All Episodes

May 21, 2025 17 mins

One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of it in a brand new Second Date Update!

Get your 2nd Date Update Merch For A Cause HERE!

See omnystudio.com/listener for privacy information.

Mark as Played
Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
Second date, up date.

Speaker 2 (00:03):
We've all heard of dating ultimatums where they put it
all on the line and say, either you put.

Speaker 1 (00:09):
A ring on it or I'm gone. Okay, you have
to pick. Is it me or your mom?

Speaker 3 (00:15):
Oh my god, you can't have You're gonna get dumped
every time on both of those occasions.

Speaker 4 (00:20):
I feel like, well, if.

Speaker 1 (00:21):
They really love you, they choose you.

Speaker 2 (00:24):
But it is pretty rare to give yourself a dating
ultimatum like that's it. If I don't find somebody by August,
I'm just marrying my weighted blanket and calling it a life.

Speaker 4 (00:35):
Well, there could be worse options that way to blanket.

Speaker 1 (00:37):
Really, it really like to hug you the right way.

Speaker 2 (00:41):
But I bring it up because one of our listeners
says she's on the precipice of giving up on dating
forever unless we can make.

Speaker 1 (00:49):
This call work.

Speaker 4 (00:50):
That is so much on us. Why would you do
that to us, Jackie?

Speaker 1 (00:53):
Is that right?

Speaker 5 (00:54):
Yeah? That's completely right.

Speaker 4 (00:56):
Okay, Jaggie, don't come in all cheerful like you were.
Is doomsday that.

Speaker 5 (01:02):
This isn't I'm not cheerful. I'm just letting you know
that if this doesn't work out, I'm done. I am done.
Aren't very high? Yeah, I'm that desperate. I'm with you guys.

Speaker 3 (01:18):
Okay, we're all starting off on the same page.

Speaker 2 (01:21):
So starting at rock bottom can only go up from here.
Let's begin by learning the name of the guy that
you met recently.

Speaker 5 (01:29):
The guy's name is Steve. We went on a date
like last Thursday.

Speaker 3 (01:33):
And is there something that stood out about Steve or
was it just not horrible and that's why you're okay with?

Speaker 6 (01:39):
Well?

Speaker 5 (01:39):
Yeah, pretty much in the last couple of months, I've
been trying to say yes to anyone that asked me out.

Speaker 1 (01:45):
Wow, okay, cast a wide net sort of thing.

Speaker 5 (01:48):
Yeah, I'm putting myself out there.

Speaker 4 (01:50):
Okay, like everybody tells you.

Speaker 5 (01:52):
To, right, and most of them have been okay with Steve.
It was actually a really good day.

Speaker 3 (02:00):
Oh, I mean I could even see the hope in
your voice when you say that.

Speaker 1 (02:05):
Yeah, not super hopeful, just like not the worst thing ever.
Where was that date?

Speaker 5 (02:10):
It was really fun. We went to a farmer's market
and we were just walking around, like sampling the foods
and talking, laughing and having fun for it was an
hour and a half.

Speaker 4 (02:20):
Okay, Okay, this is good.

Speaker 6 (02:22):
It's a day date.

Speaker 4 (02:23):
Nobody's like drinking too much. I mean, did you meet there?

Speaker 5 (02:27):
Yes? We met at the farmer's market, and then at
the end he walked me back to my car. And
you know, normally I don't kiss someone on the first date,
especially a day date. But the connection was really strong.

Speaker 4 (02:40):
So you had a first kiss after a farmer's market date.

Speaker 5 (02:45):
Yes. And then he looked at me in the eyes
and said, I had a really great time, and I
want to see you again soon.

Speaker 1 (02:53):
Yeah, you don't want eye contact when that happens, you
want to.

Speaker 3 (02:58):
Look away in shame.

Speaker 1 (02:59):
Don't look at me.

Speaker 4 (03:00):
You want eye contact. Eye contact is so intimate and nice.

Speaker 1 (03:04):
Exactly.

Speaker 5 (03:04):
You believed him, right, I did, And I told him
that I had an amazing time and I would love
to see him again.

Speaker 1 (03:11):
And there it is again. What it's too much?

Speaker 4 (03:15):
I didn't do anything, not too much, he said, I
want to see you again. She said, I want to
see you again. That's not too much.

