Brooke and Jeffrey: Second Date Update - Alexis Asks You Out: Make Out Mess Up
Episode Date: March 19, 2026After “Brooke Breaks You Up” was such a controversial, but rousing success, we’re trying a NEW segment for the first time ever today...See omnystudio.com/listener for privacy informa...tion.
Transcript
Discussion (0)
Getting ready for a game means being ready for anything.
Like packing a spare stick.
I like to be prepared.
That's why I remember, 988, Canada's suicide crisis helpline.
It's good to know, just in case.
Anyone can call or text for free confidential support from a train responder anytime.
988 suicide crisis helpline is funded by the government in Canada.
I'm Bailey Taylor, and this is It Girl.
This podcast is all about going deeper with the women's shaping culture right now.
we will talk about the style and the success,
but we are also talking about the pressure,
the expectations, and the real work behind it all.
As a woman in the industry, you're always underestimated.
So you have to work extra hard
in a way that doesn't compromise
who you are in your integrity.
You know, I like to say I was kind of like a silent ninja.
Listen to It Girl with Bailey Taylor on the IHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
Ready for a different take on Formula One?
Look no further than No Grip.
a new podcast tackling the culture of motor racing's most coveted series.
Join me, Lily Herman, as we dive into the under-explored pockets of F-1,
including the story of the woman who last participated in a Formula One race weekend,
the recent uptick in F-1 romance novels,
and plenty of mishap scandals and sagas that have made Formula One
a delightful, decadent dumpster fire for more than 75 years.
Listen to No Grip on the IHeart Radio app, Apple Podcasts,
or wherever you get your podcasts.
I'm Clayton Eckerd in 2022.
I was the lead of ABC's The Bachelor.
But here's the thing.
Bachelor fans hated him.
If I could press a button and rewind it all I would.
That's when his life took a disturbing turn.
A one-night stand would end in a courtroom.
The media is here.
This case has gone viral.
The dating contract.
Agree to date me, but I'm also suing you.
This is unlike anything I've ever seen before.
I'm Stephanie Young.
Listen to Love Trapped on the IHeart Radio app, Apple Podcasts,
or wherever you get your podcasts.
In the middle of the night,
Saskia awoke in a haze.
Her husband, Mike, was on his laptop.
What was on his screen
would change Saskia's life forever.
I said, I need you to tell me
exactly what you're doing.
And immediately,
the mask came off.
You're supposed to be safe.
That's your home.
That's your husband.
Listen to Betrayal Season 5
on the IHeart Radio,
app, Apple Podcasts, or wherever you get your podcasts.
I am so excited for the comment section today.
Oh, no.
Literally.
You all are going to die with this brand new segment.
We've never tried this before.
Alexis has definitely never tried this before.
And it's happening right now.
Thank you for finding the Brooke and Jeffrey second date podcast.
We are so glad you're here.
And we do try to read every comment and even feature some of them.
So please tap away.
Let us know your thoughts.
Yes, and one person, Mr. Mejohn.
said, I always wait to start getting ready for work until I have a new episode to listen to.
So if I'm ever late, I will be blaming a radio show 2,000 miles away.
There you go.
And just so you know, it's Alexis that posts it.
Hey!
So when it's late.
It's not me, it's the Wi-Fi.
No, whatever.
It's your Starbucks run.
Let's be honest.
All right.
Here we go.
Your brand new episode starts right now.
You've heard the phrase pulling a bait and switch, where you're expecting
one thing to happen and then suddenly
whoop something completely
different. Yeah. Well, we
just pulled maybe the biggest bait and switch
move we've ever done.
And I could tell you, one
person in this room was very happy
about it. The other was
absolutely not.
And you're going to hear that coming up
in another brand new segment
right after this. It's Brooke and
Jeffrey in the morning. And if you're a listener to
this show, you may remember a segment
that we did. We've only done it
couple times called Brooke breaks you up.
Yes.
Where a guy or gal will come on the show saying they want to dump their significant other.
And they just need a little bit of help.
And the last time that we did this, Brooke broke up with a single working mother of three.
That's not true.
The guy wasn't even sure that he wanted to do it.
Brooke just took the reins and said, I'll do it.
And she enjoyed it.
And I think the quote was your garbage.
Look how big Brooke is smiling, thinking about the last time she broke up a happy couple.
This segment is so emotionally taxing on me, okay?
Way to make somebody else's breakup about you, Brooke.
