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Speaker 1: Second date, up date.

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Speaker 2: Imagine the one person you had a huge crush on

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Speaker 2: years ago where you were always.

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Speaker 1: Into them, but nothing happened.

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Speaker 2: Fast forward, and what if that old crush from your

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Speaker 2: past suddenly walked back into your life.

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Speaker 3: Oh my god, I'm so exciting you had your chance

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Speaker 3: get you're talking about. It's great second chances.

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Speaker 4: Okay, you blew your shot the first time, and now

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Speaker 4: you get a do over.

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Speaker 1: Yeah, that's the question.

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Speaker 2: Do you take Jose's approach and say, well, past is

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Speaker 2: past and just approach it as friends, or do you

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Speaker 2: take a chance.

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Speaker 4: I've never not taken your.

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Speaker 2: Current spouse and all three of your children and you

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Speaker 2: just go for it.

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Speaker 4: Please tell me you have a married person on the phone.

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Speaker 1: Just happiness to Brooke. Always remember that you're talking about me.

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Speaker 2: One of our listeners had an accident, old run with

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Speaker 2: an old love interest of his, and now he's come

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Speaker 2: to us for some help.

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Speaker 1: His name is Jason. Jason. Welcome to the show.

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Speaker 4: Hey guys, Jason, are dressing my fingers that you're single?

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Speaker 1: Buddy?

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Speaker 2: I am all right, okay, okay, off to a good started.

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Speaker 2: He sadly, we would have probably kept going yeah better,

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Speaker 2: ye yeah, So apparently you ran into some sort of

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Speaker 2: old love interest from your past.

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Speaker 1: Tell us about her.

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Speaker 5: Well, it's a girl that I used to work with. Okay,

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Speaker 5: her name's Cassy, and uh, you know I I about

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Speaker 5: have asked her out half a dozen times, you know,

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Speaker 5: back when we worked together.

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Speaker 1: Oh you did?

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Speaker 4: You did shoot your shot a lot for the shot?

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Speaker 6: Was?

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Speaker 5: She kind of always acted like she thought I was joking,

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Speaker 5: you know what I mean, Like she didn't take it seriously.

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Speaker 3: Well that she was probably doing that to save your feelings.

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Speaker 5: Maybe it didn't feel good either way.

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Speaker 4: Okay, what was her response always?

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Speaker 5: Well, she always would just be like, oh, you're so funny,

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Speaker 5: or you know, we worked together, you know, that sort

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Speaker 5: of thing. And it wasn't she left right. She got

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Speaker 5: a different job about seven years ago, and I guess

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Speaker 5: roughly a week ago I ran into her at target. Okay,

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Speaker 5: I was like, hey, you know, and you know, we

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Speaker 5: kind of shared some old inside jokes and caught up.

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Speaker 5: You know how you doing?

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Speaker 4: You didn't just ask her out?

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Speaker 7: Right? Then?

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Speaker 4: I'm wondering if you're the reason she switched jobs.

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Speaker 5: You know, you're getting ahead of me, because I did

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Speaker 5: I did ask her out?

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Speaker 1: Oh you did?

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Speaker 5: I didn't really mean to even ask her out, like

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Speaker 5: on a date date, because initially she was like hesitant,

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Speaker 5: and I was like, let's just go get some drinks,

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Speaker 5: you know, catch up just like friends. Yeah, and we

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Speaker 5: did in Uh.

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Speaker 3: Okay, did you say just like friends when you proposed this?

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Speaker 7: Uh?

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Speaker 5: Not really? I was like, it's just drinks, all right?

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Speaker 2: Is there a way to make make drinks just friends?

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Speaker 2: Like I just want to go out for friend drinks

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Speaker 2: with you know?

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Speaker 3: I just I was wondering if that's what he said

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Speaker 3: to her when when he asked her out, because then

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Speaker 3: obviously we know why she isn't friends.

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Speaker 5: Yeah, okay, right right, Well I kind of did it

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Speaker 5: in the way that I guess just as friends, unless

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Speaker 5: you say yes, and then it's more you know what

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Speaker 5: I mean that that kind of thing.

