Brooke and Jeffrey: Second Date Update - Second Date Update: Too Hot To Be Homeless
Episode Date: February 2, 2022The listener on the phone needs our help, because after spending 3 days in a row at her place together... Her date has suddenly ghosted her...Now we're going to call him and find out what really happe...ned in that apartment!See omnystudio.com/listener for privacy information.
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People, my people,
what's up? This is Questlove. Man,
I cannot believe we're already
wrapping up another season
of Questlove Supreme.
Man, we've got some amazing guests
lined up to close out the season, but
you know, I don't want any of you guys to miss
all the incredible conversations we've had so far. I mean, we talked to A. But, you know, I don't want any of you guys to miss all the incredible conversations
we've had so far.
I mean, we talked to A. Marie,
Johnny Marr,
Eve,
Jonathan Schechter,
Billy Porter,
and so many more.
Look, if you haven't heard these episodes yet,
hey, now's your chance.
You gotta check them out.
Listen to Questlove Supreme
on the iHeartRadio app,
Apple Podcasts,
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What's the wildest thing that you've ever done on a first date?
First date? Oh, first date. I know for me, craziest first date was back in 2016 when me and the mystery person did something I'll never forget.
Dessert first.
You bad, bad boy.
And that's not like a euphemism or anything.
No, no. Dessert before the entrees, even before the appetizers came out.
I bet the server was shocked. Like, sir, you do know we haven't served bread yet.
Yeah, I was almost kicked out.
Oh, really?
Because I'm that much of a wild card.
I love that Jose is playing this up for you.
Someone else who throws caution to the wind is Emily, who emailed us for help.
You think that she used chopsticks?
Well, she says she can't believe what she did on night one of meeting this guy.
So let's talk to her about it.
Emily, how you doing good
good how are you are you a real rebel like jeffrey you're saying more okay i get it i get it emily i
get it yeah who'd you go out with where'd you meet him okay so before i tell you what i did
he's really hot and tall he has tattoos on his forearm and like i noticed him right away
because we just had like this instant chemistry going on for like 20 minutes
where were you where wait where were you i met him at a bar okay and does he have a name or yeah
his name's jason oh okay and so it sounds sounds like Jason was so sexy that he brought the wildness out of you.
I think so.
Nice.
That is always a good thing if you can do that to a lady.
Yeah.
What did you do?
She'll be wearing tiramisu in no time.
That's right.
I have a feeling that things went pretty quickly if you're counting the 20 minutes of eye contact
you made prior to talking to him.
Oh, yeah. What happened with you and Jason?
So, like, I'm just at the bar, and I just see this really hot, tall, attractive man.
Yeah, we got that.
Are we still talking about Jason, or is this a new one?
And we're just making eye contact.
So I decide to approach him.
Yeah, girl.
What'd you say? What was your line? And I was to approach him. Yeah, girl. Okay, nice. What'd you say?
What was your line?
And I was like, hi, I've never met someone so hot and tall at the same time.
Oh, no.
Dude, you know that works.
You know it works.
For a guy, it works.
I couldn't think of anything better.
I was hoping there was going to be some sort of smooth line delivered, but you just went with brutal, awkward honesty.
I love it.
And what happened?
So we were just hanging out.
We're having a great time.
And I go ahead and I was like, would you like to come home with me?
Oh, damn.
After one drink?
I was like, would you like to continue having more drinks at my place?
Nice.
Are you sure you're not playing too hard to get here?
Dude, he's loving it.
He's eating it up.
He's like, you want to see how fast I can get naked?
And what did Jason say to that?
So, he agreed.
Yeah.
Okay.
That's a good thing.
Did he stay the night?
He actually stayed Yeah. Okay. Okay, that's a good thing. Did he stay the night? He actually stayed the entire weekend.
What?
Oh, I've had dates like that, too.
With or without permission?
Yeah.
Yeah, they wouldn't leave.
Wouldn't leave, but I didn't mind it, of course.
Okay, good.
Oh, no.
Okay.
I have also hooked up with someone who is maybe in between houses.
Do you think that's what was going on?
He's like, he drove up in the shelter?
I mean, a whole weekend.
No, they quit.
Oh, come on.
He's too hot to be homeless.
Yeah, that's what I thought too.
Sounds like a TV series.
Let's make sure that we title this one, Too Hot to Be Homeless.
I think that's a good one.
Write that one down.
Okay, now tell us how.
So how did your weekend-long date with Jason end?
So he didn't leave until Monday morning.
Oh, my God.
Wow.
What was it like?
I mean, at that point, you actually are really getting to know this guy.
Yeah.
You know, it was comfortable.
It wasn't awkward. It wasn't weird but that is always good yeah you can vibe and like hey we never kicked it but i feel like we can do anything because now you're talking days in there's a lot
of stuff that happens in those yeah oh trust me there was a lot that happened
we'll just use our imaginations for that, whatever that means.
I like it.
So after he left Monday morning, have you tried to get in touch with him?
What's happened since then?
He left, and he hasn't really been talking to me much.
He's like, hey, maybe once or twice, but it's just really dry.