Good job.
You're about to spring a breakup on somebody and you're worried about yourself already?
Yes.
So is that what's happening today?
Fortunately, no.
Kill the music, Ashton, kill the music.
We're not doing that.
What are we doing?
Instead of Brooke breaks you up, we're doing an even cringier segment.
called Alexis asks you out.
Yes!
No!
Yes, I am so here for that.
Has she ever asked a guy out?
And why would I?
Now Alexis, as you can hear, knew absolutely nothing about this beforehand.
She has not been prepped.
Oh, my gosh.
Not that that would have helped at all.
But her job today is to help one of our listeners score a first date with a special someone.
Oh, no.
And who are we helping out today?
A guy named Connor.
who wants to ask out his crush.
Oh, I thought I was going to get to help a girl.
I have to help a guy.
Don't you think that's going to be easier?
You just can guide him to say what you would want to hear.
No, Alexis, you're going to be doing the asking on his behalf.
So it's a girl-to-girl chat.
That's called Alexis asks you out.
I thought it was called Simp on the line.
Okay, we're going to edit that one out.
Connor.
You can't do it yourself, Connor.
I'll be, Brooke, you don't know the situation.
Let's hear him out.
Connor, welcome to the show, ma'am.
Hey, how's it going, guys?
Boo!
Okay.
Oh, sorry.
We're going to be open here.
What's up, Connor?
Normally, we'd start this off with a little fact-finding mission,
asking Connor questions about this girl that he likes, but not today.
Remember, this is Alexis asks you out.
So Alexis, you have the floor, whatever you want to talk about with Connor.
Go ahead and make it quick because we do have to make the call in a minute and a half.
Really should have prepped me.
Wait, we're doing the call now?
Yes, right?
It's radio.
What's her name?
Where'd you meet?
Or why does it she like you?
I need to know.
Okay, start with the name, maybe.
Okay, so I met Jenna three weeks to go at a party.
And we made out.
We had a great time.
It was like a very good, strong connection.
Now, I haven't heard from her in a few weeks now.
And the vibes I'm getting from her friends is that maybe she regrets it or, like, kind of like,
I might not be her type.
But I'm not really sure.
He's not going to let that deter him, Alexis.
Don't wait.
Nor should you.
This is why I need you guys' help.
And I want to shoot my shot about going on another date.
Well, a first date, it sounds like.
Yeah.
Yeah, you just had to make out one time at a party.
Yeah, I guess the first day, exactly, a proper first day.
But, you know, when I wrote in, I thought Brooke would be helping me.
But your producer said Alexis would be perfect.
That's a good call.
Good call on our producer.
Can I ask how much you drank at the party?
Do you both, like, do you think she remembers you?
That seems like a relevant question.
I mean, we were, you know, we were buzzing, but we weren't like, I wouldn't say anyone who was blackout.
Okay, that's good.
Okay, so it still counts.
What's the next question, Alexis?
Okay, Barack always likes to make this not shallow and ask, what did you like about her?
Besides her looks, that's not one of us.
You always ask that.
Why he isn't just doing this?
Like, what is he scared?
What is he scared about?
Aside from being really hot girl, like, she had a very bold personality and was very confident.
And I liked that she was just very, yeah, she came up.
to me, actually. That's how we started talking.
That's cute.
Okay, now than what she said, why aren't you doing this to yourself?
I'm a little nervous because of what some of her friends have said.
Like, you know, she does this and then she regrets it the next day.
God, why would you regret making out at a party?
Yeah.
What a waste of energy.
Just enjoy it.
Alexis, you've never made out with a guy that you didn't genuinely have feelings for, right?
Oh, yeah.
I will say this.
Her friend has been very, very, very, very.
responsive, you know, and I'm like, are you, is she interested and she's trying to curb on her best
friend? I don't know. It's a little weird. Oh, so you think not one, but two of them are into you
then? Yeah. Like her and her friend. Yeah, exactly. That's pretty much. All right, Alexis,
do you feel like you've enough information to ask this girl out on Connor's behalf? Yeah, do we need to know
what type of date, though? Like, can I promise her something big? This is going to be a big day.
Connor, how much money do you have? You don't want to bribe her into going.
Alexis, you're going to have to figure out in another way.
Let's do drinks and dinner, or maybe let's just do drinks.
And then if it's a vibe, like, we could go to dinner after.
Is there any other bennies?
Like, why would someone want to date him?
