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Brooke and Jeffrey: Second Date Update

Awkward Tuesday: CTRL ALT EX

Brooke and Jeffrey: Second Date Update

iHeartPodcasts

Relationships, Comedy, Society & Culture

4.52.3K Ratings

🗓️ 3 March 2026

⏱️ 19 minutes

🧾️ Download transcript

Summary

The guy on the phone today had not one, but TWO women asking to be his Valentine, and rather than figure it out himself, he’s tasking us with sorting through the chaos in an all new Awkward Tuesday Phone Call!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

All right, here it is your brand new Awkward Tuesday podcast today on the second day podcast.

0:05.2

And we love when listeners leave us messages. That's why we like to read them on air. Yes. Do we say on air in podcasting? Sorry. No, and we say comments. On recording. What are we doing? I don't know. Yeah. But go ahead and read them. In the microphone. Yeah. I'm going to say, a, Sinibo said, I can't believe last Ramadan, I started listening to y'all every day because I couldn't listen to music. Oh, cool. I really thought I would stop after Ramadan, but I didn't. I ended up being y'all's top listener, and it's been a whole year now. I've listened to y'all every single day, nonstop. I'm actually gagged realizing it's really been a year. Hey, you know, this is like people that cut out sugar or alcohol and they just go, look, I'm going to do it for two weeks, and then they end up for the long run. The better, you're here with us. I like that you compare us to a good thing. That's good. I love it. I love it. Thank you so much for being here. However you found us, your brand new episode starts right now. Imagine on the most romantic day of the year. You have two people reach out to you, both asking if they can be your Valentine. Oh, my gosh. Are you in a dream, Jeff? Do you get to wake up? Let's both together? It's not about me. It's about one of our listeners. What do you do? Because I could tell you with full certainty, you should not do what this listener did. Uh-oh. Uh-oh. Because it's landed him here asking for help with an awkward Tuesday phone call.

1:29.3

You're going to hear all about the fateful decision he made coming up next.

1:34.0

It's awkward.

1:35.3

It's Tuesday.

1:36.7

It's awkward Tuesday phone call.

1:39.6

What percentage do you think dating experts say that getting back together with an ex is a good idea?

1:47.0

Ooh.

1:47.7

I mean...

1:48.2

The only times I've heard of it that I literally got married.

1:50.4

Good idea or fun idea?

1:52.1

Good.

1:52.6

You know, because it's fun.

1:54.6

Yeah.

1:55.3

Is it good?

1:56.0

Well, but maybe they've grown, Brooke.

1:59.2

Maybe the problems that caused your breakup are all resolved now.

2:03.6

Ah.

2:04.6

And maybe the statute of limitations on that restraining order finally expired.

2:09.5

And you're free.

2:11.2

Yay.

2:12.2

That's not a good look.

...

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