Brooke and Jeffrey: Second Date Update - Second Date Update: A Picture Says A Thousand Icks
Episode Date: May 9, 2025Our listener on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize she was relationship material! You’ll hear ...what it was in your brand new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.
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Ugh, we're so done with New Year, New You.
This year, it's more you on Bumble.
More of you shamelessly sending playlists,
especially that one filled with show tunes.
More of you finding Geminis
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More of you dating with intention
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We love that for you.
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Be more you this year and find them on Bumble.
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Hold up Sam, how do we know how we done the DNA test?
Well John, luckily it's Mother May I Have a DNA Test Week
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And this wife writes,
my husband received a Facebook message from a woman
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At first he didn't remember her,
but then he realized they had a one-night stand
right before we started dating.
Wait, but do we have proof he's the dad?
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Hey, I'm Jay Shetty,
and I'm the host of the On Purpose podcast,
and I'm excited for my next episode with Khloe Kardashian.
God I've been through so many things that at this point I would rather not feel than feel
because feeling is too much for me to handle. I am Khloe Kardashian. Khloe Kardashian everybody.
Khloe Kardashian. No one understands how it's, I'm not just a TV show.
Listen to On Purpose with Jay Shetty on the iHeart Radio app, Apple Podcasts,
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I found out I was related to the guy that I was dating.
I don't feel emotions correctly.
I collect my roommates' toenails and fingernails.
Those were some callers from my call-in podcast,
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but I promise it's very interesting.
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All right, we got a brand new Second Date podcast
for you today to start your weekend.
Thank you so much for being here
Please like subscribe rate do all the things and today
I really feel is a lesson in how some people don't realize they're being weird. Yeah
Yeah, and then what you do with that realization afterwards
So but before we get into the new second date, what's our favorite comment of the day Alexis?
I saw one from Samson who said I love how Jeff stands on business nothing throws
him off from the mission regardless of the situation get to ask them for
another date and he surely does that well sometimes we get to the end of
these yes like why are you asking it is so obvious that they either high no I
know why our producer told him when he started in the main host gig like you
have to always ask
Yeah, the point of the whole thing he took that so literally yeah
Yeah, did we get it Jeff? Let it leave them alone?
I know he burned your house down. I know
All right, let's get to this second date sit back enjoy and thanks for being here. It's brick and Jeffrey in the morning
second date update.
Sometimes you can tell right away
if you're romantically compatible with a person
just by how they order at a restaurant.
Oh my gosh, so attractive.
Oh, suddenly you're talking Jose's love language.
I know Jose is with me on this.
Like for example, if you're at a fancy steakhouse
and they say, yeah, I'll get a side of onion petals,
no sauce and a wedge salad as my main,
but with no bacon, no blue cheese.
Sorry, can I sub the croutons for quinoa flakes instead?
I'm like, can we go ring shopping right now?
Cause that's the high maintenance dream girl I've always needed in my life. Get out of here! I'm like, uh, can we go ring shopping right now? No, Jeb!
Because that's the high maintenance dream girl I've always needed in my life.
I mean, if you want super hot, that's what you have to put up with.
Yeah, well-
I guess you're right!
They have to make sacrifices.
Yeah, they can only have a couple bites at a stage.
Exactly.
That's how our listener Andy says he knew his date was just the right girl for him.
Oh, really?
We'll learn more about it in a second.
But first, Andy, welcome to the show, man.
How you doing?
Hey, guys.
Thanks for having me.
God, anytime we open these, Andy talking about food,
I'm immediately hungry.
So I absolutely want to know what was ordered
and what restaurant and every food related item.
We'll get to all that stuff in just a second.
First, let's start with the name of this person, this girl you met.
What's she all about?
Well, her name is Carla.
Okay.
And she's awesome.
But I've been recently been trying to kind of get out on dating scene a little bit more
because I was out of the market for a while.
And now I'm back in and trying to get the lay of the land.