Why would someone want to date you?
Sorry, that was supposed to sound.
That sounded very genuine question.
Very natural.
I mean, I'm a cool guy.
I like to hang and, like, yeah, I got this really cool DVD collection.
I think she would be in a good idea.
Oh, let's lead with that, Alexis.
I'm not going to mention.
Are you sure?
You have so much to work with.
Okay.
I got every video a Lord of the Rings, girl.
Yeah, I don't think we could take any more information from Connor because for the first time ever in the history of this show.
Alexis asks you out.
I don't want to do it.
She is going to swindle Jenna into going out with the guys she says is not her type and maybe even gave her the serious ick.
I might have just added that on my own.
You get the picture.
It's a serious undertaking, and Alexis is going to make that call with Alexis asks you out.
I don't like this.
I can't wait.
It's Brooke and Jeffrey in the morning.
The radio show that's doing segments, nobody else in the world is willing to try.
That's right.
Let's go, Jeff.
For good reason.
This one's called Alexis asks you out.
Where our resident Gen Z blonde-ish question mark has boldly.
It's blunt.
Boldly raised her hand and said,
I volunteer to help our listeners.
Yes.
This is all her idea.
I can't believe you just came charging into the producer's studio and said that to him.
Uh-huh.
So brave of you.
And in this particular case, it's a guy named Connor,
who made out with some girl named Jenna at a party about three weeks ago.
Afterwards, she apparently went and told her friend,
she kind of regrets it, and Connor's not really her type.
But like most men, he is still interested.
I mean, what if the friends are lying, Alexis?
Because they want him.
Everybody wants him.
Those guys would get the hits right now.
Alexis is about to speak to this young woman one-on-one, girl-on-girl.
Yes.
And see if she can convince her to give Connor a chance.
And that's what's going to say to this.
Because Alexis can talk to the girl and be like, nah, he's a good guy.
And don't forget about his DVD collection.
Right.
That was a big selling point.
And all we're asking here is one date.
We're not asking for love or marriage or girlfriend's stuff.
status or anything. Although that will come eventually.
We'll have Alexis asked for that too.
But the rest of the room is not going to join in
on the call till the deal is either
officially done or ditched.
I'm all alone.
You want me to reach over and hold your hand at any point?
Okay. Okay.
We're about to do it. Connor, do you have any
final words of encouragement for Alexis
before we make the call?
I mean, trust your gut.
You got this. And just, yeah,
I'll be very happy if you can make it happen.
I guess not saying good things, but
Well, go with that then
And just as a reminder, Connor,
you don't say anything.
Don't jump in until we call you in
to ask us to join the call, okay?
Got it.
All right?
Here we go.
I'm going to dial Jenna's number right now.
Let's do it.
Is this Jenna?
Yes.
Hi.
I were going to really mean radio show
that made me call you.
It's called Burke and Jeffrey in the morning.
You probably haven't heard of it.
Did you say your name?
What?
Oh, I'm Alexis.
Sorry, my name's Alexis.
We're going to radio show.
But I'm calling about a guy named Connor, who you made out with three weeks to go to party.
Do you remember him?
What is going on?
Yeah, well, um, Connor.
Sorry, I hate this.
Why?
You're doing so good.
She's starting to sweat.
You love this.
Alexis.
Connor called us because he's still thinking about you in that makeout, but he heard from your friends that like maybe you're not that into him or he's not your type.
But I was just calling to see if that's true.
Did you like him?
We're going to bring it up.
Immediately ask.
I don't know.
Well, he is not my type.
Oh.
Can I ask why?
Where do I start?
Oh, no.
Well, he's.
5-8
and I just don't like date guys
that are under 5-11
Oh
Change your mind
Okay, I get you
I'm like that and a lot of my friends are like that
But short guys work harder
There it is
Because not as many girls are into them
What? No
Don't like that
They have to put in more work
That's good for you
So I should be into him because
All girls aren't
Not as many, so he'll try harder than like a cocky six-foot guy.
Oh, huh.
Okay, if there are any other reasons or Zatik?
I feel like we covered that one.
I'm trying to hang up already.
We covered that one.
That was it.
Well, I'm glad it's funny to you.
No, it's not.
I really don't enjoy myself right now.
Like, honestly, I'm like that.
No, not because of you, because of my coworkers.
Yeah.
Oh, it's helpful.
I'm sorry.
Okay, let's go back.