Like he needs to hydrate after the weekend-long experience with you?
No, I know what you mean. It's not not the same you don't feel the same but who stays a weekend and then does that right like because at first i'd be like well you had a one-night stand and
that's why this guy isn't calling you back it makes me think brooke might be right but
is there anything that you see emily that you think may have gone wrong or may have been a red flag? Yeah, so he did tell me
that he was divorced.
Uh-oh. Divorced. Okay. Are you thinking maybe he's not actually
divorced? He's still married? Well, I don't know because I have
friends that have been with guys that said they were divorced, but
then later found out that they
were still married yeah you know what i had a friend who would say he was divorced but then
he would be like well we're it's not finalized we still live together and you know have a shared
bank account i tell her i love her but you know that's So you haven't social media stalked him or anything?
I have, but there's just nothing.
Okay.
Yeah.
No clues.
Normally I wouldn't make predictions, Emily, on this,
but I'm just going to go ahead and guess
that he's currently hiding out in your crawl space as we speak.
Or his current wife's crawl space.
Oh, that he just hasn't left?
Yeah.
He's still there?
You know what?
I could be wrong. that's why we're
gonna play a song we'll come back we'll call him you're a phone yeah you're buzzing in the ceiling
run we're gonna do it right after this hold on second date update you've heard of seven minutes
in heaven yeah our listener emily says that's child's play. I do three whole days in the head.
Try and get me to come out.
Because she met a guy named Jason at a bar,
ended up taking him home within the first hour of meeting,
and then he stayed the whole weekend.
Oh, my gosh.
At her place, watching movies and doing other stuff, I'm sure.
God, what a great weekend.
They had a great time, but after that,
Jason seems to be avoiding her calls and her text messages,
and she doesn't know why.
God.
Emily, is there anything incriminating that you haven't told us yet?
Like, you didn't stalk him at his work,
or dress up like his mom and show up at a family get-together.
Oh!
No, dude, that should be watched.
No, don't do that.
I mean, it's worth a shot.
Dude, this doesn't work.
He's like, Mom, why are you trying to kiss me like that?
I don't think this is on Emily.
Like, I think you're right on something.
Like, he said he was divorced.
There's some sort of secret he's hiding that he doesn't want to reveal.
Yeah, like, I hate to say it, but it sounds like he had, like, a kid-free weekend and was like, hey, it's my weekend off.
Oh, yeah.
Yeah, like, if I find out that he's married and has
kids like it's just gonna break my heart oh no she's like i want to have kids with him okay
deep breath all right there's a lot of pressure on this phone call right now but
let's just dial his number right now right all right i'll be right here in the corner
okay okay you go put yourself in the corner for a second why don't
we all just look into the corner of the studio just just make sure you don't say anything until
i call you in all right here we go hello hey um is this jason speaking just tall sexy jason with tattoos excuse me uh who who is this
somebody who knows you sorry my name is jeff i work on a radio show called brooke and jeffrey
in the morning what hey j Hey, Jason. Hi.
Why are you guys calling me?
How'd you get my number?
We got a number from a girl who listens to our show that met you recently.
And she's been trying to get a hold of you.
I'm not really sure what this is about right now.
What is this?
Well, this is a segment that we do
called Second Date Update.
And it's where we help our listeners get in touch with people
after they've been on a date together.
And you guys did a lot more than just a date, like a whole weekend.
We're talking about a girl named Emily.
Oh.
Oh, no.
Uh-oh.
Okay.
Doesn't sound like a great reaction.
Sorry.
Yeah, no, I'm just a little flustered this is a
lot uh yeah i remember that girl but i would hope so why why are we on the phone because she told
us you guys met at a bar and hung out the whole weekend together but after that she's been trying
to text you and you're not responding at all and she's a little bit confused on what's going on listen i i didn't really ask for any of this to happen i i had a fun weekend with the girl but
i'm i just moved into the city i'm not really used to all this big attention like this you know
i don't know that this has anything to do with the city i think it you know i mean she had a
great time with you you could understand like yeah if it was a one night thing i think she would have just chalked it up as just that but you guys
spent a lot of time together you didn't leave till monday morning she said i mean look i when
she asked me i was surprised for sure to come back with her to the house and then it turned
into the weekend i'm not really good at saying no to people particularly the girls i don't have
too much experience with that type of stuff so i just wasn't really sure what to do
what are you talking about i feel like you're putting on this like country bumpkin shtick
thing like brooklyn yeah i came from a tiny town it doesn't even have a stoplight i can handle
myself okay why haven't you slept with 400 people by now?
Like a real country person.
It doesn't make sense.
It's like you're saying that you just didn't leave because you couldn't tell her that you wanted to go?
Like you were a prisoner at her house?
She doesn't know how it works in the city, Brooke.
You know, I just wasn't really sure how to get out of there.
Even at one point, Saturday night, I think it was, I told her I really needed to leave.
But she just kept asking to watch movie after movie after movie. I watched so many musicals that weekend. I don't even like
musicals. That is torture. Wait, so you didn't want to stay with her for the weekend?