One thing that I've noticed is women these days. They're so particular on their meals
I'm a laid-back kind of guy and it's like it's super annoying when they're like hold this and not that just get the fish
Like people are just more food conscious
It sounds like you're pretty tired of that.
Did that happen on your date with Carla?
That's the thing, not at all.
Oh.
See?
That's all she had to do.
She's like, I'll take the blank.
And you were like, I love you.
Is that accurate?
Yeah, what did she get?
How did it go?
She was a breath of fresh air very easygoing
We went to a Mexican restaurant and all she did was she just ordered the fajitas
Okay, nice. Just like the chicken. Well, I mean the fajitas are the ones that you can put together yourself
Yeah, that's true. You don't even have to ask them for a substitution. You have to choose though chicken or beef
So, I mean already like as soon as she orders does your whole
mood change? Oh 100% and I was like totally under her and I was like oh
moving with me now. Did you tell her about your experiences and how
refreshing it was to see her order like that? After the fact yes I don't want to
preemptively warn her so that she gets all nervous when she's ordering her food. Yeah. All of that
sounds great. You got the green flag with the food order. Tell us, what about
anything else that stood out on the date with Carla? Oh, I mean she's cute. She has
a great personality and when she spoke about things she would literally light
up. Like one of the questions I asked her I was like do you think your cat actually likes you or just?
What'd she say she explained like how they were like best friends, but it wasn't like in a corny way
It was in a very great energy kind of way just a positive asking someone about their pets is a good move
That personally lost me for dating Carla, but I'm glad that you and her are on the same page.
Well it's funny.
You want high maintenance and eight pets.
Yes, very low negative energy.
If you're Jeff's type, text him.
Hi.
I have a feeling we'll get zero.
I think that what's sweet is that she lit up about her cat
and you are literally lighting up talking about her.
Yeah, he's awesome man.
You sound so excited.
How'd you mess it up?
Like, what did you do?
How did the rest of dinner go?
The rest of dinner was great.
We hung out way longer than we should have at the dinner table.
And then we decided we didn't want the night to end,
so we ended up kind of going back to my place.
We opened up a bottle of wine and we talked some more.
We had more conversations.
One of them was about, if you wanted to delete one app forever,
what would it be? My answer was TikTok. and she was like no i want to delete venmo
So i'd never have to pay for anything again
And she's funny
Okay, so how did you and carla leave it that night
I mean, I didn't want the night to be over, but it was getting late and being respectful first day and everything.
So I called her an Uber and she went home and I haven't heard from her since.
The weird thing, though, is like, I'll text her and she'll like my text,
but she's not responding like, you know, are you? Yeah.
Are you asking a question or are you just saying hi?
No. Also, I have a question like, Oh, I'd love to see you again.
When can I take you out again?
So like put a thumbs up and it's like, OK, well, I guess a thumbs up is good,
but I need an answer here. Oh, that's interesting.
Unless it's not even her answering and her cat has the password to her phone.
It is just getting in there,
pawing around, liking your your text message.
Cats like emphasize, emphasize, emphasize.
Well, they are best friends.
That is interesting.
You clearly had a strong connection the first time you hung out so it's weird that nothing's happened since
She's giving like some positive vibes, it's not like she's that's what scares me when we call and talk to her
We have to put up with those positive vibes
Hopefully get an answer out of her when we come back and try and get you your second date update right after this, okay?
Thanks, I appreciate you
Second date update I
Only do this maybe a couple times a year, but I'm highlighting this second date as one we have to get
I'm actually compared to all the other calls that we've done this year, I'm
actually going to put effort into this one.
For our listener Andy.
You're not putting an effort on the other ones?
I mean your body language doesn't say that.
Your arms crossed, you're sitting back.
This is my effort mode.
Oh, okay.
I'm locked in.
We're going to fall asleep over here.
Because Andy, he's on the phone with us, Andy, you seem like a genuinely good guy. Yes, you do.