Connor.
Other things you don't like about him are
Well, he wore so much cologne
That it set off the smoke alarm
Oh my God, wait, actually?
Like actually set it off.
I mean, may as well have, yeah.
It was that loud.
Oh, I actually hate that.
But it is better than B.O.
B. Sills worse.
I think I had that too.
Okay, well, we could change that.
We can buy him deodorant.
And when he borrow his hoodies,
they're going to smell really good.
Honey, would you go out with a guy that was wearing a sleeveless shirt that said, I flexed and the sleeves fell off?
Baby.
I believe it.
He was wearing that to the party in public?
To the party, yes.
Yes.
Oh, it's funny.
It's funny.
The shirt.
It was not funny.
But did he have good muscles?
No.
Okay, well, I think those are all very fixable things.
And he has a DVD collection.
Did you know that?
Nice.
I do know about the DVD collection.
Yeah, he could talk of almost nothing else.
Oh, and how many push-ups he could do.
Oh.
But I didn't believe that.
Okay, so we're running out of time.
So let's just say that he was drinking and that's why he did all those things.
And when he's sober, he's not like that at all.
which you go out on one date with him?
I mean, you have given me no compelling reasons to reconsider my position.
What if he's rich?
Oh, no, honey, he's not rich.
He was drinking rolling rock.
There is no one.
Oh, drinking rolling rock.
Okay.
How about just one day if you don't like him, you can ghost him, block him, all block him.
As a show, we can all block him if you don't like him.
I mean, I think I did already.
Oh.
Okay. Well, do I still have to think of good things to say?
I don't know.
That'd be nice. We said we won't jump on until we get a definitive yes or no.
Okay, so can I just get a clarification?
Yes, you would like to go on just one date. It could be 30 minutes. I don't really care. Just say yet. Just one date with Connor.
I mean, he would have to change, like, a lot. I don't think it's possible.
What if you wore a full T-shirt?
I mean, okay. Look, I will do 15 minutes with no work.
Rolling Rock and no graphic T-shirt with the sleeves cut off.
Okay.
And no push-ups and no DVDs.
And no cologne, right?
No cologne.
15 minutes.
Perfect!
Yes!
She said yes!
Did you hear that, Connor?
You got a date.
Alexis asked you out.
It actually works.
Oh, my God.
Connor, you there?
Thanks, John.
I'm here. I'm here.
I'm here.
Wow.
She sounded like a piece of work, actually.
What?
Connor, you were drinking rolling rocks.
You're the piece of work.
But she said yes.
She said yes to a date with you for 15 minutes.
I know, which I'm definitely bracing myself.
So hopefully, I'm going to say positive here.
You're bracing yourself.
Wait, you didn't like what you heard, Connor?
She's a little different than what I remember, I guess.
Oh.
Well, drunk makeup is...
How so?
That hazy memory.
When we were making out, you know, we weren't talking, so I didn't have to even hear her.
Oh, Connor.
And you like that better.
He thought she loved the DVD collection.
I think someone's hurt.
on the phone. I mean, she heard about the DVD collection, and Ben still made out with me.
Bro, you've got a date, so I would just say thank you and hang out.
Yeah, we're going to go for it. Let's see what happens.
Oh, wow.
No, I didn't know he was listening. No, I'm not doing this.
Connor. I'm sorry. I did all that.
Oh, Lexus asks you out backfires somehow. Because of our listener being stupid.
Well, you can't go gas like. Connor, you were the one that were just risen him up.
Darn.
I kind of got a back Alexis on that one.
Connor didn't do any favors when you got on the phone.
Connor.
Did you hear what was being said about him?
I understood.
But if he really wanted the date, like, I wouldn't have said yes either.
Shocking.
I mean, if I was Connor, after hearing that.
Okay.
Got it.
I'm never doing this again.
Connor, I'm sorry, man.
It was a yes.
Then it was a no.
But at least at the end of the day, we get to blame Brooke for this.
Yes.
Why do I get blamed?
Because you never spoke up and we'd,
specifically asked you to, Bill.
I was looking at you for help. Where were you?
Absent.
Absent again.
Alexis asked you out.
And Brooke ruined it.
Text in to 7-8-5-9-2 if you want Alexis to shoot your shot on your behalf.
Oh, yeah.
It's Brooke and Jeffrey in the morning.
Brooke and Jeffrey in the morning.
Getting ready for a game means being ready for anything.