Speaker 2 (03:21):
I can see how maybe you would think that prefer
a guy saying I really like you. It's the most
terrifying thing in the world.

Speaker 5 (03:28):
She said that to me.

Speaker 1 (03:30):
Yeah, but you're not supposed to say it back to him.

Speaker 2 (03:32):
Oh my god, Yes, Brooke, I've done enough of these
to know how to play the game, and being honest
and open with how.

Speaker 1 (03:40):
You really feel is the absolute worst thing. You can see.

Speaker 5 (03:44):
That was not the problem, because that same day he
texts me yep, and he said, Sunday, does that work?
I'll pick you up for dinner and maybe you can
grab a drink after.

Speaker 1 (03:54):
Okay, I stand corrected, possibly, thank you?

Speaker 4 (03:56):
So what happened Sunday?

Speaker 6 (03:58):
So?

Speaker 5 (03:59):
So I texted back yes, one hundred percent, I'm in,
and gave him a little high five emoji. And on
Saturday he texts me and says, hey, I'm gonna have
to cancel on Sunday. Sorry.

Speaker 3 (04:10):
Oh okay, did he try to reschedule?

Speaker 5 (04:14):
No, he didn't say anything else. Doesn't explain nothing, And
so I just texted back no problem. Let's figure out
another time. Did he respond to your no no response?

Speaker 4 (04:27):
Come on, how many days has that been?

Speaker 5 (04:30):
It's been a week now, Okay. But here's the thing.
So this is the only guy that I've connected with,
and now he's ghosting me. I mean, it's so unbelievably frustrating.

Speaker 3 (04:42):
Yeah, I mean it sounds like you're doing this, not
just for Steve, but to make up for every other
bad thing that has happened, Like you need this to
go right, and I.

Speaker 5 (04:53):
Really just want to know why. I mean, like what
happened right?

Speaker 1 (04:57):
Well, you said it's been a week.

Speaker 2 (04:58):
Maybe he's learned something about you in between that period
of time, Like you don't have to answer this, but
have you served time in prison that.

Speaker 4 (05:08):
Could be hot though I.

Speaker 5 (05:12):
Have not.

Speaker 2 (05:13):
Okay, is there anything that's available online to the public
that somebody could come across and might be like, oh god,
this is a red flag.

Speaker 5 (05:22):
Seriously, there's nothing that I can take of.

Speaker 1 (05:24):
Okay, Well, this is definitely a mystery.

Speaker 3 (05:28):
Maybe he just had a bad reaction to the Baba
ganoosh you guys had the farmer's market.

Speaker 4 (05:34):
Wasn't able to recover.

Speaker 1 (05:35):
I don't know what that is.

Speaker 4 (05:38):
I don't know. It was just at a hummus stand
must weekend so hot.

Speaker 1 (05:42):
Yes, So let's come back. We're gonna definitely got kisses
from her husband totally.

Speaker 2 (05:48):
We're gonna come back and call Steve for you here
and hopefully get an explanation for why he isn't arranging
a second date or let you give up on dating forever.

Speaker 1 (05:59):
That's what she wants.

Speaker 2 (06:04):
All right, I'm hopeful push you back from the cliff
and when we get your second date update right after
this second date update today, the entire future of a
woman's dating life lies inside of our tender throats, because
if we don't say the right thing and get Steve

(06:26):
to agree to another date, Jackie has already said she
is ready to give up on finding love forever.

Speaker 3 (06:35):
Definitely don't need to tell Steve this, but.

Speaker 2 (06:37):
I'm sure that won't happen anyway, because they went to
a farmer's market hot you know how, walked around, had
a great eye contact the whole time.

Speaker 4 (06:47):
Soup's hot, hot and organic.

Speaker 2 (06:50):
Yeah, they laughed, even planned out another date after telling
each other they both wanted to see each other.

Speaker 4 (06:57):
You forgot the great first kiss.

Speaker 1 (06:58):
Yeah, that was such a big deal.

Speaker 4 (07:00):
That was like the moment, right.

Speaker 2 (07:02):
I thought when I said farmer's market kissing was implied
because who doesn't. But yeah, it was all going according
to plan until the day before their second date, when
Steve texted canceling with no explanation and then went dark. So, Brook,
your thoughts on the situation at hand, good.