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Speaker 2: Okay, Okay, leave the door open for whatever possibilities happened

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Speaker 2: that night, that's okay.

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Speaker 5: And so she takes me up on it, gives me

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Speaker 5: your number, I get, we get a The day didn't

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Speaker 5: really go all that well. I was nervous.

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Speaker 4: Oh you're up in your head?

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Speaker 6: Yeah?

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Speaker 5: Oh yeah, I was so in my head. So like

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Speaker 5: the one reference I had of us together and like

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Speaker 5: knew was that Target, So I just kept talking about

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Speaker 5: stuff that I found a Target.

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Speaker 2: Oh God, well, hold on, maybe there's some good stuff

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Speaker 2: you found.

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Speaker 3: Love if you talked about Yeah, but I'm guessing that

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Speaker 3: he's not going to Target for the fun stuff men

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Speaker 3: go for, like vitamins and cream.

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Speaker 2: You're so right?

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Speaker 1: What did you find there, Jason?

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Speaker 7: Oh?

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Speaker 5: I mean I found lots of stuff from household items

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Speaker 5: to cereals that they don't have at my regular grocery store.

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Speaker 1: Like, oh, secret cereals is a hot topic. I love cereal.

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Speaker 1: Back off.

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Speaker 3: That sucks too, because you've spent seven years going over

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Speaker 3: in your head what you would have done differently, and

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Speaker 3: then you're moment comes and all you can talk about

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Speaker 3: is cereals at targets.

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Speaker 2: Target would be happy with that, though, like they would

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Speaker 2: consider that a major romantic win.

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Speaker 5: You might be overselling it a little bit. I wouldn't

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Speaker 5: say that I've spent like the last seven years, like

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Speaker 5: constantly thinking about that. Okay, Like what I saw her

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Speaker 5: was like this is perfect.

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Speaker 2: Yeah, yeah, okay, Okay, that's good. I don't I don't

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Speaker 2: think that sounds like a total disaster of a day.

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Speaker 2: It's just one funny moment.

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Speaker 5: Look, she was laughing. She acted like she was interested

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Speaker 5: in what I was saying.

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Speaker 4: So she acted that's the keyword there, like yeah, yeah,

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Speaker 4: just like she laughed at every other joke that he

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Speaker 4: made when he asked her out, Jason, is.

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Speaker 2: It possible that she was just like pretending to be

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Speaker 2: interested and have more fun than she really was.

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Speaker 7: I don't.

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Speaker 5: I will say that I was definitely a lot more

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Speaker 5: confident in how well it went before this conversation.

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Speaker 1: We do have that effect on people, So don't look

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Speaker 1: at yourself for that.

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Speaker 7: You know.

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Speaker 5: She gave me the normal laughs and asking questions even

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Speaker 5: about different stuff, and so I thought she was interested.

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Speaker 5: And I shot her at the text message the next

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Speaker 5: day like, hey, had a lot of fun yesterday, would

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Speaker 5: you like to hang out again sometime? And she just

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Speaker 5: responded with that's not how this works.

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Speaker 1: That's not how what works.

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Speaker 5: I don't well, I don't know what this is was

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Speaker 5: did you.

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Speaker 1: Ask her what she meant?

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Speaker 4: Yeah?

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Speaker 5: I was like, well, not how what works? And she

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Speaker 5: just has not responded at all.

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Speaker 1: She doesn't want to get into it.

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Speaker 4: She's like, oh, that's just like he's an idiot.

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Speaker 2: Maybe she's like saying that's not how this works. Like,

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Speaker 2: this isn't a romantic situation that's developing here.

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Speaker 4: I hope, yeah, just yeah.

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Speaker 1: It depends on how you read it. You could take

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Speaker 1: it different ways.

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Speaker 2: The only way to know is to actually reach out

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Speaker 2: to Cassie or She's like, that's how this works.

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Speaker 1: You need to have a ring buddy with the target.

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Speaker 1: But okay, so how long has it been.