Like packing a spare stick.
I like to be prepared.
That's why I remember 9-8-8.
Canada's suicide crisis helpline.
It's good to know, just in case.
Anyone can call or text for free confidential support from a train responder anytime.
9-88 suicide crisis helpline is funded by the government in Canada.
In the middle of the night, Saskia awoke in a haze.
Her husband, Mike, was on his laptop.
What was on his screen would change Saskia's life forever.
I said, I need you to tell me exactly what your...
doing and immediately the mask came off.
You're supposed to be safe.
That's your home.
That's your husband.
So keep this secret for so many years.
He's like a seasoned pro.
This is a story about the end of a marriage, but it's also the story of one woman who was done living in the dark.
You're a dangerous person who prays on the vulgarious.
vulnerable and trusting people.
Your creditor might go up and good.
Listen to Betrayal Season 5 on the IHeart Radio app,
Apple Podcasts, or wherever you get your podcasts.
Alexis, this is the first time other than a phone tap
where you were actually featured in it
and asked to do something on this show.
How does it feel?
Was it as uncomfortable as it looked and sounded?
More, probably.
Yeah.
Well, like, looking back on it,
at least you feel like you did,
our listener, Connor, a solid, right? You could
say, in your heart, you gave a hundred
percent effort to help him. Not really.
But I got through it.
You got through it. So, sorry,
Connor. Are you trying to
maybe play matchmaker for him with another
listener? Like, you're getting on the text board.
Maybe not him. Oh. Well,
I'm sorry. Nothing against him. Did you hear what she
said? I mean,
Connor is the listener
that helps pays the bills for this show.
I thought his T-shirt was kind of funny.
Okay.
I will say our editor will probably have to slow down your rate of speed of conversation by like 50% so all the listeners can understand you.
Yeah, but the squirrels will hear it just fine.
And like you said, you did it.
I did.
Alexis asks you out was a success-ish.
Sorry to our listener.
Should we do it again?
That's the question.
That's the question.
Text into 785, 9-2.
If you want to hear more Alexis talking at light speed.
But you can find out.
find all of our content. Alexis asks you out. Brooke breaks you up. Second dates, phone
taps. Everything is available. Wherever you get your podcast, just go search Brooke and Jeffrey
in the morning. I'm Bailey Taylor, and this is it girl. This podcast is all about going deeper
with the women's shaping culture right now. Yes, we will talk about the style and the success,
but we are also talking about the pressure, the expectations, and the real work behind it all.
As a woman in the industry, you're always underestimated. So you have to work extra hard in a way
that doesn't compromise who you are in your integrity.
You know, I like to say I was kind of like a silent ninja.
Listen to It Girl with Bailey Taylor on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts.
Ready for a different take on Formula One?
Look no further than No Grip, a new podcast tackling the culture of motor racing's most coveted series.
Join me, Lily Herman, as we dive into the under-explored pockets of F1,
including the story of the woman who last participated in a Formula One race weekend,
the recent uptick in F1 romance novel.
and plenty of mishap scandals and sagas that have made Formula One a delightful, decadent dumpster fire for more than 75 years.
Listen to No Grip on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
I'm Clayton Eckerd. In 2022, I was the lead of ABC's The Bachelor.
But here's the thing. Bachelor fans hated him.
If I could press a button and rewind it all I would.
That's when his life took a disturbing turn. A one-night stand would end in a courtroom.
The media is here.
This case has gone viral.
The dating contract.
Agree to date me, but I'm also suing you.
This is unlike anything I've ever seen before.
I'm Stephanie Young.
Listen to Love Trapped on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts.
In the middle of the night, Saskia awoke in a haze.
Her husband, Mike, was on his laptop.
What was on his screen would change Saskia's life forever.
I said, I need you to tell me exactly what you're doing.
And immediately, the mask came off.
You're supposed to be safe.
That's your home.
That's your husband.
Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Hi, it's Joe Interesting, host of the Spirit Daughter podcast where we talk about astrology, natal charts, and how to step into your most vibrant life.
And today I'm talking with my dear friend, Krista Williams.
It can change you in the best way possible.
Dance with the change.
Dance with the breakdowns.
The embodiment of Pisces intuition with Capricorn power moves.
So I'm like delusionally proud of my chart.
Listen to the Spirit Daughter podcast starting on February 24th on the IHeartRadio app, Apple Podcasts, or wherever you listen to your podcast.