I did like her. I did want to spend time with her, but I didn't know when or how necessarily
to say no. Oh, okay. it's just a character flaw in me i
guess i mean i know you say it's because i'm a country boy or whatever but it's just not really
my personality to do that it's kind of rude i actually feel bad for you now okay but i do so
but you haven't talked to her at all since you guys last saw each other on Monday.
Well, we texted a little bit, but I don't really want to talk to her on the phone because I'm scared she's just going to get me back into something again.
She's just going to lure you into another weekend long date.
There's a Harry Potter marathon that's at least three days.
I'm actually worried about him in the city now.
It was the first bar that I went into since I moved here.
And they asked me to go home with her.
I wasn't sure what to do.
I'm loving the city.
Those are good odds for you.
You should go to the bars more often.
But before we can get you there, I do have to let you know some news that's probably going to scare you a little bit.
But actually, Emily's on the other line listening right now.
And she's ready to talk to you oh boy yeah emily there jason hi i don't want to scare you but it's me hi hi emily how are you are you still being tall and cute um yeah i'm i'm i'm okay how are you? Are you still being tall and cute?
Yeah, I'm okay. How are you?
I'm good. I was just worried. You haven't been talking to me much.
Yeah, I'm sorry about that. I've been a little busy, you know, with moving in and here and everything.
Oh, do you need a hand with that?
Oh, no.
Emily, now you're trying to take advantage of the poor boy.
She knows he can't say no.
Jason, do you need a hand?
Yeah, I guess I could use some help. Oh, no.
Jason.
Jason.
I'm uncomfortable.
Is there, like, a surgery where we can insert a backbone into jason i'm worried jason i'm really worried for you dude if you can't say no to
anything do you accept phone calls from people that are like hey would you like to sign up for
a monthly subscription to like random services do you say yes well listen where i'm where i'm from
people are generally just i guess a little bit more
polite with each other and talking to everybody and everything yeah and sir with all due respect
it sounds like some of the women that listen to your show are a little loose and you know my mama
told me about that what decade did you step out of i don't know the women who listen but the women
who work on the show. That's for sure.
I'm sorry.
That's the guy who went home with a person an hour into meeting them and spent all weekend.
I mean, I'm going pot and kettle here.
That's true.
Brooke sounds a little bit jealous.
You're all a bunch of floozies.
I couldn't say no.
I already told you that.
I'm just going to shame other people.
He didn't want to do stuff with her.
Emily, it sounds like he's not necessarily ready to go out on another date with you not that he's not
interested he just needs a little time i mean that's not what i'm hearing i'm hearing somebody
that wants to hang out it's just a little try wow this whole city thing is crazy to me you guys are
talking so this is all going so fast.
This is a whole lot.
All this sexual talk and all these terms and nonsense here.
It's just like the show Sex and the City.
That is a true picture of what's happening right now.
Except for those ladies are like 80.
Well, they're not far off.
And in keeping with the speed of what's going on, Jason, we would like to send you out on another date with Emily and we'll pay for it.
Only say yes if you actually want to, Jason.
She's right.
Well, you know, I don't want to be rude if she sees so much in me.
You know, maybe I could give it another go.
This is a lot right now.
Okay.
Emily, what's your reaction to hearing that?
I mean, obviously, I want to spend more time with him and i think it's kind of fun that he can't say no to me
emily you're listening you're a nice girl and everything but maybe we could take things a
little bit slower than we have been if If any couple needs a safe word, it's them.
It's a solid yes from Emily, no matter what he says.
I think we're going to be talking to Jason in a year,
and they're still going to be at our house.
They're going to get married.
They're going to get married.
He's like, do you take this woman?
He's going to be like, I can't say no.
All right.
Well, thank you very much then, guys.
I'm new here, but it sounds like you have a good show. You're generous people,, thank you very much then guys. You know, I'm new here,
but it sounds like you have a good show. You're generous people.
So thank you.
Brooke and Jeffrey in the morning.
Jon Stewart is back at the daily show and he's bringing his signature wit and
insight straight to your ears with the Daily Show Ears Edition podcast.
Dive into John's unique take on the biggest topics in politics, entertainment, sports,
and more.
Joined by the sharp voices of the show's correspondents and contributors.
And with extended interviews and exclusive weekly headline roundups, this podcast gives you content you won't find anywhere else.
Ready to laugh and stay informed?
Listen on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
The forces shaping markets and the economy are often hiding behind a blur of numbers.
So that's why we created The Big Take from Bloomberg Podcasts, to give you the context you need to make sense of it all.
Every day in just 15 minutes, we dive into one global business story that matters.
You'll hear from Bloomberg journalists like Matt Levine.
A lot of this meme stock stuff is, I think, embarrassing to the SEC.
Follow The Big Take podcast on the iHeartRadio app, Apple Podcasts, or wherever you listen.
People, my people, what's up? This is Questlove. Apple Podcasts, we talked to A. Marie, Johnny Marr, Eve, Jonathan Schechter, Billy Porter, and so many more. Look, if you haven't
heard these episodes yet, hey, now's your chance. You gotta check them out. Listen to Questlove
Supreme on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.