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Speaker 5: It's been a week?

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Speaker 2: Okay, okay, Yeah, let's reach out to her and find

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Speaker 2: out what she means and hopefully get you out on

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Speaker 2: another hot target date with her when we come back

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Speaker 2: to do your second date update right after.

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Speaker 1: This second date update.

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Speaker 2: If you go out on a date and text them

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Speaker 2: afterwards asking them out again, they write back, that's not

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Speaker 2: how this works.

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Speaker 1: What does that mean?

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Speaker 4: You know? But when you say it like that, it

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Speaker 4: sounds like a threat.

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Speaker 2: I mean, yeah, it's a mystery. Does it mean you

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Speaker 2: texted too soon? Does it mean we're not a romantic

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Speaker 2: thing at all?

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Speaker 4: Do you mean that you need to try harder?

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Speaker 2: Does it mean you need to read the prologue of

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Speaker 2: the Da Vinci Code upside down at exactly noon in

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Speaker 2: the shadow of the Chrysler building, and the answer will reveal.

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Speaker 1: Itself to you.

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Speaker 2: Wow, I'm just throwing out a guest there. We're hoping

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Speaker 2: to find out because this one's a little bit different. Jason,

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Speaker 2: our listener has known the girl we'reabout to call going

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Speaker 2: back years. They used to work together, asked her out

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Speaker 2: many times until she finally said yes. The other day

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Speaker 2: at Target, went out on one date, and afterwards he

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Speaker 2: got that strange, mysterious text.

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Speaker 1: That's not how this works.

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Speaker 4: Yeah, it's interesting because you said you were so nervous,

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Speaker 4: but she sounds so confident.

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Speaker 5: Yeah. I mean I felt like I was doing okay

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Speaker 5: because she was laughing and smiling, and then when she

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Speaker 5: didn't respond, I was I started questioning everything.

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Speaker 4: It a date, like she might not know it's a date.

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Speaker 4: Let's get some answers, Jeff, get that Da Vinci codebook.

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Speaker 2: Out, and we're going to be very very clear with her.

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Speaker 2: We're going to say a romantic date.

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Speaker 1: The Hawkeye recently yes, with.

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Speaker 2: Lots and lots of kissing, in action, any of that. Well,

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Speaker 2: I'm just saying for the next one, we're going to

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Speaker 2: make sure it's very clear that he's not in the

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Speaker 2: friend zone. As I'm sorry, we're gonna go We're gonna

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Speaker 2: send you out on a romantic hot date.

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Speaker 5: Don't scare this sounds more awkward than I was by myself.

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Speaker 4: Well, you know this show, Jason. Listen.

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Speaker 2: We'll try and dial it back just a little bit.

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Speaker 2: But I'm calling her right now. Hopefully she answers.

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Speaker 1: Here we go. Hello, Hey, We're gonna speak with Cassie.

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Speaker 6: This is her.

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Speaker 1: Hey, sorry, sound weird there?

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Speaker 5: Morning.

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Speaker 6: Hi Cassie, Good morning.

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Speaker 1: This is a whole radio show. We're called Brook and

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Speaker 1: Jeffrey in the Morning.

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Speaker 6: Oh my gosh.

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Speaker 1: Hi, wait, do you know the show?

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Speaker 6: I kind of like, what is happening?

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Speaker 1: Well, this is a second date update.

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Speaker 2: We heard that you went out recently to uh drinks

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Speaker 2: with one of our listeners named Jason.

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Speaker 1: An old I'm not gonna say that an old coworker of.

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Speaker 8: Your Yeah, but why answer like that.

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Speaker 6: I feel like that's kind of between him and me.

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Speaker 4: Well, he is clueless, so I don't think anything is

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Speaker 4: between you and him.

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Speaker 2: Yeah, we heard that you guys went out the other day,

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Speaker 2: and we just want to know how it went.

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Speaker 1: From your perspective, Like, were you excited? Do you have

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Speaker 1: a good time?

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Speaker 6: I mean, like I guess like the date was okay,

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Speaker 6: but I just feel like I don't know, that's just

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Speaker 6: like more of a me and him thing.

