speaker 1: what's your advice. You need to get out of the

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Speaker 1: friend zone. And the best way that you can do

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Speaker 1: this is to bring up that it's great you got

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Speaker 1: to experience dates with you, but we never finished our lesson.

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Speaker 2: Oh oh, sing is next?

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Speaker 1: Are you regretting calling into the show for advice? It

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Speaker 1: sounds like a friend right now, and I'm talking to

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Speaker 1: do you want to kiss them or not?

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Speaker 3: I do want to kiss them, but I don't want

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Speaker 3: to be like, I don't know, like a lesson.

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Speaker 2: Maybe you haven't kissed after four to five dates?

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Speaker 3: Not yet?

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Speaker 6: Oh super friend zone.

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Speaker 1: She said that he's nervous about getting back in the

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Speaker 1: dating world. I'm sure he's trying to take it slow too.

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Speaker 2: Yeah, so did my husband slow?

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Speaker 1: Whatever did you just say my husband?

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Speaker 2: And then the sentence he tried to take it slow too?

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Speaker 2: How did that work out with him?

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Speaker 1: Okay, Well, we're running out of time here, Kate, So

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Speaker 1: we got to make this call. I'm gonna dial this

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Speaker 1: guy Jim for you and see if you can convince

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Speaker 1: him to cancel his date plans tonight and choose you.

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Speaker 2: And and kiss you finally, Oh my god.

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Speaker 1: We'll see. It's up to you how you want to

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Speaker 1: do it, but we're going to be behind you in

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Speaker 1: your corner, ready to jump in when you need help.

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Speaker 1: All right, you ready?

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Speaker 3: Yeah? Thanks?

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Speaker 1: So awkward, Let's see how it goes.

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Speaker 5: Hello, Hey, all.

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Speaker 3: Stage yike.

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Speaker 5: Oh oh, I'm I'm sorry. Uh why didn't you call

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Speaker 5: me from your number?

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Speaker 3: Huh oh? Just because just because I'm trying to be

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Speaker 3: in the spirus. Okay, Anyway, you and they were texting

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Speaker 3: and looks like you've got a lot of dates blind up,

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Speaker 3: and I was just like, yeah, I've got a date

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Speaker 3: lined up too. I just wanted to know.

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Speaker 5: With somebody. Oh okay, yeah, it's like super hot. Oh

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Speaker 5: uh good. Yeah, I'm glad they're they're hot. That's that's

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Speaker 5: that's great. I mean I would I have a date

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Speaker 5: tonight too, So that's so's cool, that's cool.

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Speaker 3: I'm just kidding. I don't really have a date tonight.

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Speaker 3: I was just saying that I'm really fine to be

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Speaker 3: mysterious here. Yeah, go ahead, go ahead ask me anything.

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Speaker 5: No, no, no, I just did.

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Speaker 3: Oh what'd you say?

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Speaker 5: I'm asking what's going on? Because you're calling me from

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Speaker 5: a different number. You're act the mysterious. You're talking about dates,

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Speaker 5: you have the hot guy that you don't have. No,

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Speaker 5: are you a care? Yeah?

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Speaker 3: No, I'm fine. I'm fine. I mean, like physically I'm fine. Emotionally,

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Speaker 3: I feel like kind of a mess. So, like, you

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Speaker 3: know how we like went out on four or five dates,

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Speaker 3: four dates exactly for wonderful Uh we went on four dates?

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Speaker 5: Remember I was there?

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Speaker 3: Well, can I just be honest with you? You treated

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Speaker 3: me so well and I had such a good time

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Speaker 3: and it was like just so fun and affortless. And

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Speaker 3: that's why I started joking with you, like about how

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Speaker 3: you do on the dating apps. And I just I

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Speaker 3: know we haven't kissed there or anything, or we didn't kiss,

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Speaker 3: but I think I caught some feelings. And I see

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Speaker 3: that you have all these dates lined up, and I

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Speaker 3: feel like I just want them to be with me.

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Speaker 5: Hold on, hold on, Okay, I think that there's some

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Speaker 5: kind of misunderstanding that's happened. Listen, you know, in front

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Speaker 5: of your boss, right, Yeah, So it's talking to him

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Speaker 5: the other day about you, and he said, maybe I'm

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Speaker 5: just too rich for you. You know that's what people

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Speaker 5: feel weird. Yeah, Like some people feel weird about when

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Speaker 5: other people have money and they don't really know how

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Speaker 5: to act and maybe it made you uncomfortable or something,

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Speaker 5: and then maybe oh we should be friends. And I mean, like,

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Speaker 5: you know, I don't want you to be uncomfortable like

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Speaker 5: at the end of the day. So like maybe I

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Speaker 5: just have too much money for you.

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Speaker 2: Wow, yeah, that's not a thing I would agree with that.

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Speaker 3: Yeah, like I love money. Maybe like I okay.

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Speaker 1: Yeah, yeah, you need to pump the brake a little bit.