The way that you described your date Carla to us, she seems like a really cool person too. Yeah. Because most guys that we have on here, they just describe how hot their dates' bodies are. Yeah.
And how they tricked them into spending the night recently. I mean, I told her how much I could bench press.
I don't know what's going on.
And while we're all impressed by that stuff, for sure,
you actually focused on Carla's personality and her words.
So clearly this means a lot to you.
Yeah, it definitely does.
And I appreciate the kind of word.
And I also appreciate the effort as well.
The effort from Jeffrey.
Yeah. Rare people get it. Okay. The effort from Jeffrey. Yeah. Oh yeah.
Rare people get it.
So you should count yourself lucky.
What do you think is going on?
Why do you think that it's been so hard with her?
No clue to be honest with you,
which is why I reach out to you.
It's like we had a great conversation,
we had a great time at dinner,
we had a great time back at my house.
Yeah, it's a mystery to all of us
and we're running out of time here.
So we need to call her.
I'm gonna dial her number right now. Good luck to me
Here we go
Hello, hey is Carla there
Yeah, this is she who who is this? Hey, Carla.
Hi, Carla.
Love your name, by the way.
My name is Gross, it's Jeff,
and I work on a radio show called
Brooke and Jeffrey in the Morning.
Okay, okay.
Try not to swear.
She sounds like a real sailor when it comes to-
Well, it's hard for you too, Brooke.
It is.
And we're not trying to shock you too much, but we're calling as a favor to a really cool
new friend of ours.
We spoke to him on the phone and you've met him before.
He's a guy named Andy.
Oh.
Oh.
Whoa.
Interesting.
That was a negative O.
Yeah.
I mean, maybe it didn't come out right.
You remember Andy, right?
Wanna try again? What is this about? I'm just, I don't it didn't come out right you remember Andy, right again
What is this about? I'm just I I don't know what this is all about This is a segment we do called second date update. It's about your date and Andy
According to him said that when you guys hung out
It was a lot different than most of the other dates that he's gone on this year in a really good way
So we're just trying to figure out if there's a reason why
there hasn't been a second meetup because he's really hoping for one. Yeah. Yeah, I don't know.
I feel like I probably didn't have gone to his apartment. Gone to his apartment. His apartment.
Something he said you guys didn't fool around or anything. What was weird about his apartment?
fool around or anything. What was weird about his apartment? Okay well um I'll just say this um
there were a lot of framed photos. Okay okay that's good usually usually bachelors can't figure out frames and pictures together. I do appreciate a man with artwork. All my art I bought with a frame like
already installed mail it to me. Why were framed photos a red flag to you? They're
Why were framed photos a red flag to you?
there Their framed photos of him of Andy wait well. I would hope that they would be him in his own apartment
No, bro. I'm talking about my art. No the beach. What do you like solo him or him with people? Yeah?
That's a good question. Just him just him one. He graduating when he's like
Petting a tiger I think it was.
That's cool.
Well, what's a red flag about that to you?
There were 20 of them.
Okay, that's a lot.
That's a lot.
But listen, he's a solo guy, he lives by himself, and obviously, maybe he just has him up because
he wants to remind himself of all the cool places he's been, you know?
Maybe I should put up some stuff. So Brooke, you would see this and you would think this is normal. Maybe he just has him up because he wants to remind himself of all the cool places. He's been
So Brooke you you would see this and you would think this is normal 20 plus pictures I don't know about normal, but I'm just like I don't know that it's like nefarious or means that he's a bad person
You know saying nefarious. She just said it's odd or it's weird
She used it as a red flag and it's the reason that she's not calling him back and I don't know that that's fair
That's all I'm saying. He's like cocky too, but I don't know. Oh, yeah, whether any cocky pictures of him
Wow, this guy's a real jerk
Well, I think it's a fair question
Yeah, he had a photo of himself flexing
Like was it good? Yeah, was he ripped? It was okay at best.