Speaker 3 (07:22):
I just feel like it's not going to be good
if he's in a different relationship, like if he's cheating or.

Speaker 2 (07:27):
Well, hold on, Brook, how can he cheat if they've
only gone on one date.

Speaker 3 (07:30):
No, no, not cheating on her, cheating on whoever he's dating.

Speaker 4 (07:34):
Yeah, yeah, yeah, yeah.

Speaker 1 (07:36):
You're saying Jackie could be the other woman.

Speaker 4 (07:38):
Well, I mean it's just like a day date, Jackie.

Speaker 1 (07:40):
Are you cool with being the other woman? That? We
didn't say that? Okay, it is good to check.

Speaker 6 (07:49):
All right.

Speaker 1 (07:50):
Hopefully that's not what the situation.

Speaker 4 (07:52):
Is to be that. I don't.

Speaker 3 (07:53):
I hope he's just busy at other farmers markets.

Speaker 1 (07:56):
Scoping out the best spots.

Speaker 2 (07:58):
Yeah, the best cober Jines are whatever Brook likes.

Speaker 1 (08:02):
Yeah, does work.

Speaker 2 (08:06):
We've ruled out a couple of possibilities. Let's just call
him and see if he picks up. I'm dialing his
number right now.

Speaker 6 (08:12):
Here we go.

Speaker 1 (08:21):
Hello, Hey is this Steve?

Speaker 6 (08:25):
Yeah, hey man, good morning.

Speaker 1 (08:29):
You're you're on a radio show called Brook and Jeffrey
in the Morning.

Speaker 3 (08:33):
Oh great, we're going to take that without any sarcasm
attached to it.

Speaker 1 (08:40):
But I like your style already.

Speaker 5 (08:41):
Steve can tell.

Speaker 6 (08:44):
What's going on?

Speaker 2 (08:45):
Well, what's going on is this is a segment that
we do called a second date update.

Speaker 1 (08:49):
I don't know if you've ever heard of that before.

Speaker 6 (08:52):
Nope, Okay, keep going.

Speaker 2 (08:56):
But it's actually a kind of a fun thing that
we do where we help out listeners who are confused
after they're not getting a call back for a second date.
We try and help them figure out the reason why.
There's a woman that you went out with recently. Actually
you planned a second date with her but canceled the
last minute.

Speaker 1 (09:16):
Her name's Jackie.

Speaker 3 (09:20):
Uh.

Speaker 6 (09:22):
I don't really want to talk about this.

Speaker 2 (09:26):
Sensitive to you.

Speaker 6 (09:29):
I feel bad.

Speaker 4 (09:31):
I ask, are you singles.

Speaker 1 (09:35):
With so much hope?

Speaker 6 (09:37):
Here's the deal, here's the deal.

Speaker 1 (09:42):
What's the deal.

Speaker 6 (09:44):
I did have a strong connection with her, but if
she knew what was going on, it would probably hurt
her feelings.

Speaker 1 (09:57):
Trying to protect someone's feelings hurt some more. I think
they want to be directed, that's true.

Speaker 4 (10:01):
I think her feelings already hurt.

Speaker 2 (10:02):
Yeah, because she was really looking forward to that second
hangout and when you canceled with no explanation.

Speaker 1 (10:08):
Now she's just kind of confused. She was all excited,
doesn't know where she stands. We're just trying to give
her a little bit of information.

Speaker 6 (10:16):
It's just I had a stronger romantic connection with somebody
else and I didn't think it would be fair to
her to continue.

Speaker 4 (10:29):
My god, that's a pretty normal.

Speaker 2 (10:35):
Okay, everybody, Okay, everybody's on the call right now.

Speaker 1 (10:38):
Let's try and be respectful.

Speaker 5 (10:40):
And here, Steve out, I can't listen to this anymore.

Speaker 4 (10:46):
Here that Jackie's on the phone.

Speaker 5 (10:49):
Hold on, he knows it me. He knows it's me,
and I know it's cheater. When I smell one, well
you smell it.

Speaker 3 (10:56):
Oh wait, wait, wait, wait, I think that's my fault, Jackie,
hold on, what I feel like I put that idea
in your head.

Speaker 4 (11:02):
He didn't say he cheated.