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Speaker 5: To talk about.

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Speaker 4: What do you mean?

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Speaker 1: What is well?

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Speaker 6: I've been like putting it off because I don't really

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Speaker 6: know how to say it to him.

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Speaker 4: Oh my god, have you had a crush on him

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Speaker 4: for years and you finally want to tell him?

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Speaker 6: No?

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Speaker 2: What I got there's only one thing that you were pinpointing, like.

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Speaker 1: There's something that he did wrong.

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Speaker 7: I mean I think he should now Okay, look, Cassie,

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Speaker 7: I normally don't do this, and we'd usually find out

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Speaker 7: a little bit more before I tell you that he's

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Speaker 7: on the phone listening, but he is. What?

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Speaker 1: Yeah? There?

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Speaker 7: Hi?

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Speaker 6: What are you doing?

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Speaker 5: Uh? I don't know. You just haven't said anything for

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Speaker 5: like six days, I guess, so, Like what gives? Why

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Speaker 5: why won't you talk to me?

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Speaker 6: I just I didn't appreciate your text?

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Speaker 5: What was what was wrong with the text? Did I

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Speaker 5: say something that was offensive? Our defense if we wanted

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Speaker 5: to hang out?

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Speaker 6: It was just a text, Like, Jason, is that really

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Speaker 6: all I am to you? Just a text? No call,

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Speaker 6: not in person, nothing, just a text.

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Speaker 5: Oh, I'm sorry. I just I don't know. I didn't

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Speaker 5: think about going beyond a text, and that's the problem.

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Speaker 4: That's what you're supposed to say. No, You're much more

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Speaker 4: than just a text to me.

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Speaker 1: Yeah, I don't want to be clinging it.

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Speaker 4: Yes, because I like you too much?

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Speaker 5: Yeah? I mean, do you want me to just show

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Speaker 5: up at your house after us not seeing each other

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Speaker 5: for that long? I just thought it would be the

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Speaker 5: proper way because I wasn't sure you know, if you

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Speaker 5: want another date?

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Speaker 6: But like, I feel like I deserve romance and deserve

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Speaker 6: more than that, So I don't know.

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Speaker 5: Okay, can I ask you again?

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Speaker 6: Then?

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Speaker 7: Oh? I like that.

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Speaker 6: I don't know, can you.

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Speaker 5: Okay?

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Speaker 1: Okay, no pressure here, Jason. You got this and you

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Speaker 1: may want to wait and ask her later.

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Speaker 4: Bro, she wants she wants it now.

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Speaker 1: Just deliver a super romantic question.

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Speaker 4: Go ahead, do you have music or anything for you?

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Speaker 1: Got this? I believe.

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Speaker 5: Just let me get it out. Just let me get

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Speaker 5: it out. Cassie, would you like to go out again?

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Speaker 6: Jason? Don't say it like that.

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Speaker 4: I mean, she set you up. She told you exactly

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Speaker 4: what she needed romance.

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Speaker 1: Try it again, Jason, more romantic.

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Speaker 5: Okay, Cassie, do you want to go out with me again, no.

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Speaker 4: Information about why you like her.

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Speaker 1: To give credit for that.

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Speaker 6: Do you hear you? It's not do you want?

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Speaker 5: What is it? It is because I want to, but

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Speaker 5: it's will you?

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Speaker 4: Is this like an English thing where we're getting okay?

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Speaker 5: If I got to say it exactly with the words

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Speaker 5: that you want.

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Speaker 6: Okay, I don't hear it from your heart.

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Speaker 5: Okay, that is from my heart. Like I'm just I've

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Speaker 5: done it so many times. I've asked you, like five times.

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Speaker 4: What do you want from this van castie. He told

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Speaker 4: us that he asked you a dozen half a dozen

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Speaker 4: times when you work together, and you turned him down

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Speaker 4: every time.

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Speaker 6: Well, I didn't realize it was such a burden for

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Speaker 6: you to ask me out, Jason.