I mean... Okay, I mean we could go into detail and talk about what was inside of all of his photos,
but I'm still trying to understand what the underlying problem is. See, you don't see it
as a red flag at all. What is it? He's confident in himself and likes
Absorb or you're worried that he doesn't have friends I did feel like it was clear to me after being there for half an hour
It would be difficult to date someone who's already in a committed relationship with himself
Okay, you that motivational thing people do where you put put a photo of yourself as a kid in the mirror,
but he just has 20 of them.
Well...
He's talking to the graduate, he's talking to the other guy.
He just came across as such a good guy.
I just...
That's what we felt, but I don't know, maybe we got a totally wrong read on him,
and he's absolutely obsessed with himself,
because he is on the other line right now, listening in on this conversation,
which I guess is about
He does want to talk to you Andy hi Carla
This is like embarrassing for you, I don't want to put you on blast on the radio
for you I don't want to put you on blast on the radio I thought we had a great time and then and you weren't necessarily responding back to me and I
didn't know you were gonna be kind of aiming on all the photos of like big
moments in my life and stuff like that and they're everywhere there's one in
the bathroom like well it is weird okay I'm'm sorry. I don't have very good interior decoration skills,
I guess you can say.
Oh, most guys do.
You make it seem like I have a big crush on myself.
Yeah, that's okay.
You could crush on yourself.
Can we ask bro?
Like when you were putting up all those pictures,
why? Like why did you put those up?
I don't know.
There's these big moments in my life that it's nice
when I'm walking around be reminded of them.
Like you mentioned the tigers. Like that's a. I took with my parents when we went to Africa or I do
I do have a shirtless Jim selfie on my
Bathroom one because I would understand
Like I mentioned before I've been off the market for a while.
I might've gained a lot of weight.
And so like, this was a picture of like after I hit my goal weight.
It's like a milestone type of thing.
Carla, are you hearing him?
I'm hearing this.
I just feel like maybe he could have asked one of his friends and they're like, is this
too many photos?
Yeah.
It sounds like it didn't register with him at all like yeah
Have you ever had anyone else comment about the excessive amount of?
Really I don't have a lot of people come over to be honest with you and mine
Think about decorating with stock target photos of like red suck it and plants or whatever
Okay, well, let's not hate on people that like to decorate from Target because they have some good stuff
You should use a woman's touch. Maybe you two can help each other
I I was just gonna adjust it a little bit
Maybe you have a reasonable amount that he should have Carla. Is there a number in your head? That's okay
like three max
Okay, like three max
Actually Andy I have a good suggestion for you they have these digital photo frames now We're gonna rotate through like 500 and you don't have to limit it down
Look, I'm definitely open to some options here. But I mean some of them need to stay up
He's taking this in stride some people could have gotten really defensive about it
He went through all of this effort just to get in touch with you. Yeah, look at what he could look like
I mean that gym picture is
Was okay
Improvement is what I'm hearing so I mean if you give me a second date at least a third fourth a hundred dates
Then we can start hanging up pictures of us together.
Oh.
Oh.
Oh.
You go, next time it's 20 pictures of you.
So now that you know everything, Carla,
you've heard what Andy has to say.
Would you consider going out with him again?
We would pay for it.
I mean, I feel like he was kind of in the dark about it.
It's not like he's in love with himself,
which I was really worried about.
Yeah, that's true.
I would be interested,
but he'd have to take down some of those photos
if I'm going back.
Or at least turn him around,
so not all of him is looking at you at the same time.
Okay, you guys can actually do that on your next date.
Oh yeah, pick your top ones.
Yeah.
I'm totally down.
We'll go out to dinner,
and then afterwards we can go back
and have a redecoration party.
Oh, OK.
We did it.
That's actually really cute.
Congratulations.
Andy, you got another meetup with Carla.
Thank you guys so much.
I really appreciate your help.
And we're motivated too.
We set a goal to get them together, and we did it, guys.
Yes.
Without even one picture of us hanging out in front of us.