Speaker 3 (11:03):
He just said that he went out with someone else
and had a stronger connection.

Speaker 5 (11:06):
He didn't whatever he was going to cheat on me eventually.

Speaker 2 (11:09):
He who hold on, you're making a lot of assumptions here, Jackie,
and I know you're definitely hurt by what you heard.

Speaker 1 (11:16):
But let's give Steve a chance to explain himself.

Speaker 6 (11:19):
I spoke my piece. I don't have much else to say.

Speaker 4 (11:22):
Okay, okay, so you're just to say, oh good.

Speaker 1 (11:27):
Oh god.

Speaker 5 (11:28):
So when we were walking around the farmer's market and
I didn't want to drink some water fountain because it's
like public and quoth. He never offered to buy me
a drink? What about that?

Speaker 4 (11:40):
Here's that come from?

Speaker 5 (11:42):
He's selfish and he'd probably selfish in bed?

Speaker 1 (11:45):
Whoa jackie?

Speaker 4 (11:47):
Are all over the place right now.

Speaker 3 (11:50):
I understand your feelings are hurt because this didn't turn
out how you wanted it to. But this is not
the reaction that you are gonna want to have.

Speaker 2 (11:58):
And honestly, I've never made that correlation. And before guys
not being good in bed that don't buy water for women.

Speaker 5 (12:06):
Well, you know you're also a guy.

Speaker 1 (12:08):
Yeah, well that's fair and water. I am Oh yeah,
I want to keep it all to myself. Jeremy, can
you confirm that you're a selfish guy?

Speaker 2 (12:16):
Sorry, Steve, can you confirm that you're a selfish guy?

Speaker 6 (12:19):
I don't know what's happening.

Speaker 2 (12:23):
I just I just want to know what's your take
on this whole situation.

Speaker 6 (12:26):
But on a good day, I just had a stronger
connection with someone else. I'm sorry, you're.

Speaker 5 (12:32):
Running in my face again.

Speaker 4 (12:35):
In your face?

Speaker 2 (12:36):
You know what he is?

Speaker 5 (12:37):
He's rubbing it in my face over me.

Speaker 1 (12:40):
Oh you don't know?

Speaker 4 (12:45):
She was probably a lovely person.

Speaker 5 (12:48):
You guys, what are you doing? You're like spinning this
to make him the victim.

Speaker 1 (12:54):
Here, victim of circumstances.

Speaker 4 (12:56):
It's just how dating works. Yeah, sometimes you meet somebody
you liked more.

Speaker 2 (13:01):
I don't think he's in a like a committed relationship
with this other person.

Speaker 1 (13:04):
It sounds like just a casual date, right, Steve.

Speaker 6 (13:07):
I really don't think I should say anymore what.

Speaker 5 (13:15):
I really wanted to see your basement. I never got
to see your basement.

Speaker 3 (13:18):
Basement random actually offer a tour in the basement, shouldn't?

Speaker 2 (13:24):
Yes, I was kind of thinking the same thing. I
wonder what's in his base? What is he talking about?

Speaker 6 (13:31):
I have a movie room in my basement, and we
talked about that.

Speaker 4 (13:38):
Really, she had a lot of hopes based around that
movie room.

Speaker 1 (13:42):
I see it, don't little popcorn maker, And.

Speaker 4 (13:48):
I was all on Steve's side, and he just poured
salt in the wound.

Speaker 1 (13:52):
That popcord maker.

Speaker 6 (13:56):
Sorry, it's a dope basement. And yes, I had multiple
flavored salts.

Speaker 1 (14:01):
Wow, that is.

Speaker 3 (14:02):
Kind of cool.

Speaker 5 (14:04):
You need to go. You need to show now, all right,
hang up?

Speaker 4 (14:08):
Okay, I think maybe you just need to work on yourself.
Right now, Jackie.

Speaker 3 (14:12):
Yeah, no, no, no, no, no, I'm deleting your text.

Speaker 5 (14:18):
I'm blocking your number. You're never going to hear from
me again. I want you to know you lost out
on something really.

Speaker 2 (14:26):
Good, really good, really stables type of relationship.

Speaker 1 (14:30):
So, Steve, I'm sorry, dude.

Speaker 6 (14:32):
It's fine. I feel like I dodged a bullet. It's
like I'm watching the matrix in my hid.