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Speaker 1: But he didn't phrase that very well.

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Speaker 4: You don't know she was this high maintenance. It's a

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Speaker 4: pretty high maintenance castle.

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Speaker 6: Can you just please stay out of our business right now?

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Speaker 6: Like it's not involving you at all.

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Speaker 4: Yeah, you sound like such a pleasure.

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Speaker 1: We're supposed to try to make a romantic connection.

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Speaker 3: You think Jason sounds like a cool dude, you know,

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Speaker 3: like he wants to hang out crying.

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Speaker 4: He's doing all the things I'm supporting.

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Speaker 2: Him, Jason. Take some of what Brooks said and use

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Speaker 2: that towards Cassie now.

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Speaker 5: As do you want to go out with me? I

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Speaker 5: want to go out with you a lot, a lot,

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Speaker 5: a lot. I just want to know if you do.

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Speaker 2: That was the best one yet he put some some

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Speaker 2: more into that emphasis.

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Speaker 6: I'm gonna pass.

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Speaker 1: Oh my god, you had her pass twelve. She just

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Speaker 1: wasn't feeling it.

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Speaker 2: She wasn't feeling it like he really really meant it,

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Speaker 2: and it was from the heart.

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Speaker 3: He said that he's been thinking about her on and

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Speaker 3: off for the last no matter what she.

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Speaker 2: Was going to say, No, what you should have said

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Speaker 2: is I've been pondering about you deeply and romantically.

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Speaker 4: Love me.

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Speaker 6: I think I've definitely had enough of you strangers commenting

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Speaker 6: on my love life now, so I'm going to hang

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Speaker 6: up on you now. Bye.

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Speaker 2: Oh that's our only hope.

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Speaker 1: I feel like we should have tried harder to stop her,

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Speaker 1: but I didn't feel like she's exhausted.

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Speaker 2: Yeah, we're getting a lot of texts in at seven

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Speaker 2: eighty five nine two saying you actually dodged a bullet

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Speaker 2: by not.

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Speaker 1: Seeing her again.

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Speaker 4: That's a whole missile.

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Speaker 1: Can you think maybe you could let it go now?

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Speaker 4: Yeah?

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Speaker 5: Well, I definitely don't feel like, Uh, I don't think

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Speaker 5: there's anything I could do with that. I just I

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Speaker 5: think that there was no possibility and it would probably

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Speaker 5: would have been better for her to just say no.

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Speaker 4: Now that sounded like it was from your heart.

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Speaker 1: Yeah, should we call her back right now?

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Speaker 5: OK?

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Speaker 1: Now you're in the.

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Speaker 4: Mode freaking Jeffrey in the morning.

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Speaker 1: Does Chris Hemsworth ever have to go through crap like this?

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Speaker 1: I don't think so.

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Speaker 2: I feel like, if you're super good looking, that conversation

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Speaker 2: never comes up. No girl is saying to it, hems Worth, O,

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Speaker 2: can you like ask me out like better and like

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Speaker 2: like put some actual heart into her?

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Speaker 1: Can I get more accent?

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Speaker 4: I'm actually pretty sure they just grunt and.

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Speaker 2: God blessed Jason because he tried the question seven nine

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Speaker 2: different ways.

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Speaker 1: When he gave up.

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Speaker 4: It's almost like she was messing with him.

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Speaker 1: It's not that way, Honestly.

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Speaker 2: I know we're supposed to try to help facilitate a

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Speaker 2: connection between these people, but we are all happy that

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Speaker 2: that one did not work out.

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Speaker 4: I can't believe he kept trying. Yeah, pick up your dignity.

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Speaker 7: Man.

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Speaker 4: You can't do this anymore.

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Speaker 2: And if you have problems picking up your own dignity,

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Speaker 2: we can help pick it up for you at least

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Speaker 2: a little bit. Yeah, email us, we'll call that person

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Speaker 2: who's not calling you back. Go check out all of

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Speaker 2: our second dates wherever you get your podcasts at Broken

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Speaker 4: Jeffrey Brooke and Jeffrey in the Morning