That is our effort for the entire year we can go back to not caring
Brooke and Jeffrey in the morning, you know today's second date was a good lesson for me
Yeah to put effort into things. No, cuz I have lots of framed photos of myself up in my place
My face isn't in any of them
Now, my face isn't in any of them. I tend to capture other stuff.
I almost asked what was and that was...
You can come over and check it out if you want.
I'm good, yeah.
I didn't get this printed in a public place.
Well, now I know. I need to limit them down to just three.
So that's good to know.
But I do think Brooke actually said it best during the segment
because he seems genuinely surprised that too many photos of himself
could be something that derails a date.
Right, yeah.
But good for him.
He was open-minded, he was willing to change and adjust.
That's literally the number one thing you can do
to be in a successful relationship.
I mean, it's so hard for people these days
to hear something like maybe somewhat critical
about themselves and think, oh, okay, well I can fix that.
That's a great thing to think after that.
They really were a great match and I hope
that we do get an update from them soon.
And you could be the next couple
that we get an update from if you email
the show. Let's hope.
Call that person who's not calling you back and go
check out all of our second dates. Wherever you get your
podcasts, they're available at Broken Jeffrey.
Yo, K-Pop fans, are you ready?
It's your boy, BumHan, and I'm bringing you the K-Factor,
the podcast that takes you straight into the heart of K-Pop.
We're talking music, idols, exclusive interviews,
and even the real behind the scenes K-Pop stories.
Plus, you're the fans, you're part of the show,
and you can get a chance to jump in, share your opinions,
and be part of the conversation like never before.
And trust me, you never know where we might pop up next.
So listen to the K Factor starting on April 16 on iHeartRadio app, Apple Podcast, or
wherever you get your podcasts.
This isn't just a podcast.
It's a K-pop experience.
Are you in?
Let's go.
My husband has a secret son from a past partner.
Hold up Sam, how do we know how we've done the DNA test?
Well John, luckily it's Mother May I Have a DNA Test Week
on the OK Storytime Podcast, so we'll find out soon.
And this wife writes,
my husband received a Facebook message
from a woman saying that he is the father
of a five year old.
Whoa!
At first he didn't remember her,
but then he realized they had a one night stand
right before we started dating.
Wait, but do we have proof he's the dad?
To hear the explosive finale,
listen to the OK Storytime Podcast on the iHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
I found out I was related to the guy that I was dating.
I don't feel emotions correctly.
I collect my roommates' toenails and fingernails.
Those were some callers from my call-in podcast, Therapy Gecko.
It's a show where I take phone calls from anonymous strangers as a fake gecko therapist
and try to learn a little bit about their lives.
I know that's a weird concept,
but I promise it's very interesting.
Check it out for yourself by searching for Therapy Gecko
on the iHeartRadio app, Apple Podcasts,
or wherever you get your podcasts.
This week on Dear Chelsea with me, Chelsea Handler,
Connie Britton is here.
I think you should encourage your friend to go ahead
and not be holding out for any man to have her babies.
She could be waiting another 10 years
before she finds the right guy.
Connie didn't meet her right guy until you were what, 50, Connie?
52, 52.
I kept thinking, oh, I'm going to meet the guy,
I'm going to meet the guy, I'm going to meet the guy. I finally was like, what am I waiting for?
And I did it.
And I'm just so glad that I did.
Listen to Dear Chelsea on the iHeartRadio app, Apple Podcasts, or wherever you get your
podcasts.
Hey, I'm Jay Shetty, and I'm the host of the On Purpose podcast.
And I'm excited for my next episode with Khloe Kardashian.
God, I've been through so many things that at this point,
I would rather not feel than feel because feeling is too much for me to handle.
I am Khloe Kardashian.
Khloe Kardashian, everybody.
Khloe Kardashian.
No one understands how it's... I'm not just a TV show.
Listen to On Purpose with Jay Shetty on the iHeart Radio app,
Apple Podcasts, or wherever you get your podcasts.
You're listening to an iHeart Podcast.