Speaker 5 (14:43):
Okay, I don't want to hear from him.

Speaker 2 (14:47):
Head, Okay, Steve, you're gone.

Speaker 1 (14:51):
We dropped Steve.

Speaker 2 (14:52):
Oh wow, okay, Jackie, Oh my god, wow.

Speaker 5 (14:58):
No, no, no, no, no, you it's honestly, it's fine.
I know men. After that, he is definitely going to
reach out to me like a little crazy.

Speaker 1 (15:09):
I mean that's actually.

Speaker 4 (15:10):
Kind of a little is a different definition.

Speaker 2 (15:14):
Are you saying you put all of that on just
to like get him to call you.

Speaker 5 (15:18):
I mean, I just stood up a little bit, but
I'm legitimately pissed.

Speaker 1 (15:23):
That was a little bit blown.

Speaker 2 (15:28):
All right, Well, Jackie, after you take your hiatus from
the dating world, call us and we can reach out
to that next guy for you.

Speaker 5 (15:35):
Yeah. No, I'm anny from Steve.

Speaker 1 (15:42):
You heard about that basement, right, It is pretty dope. Okay,
I don't blame you.

Speaker 5 (15:45):
I'm not going to block him, and then he's gonna
call me, and you guys will end up doing an
update update on me.

Speaker 4 (15:52):
About your healthy relationship direction.

Speaker 1 (15:56):
This is going to go.

Speaker 5 (16:00):
Breaking Jeffrey in the morning.

Speaker 1 (16:02):
Was it me or did it feel like? She definitely
had a plane of attack there?

Speaker 4 (16:06):
What happened?

Speaker 6 (16:08):
She said?

Speaker 4 (16:10):
She like what shausted up? Juiced it up? I don't
know she did.

Speaker 6 (16:16):
It was purpose.

Speaker 4 (16:18):
It was an emotional roller coaster.

Speaker 1 (16:20):
I'm exhausted.

Speaker 2 (16:21):
The second he mentioned a stronger connection with another woman,
she completely went off the handle. Yeah, but wouldn't it
be something though, if after all of this she was right.

Speaker 4 (16:32):
That he did call her back.

Speaker 2 (16:33):
Yeah, Like Steve thinks about it and he's like, you
know what, she's kind of unhinged, but I kind of.

Speaker 3 (16:39):
Like it, Yeah, right on every level. Only way Steve's
calling her back is if it doesn't work out with
the other girl. Yeah, yeah, then I could see it
maybe happening.

Speaker 2 (16:50):
It's sure, it's probably a less than one percent chance
that it all goes the way that she's thinking.

Speaker 1 (16:56):
But wouldn't that be a wild update?

Speaker 2 (16:58):
There would be Yeah, and I really appreciate her optimism
and all of your optimism in your dating lives. If
you want our help, we are ready to step in
and call that person who isn't calling you back. By
the way, go check out all of our second date updates.
They're up online wherever you get your podcasts at Brook
and Jeffrey
Advertise With Us

Hosts And Creators

Brooke Fox

Brooke Fox

Jeffrey "Young Jeffrey" Dubow

Jeffrey "Young Jeffrey" Dubow

Alexis Fuller

Alexis Fuller

Jose Bolanos

Jose Bolanos

Popular Podcasts

Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial

Amy Robach & T.J. Holmes present: Aubrey O’Day, Covering the Diddy Trial

Introducing… Aubrey O’Day Diddy’s former protege, television personality, platinum selling music artist, Danity Kane alum Aubrey O’Day joins veteran journalists Amy Robach and TJ Holmes to provide a unique perspective on the trial that has captivated the attention of the nation. Join them throughout the trial as they discuss, debate, and dissect every detail, every aspect of the proceedings. Aubrey will offer her opinions and expertise, as only she is qualified to do given her first-hand knowledge. From her days on Making the Band, as she emerged as the breakout star, the truth of the situation would be the opposite of the glitz and glamour. Listen throughout every minute of the trial, for this exclusive coverage. Amy Robach and TJ Holmes present Aubrey O’Day, Covering the Diddy Trial, an iHeartRadio podcast.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

The Breakfast Club

The Breakfast Club

The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy And Charlamagne Tha God!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.