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Speaker 5: What what is happening, Jim?

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Speaker 1: Jim, what's happening is you're on a radio show right now.

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Speaker 1: It's called Brooke and Jeffrey in the Morning.

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Speaker 5: Like the radio. I'm on the radio.

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Speaker 2: Sure you can call it.

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Speaker 1: That if you want to v podcasts, that's right. And

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Speaker 1: this is called an awkward Tuesday phone call. Kate reached

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Speaker 1: out to us because she was looking for a little

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Speaker 1: bit of advice on how to have this conversation with you.

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Speaker 2: Yeah, she accidentally friend zoned you. She obviously didn't want to.

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Speaker 5: Oh uh, Jim, it's true.

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Speaker 3: I'm so sorry. I don't even know what else to say.

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Speaker 3: And maybe I shouldn't say anything because I keep digging

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Speaker 3: hold of myself. You do, okay, And you know what

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Speaker 3: I never said, I can't date a rich guy, or

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Speaker 3: I don't like rich guys, Like money's just not the

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Speaker 3: most important thing to me. But I told my boss,

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Speaker 3: he's taking me all these fancy places. But the thing

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Speaker 3: is that I said, I don't I like you. I

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Speaker 3: don't care about the money part of it, Like that's

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Speaker 3: not what matters to me. That's what I said.

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Speaker 2: That's a nice thing. Isn't that nice to hear? Jim?

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Speaker 5: Yeah, I mean that's nice to hear. I mean a

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Speaker 5: lot of girls with dating apps for the same thing.

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Speaker 2: Okay, they will. Did you put your net worth on

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Speaker 2: the dating app?

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Speaker 5: Jim? Are you not supposed to? No, Jim, Well no,

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Speaker 5: it's that's like what your job is. So I just

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Speaker 5: put in prophesies.

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Speaker 2: No, let's take that off.

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Speaker 1: Now, I know how you got twenty matches.

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Speaker 2: Yeah it makes.

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Speaker 5: Sense now yeah, okay, do you want to go out?

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Speaker 1: Yes?

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Speaker 4: You know, Jim, you like Kate. You were sad when

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Speaker 4: she brought up the dating naps. It sounds like, no, I.

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Speaker 5: Was sad with her. Boss said she didn't like rich guys.

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Speaker 3: Yeah, I didn't say that. That's like a false narrative.

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Speaker 1: Yeah, misinterpreted. Kate was screaming that she loves money just

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Speaker 1: a second ago.

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Speaker 2: What she's trying to say is money doesn't matter that

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Speaker 2: much to her.

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Speaker 3: She likes the person and Jim, I like you.

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Speaker 1: How does that feel, Jim?

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Speaker 5: Yeah, I'm just thinking about all the dates at the camp.

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Speaker 3: I'll do it for you.

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Speaker 1: So just to confirm, Jim, that's something you're open to,

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Speaker 1: because we heard that you're going out with someone tonight,

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Speaker 1: would you be willing to step back from that and

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Speaker 1: give Kate another chance?

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Speaker 5: Yeah? You're freedom.

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Speaker 1: Oh yeah, yeah, don't forget the kissing.

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Speaker 5: That kissing I didn't hear with that.

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Speaker 1: You will, Jim, kissing's changed a lot since you were married,

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Speaker 1: So get ready for a whole new experience with Kate.

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Speaker 5: Okay, you'll find out tonight.

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Speaker 1: Dude, Brook and Jeffrey in the morning. You know, I

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Speaker 1: really like that he gave her such a bad time

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Speaker 1: about her phone over and over and over. Okay on

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Speaker 1: that part, because you know, rich guys don't trust people

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Speaker 1: on burners, and he was clocking something suspicious happening very

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Speaker 1: early on in the call.

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Speaker 2: You're right, I answered an unknown call. Ye, or you

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Speaker 2: can say divorces don't trust anybody. I think it's probably

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Speaker 2: more accurate that might.

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Speaker 1: Be true, but I am glad to learn that he's

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Speaker 1: such like an easy going dude, because a lot of

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Speaker 1: guys fresh off of divorce like that are just like, oh,

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Speaker 1: you know, I just want to wear my leather jacket

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Speaker 1: now and only date women with big boobs for a while.

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Speaker 1: But this guy, he was deep. It was amazing. Unfortunately

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Speaker 1: for him, he has too much money, though, you know,

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Speaker 1: it's a crunch.

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Speaker 2: I actually hope we get an update for them.

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Speaker 6: There be.

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Speaker 1: Yeah, and we'll see if it continues. We've asked them

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Speaker 1: to stay in touch with the show, and we want

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Speaker 1: you to get in touch with us too. If you

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Speaker 1: ever need help with some awkward situations in your dating

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Speaker 1: life or your personal life, we can give you the advice,

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Speaker 1: not necessarily to fix it, but you know it's advice

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Speaker 1: to go there, you go, y