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Brooke and Jeffrey

Second Date Update UPDATE: Numbers Don't Lie But You Should

14 May 2026

Transcription

Chapter 1: What updates do Ashwin and Sierra have since their last appearance?

0.031 - 4.876 Jeffrey

Oh, I love when we get these. A check-in from one of our second date couples. It's called an update update.

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4.896 - 6.697 Brooke

Yes. Who named that?

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6.958 - 15.786 Jeffrey

That's smart. Welcome to the second date podcast. And remember, okay, we are going to play the original call. You may have already heard this original call, but it's important.

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15.806 - 16.787 Unknown

It's not a mistake.

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16.807 - 30.26 Jeffrey

No, it's important for you to know what's up before we get this couple back on the phone. Yes. It is part three that we're going to hear them and get their update from them. So stick around. Yeah, there'll be a little ad before part three. Stick around.

30.3 - 47.277 Unknown

Yeah, it's worth it. Okay, here we go. What do you see in the comments? Yeah, Jay said, I love listening to Brooke and Jeffrey so much. When I'm watching hockey games, intermission feels way too long. So I listen to these during intermission time. Oh, that's smart. It at least does the trick so I can speed up the time. That's actually smart because you're like 15 to 20 minutes in between.

47.297 - 49.019 Unknown

I'm the same in between hockey intermissions.

49.059 - 49.439 Jeffrey

I'm like, come on.

49.499 - 53.123 Unknown

What am I going to do? Yeah, I'm like, I can go play a couple games of Fortnite, man.

Chapter 2: What unexpected challenges did Sierra and Ashwin face on their date?

157.491 - 158.572 Jeffrey

That's me.

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158.813 - 163.097 Unknown

That's good. Sorry to hear that your date plans crashed, but tell us what happened.

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163.448 - 166.955 Sierra

So I met this guy, Ashwin, on a dating app.

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167.236 - 170.162 Jeffrey

Oh, he sounds fancy and rich. His name is Ashwin.

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171.285 - 179.759 Sierra

Not going to lie, the name intrigued me, but what I really liked the most was... He was playful, like he was kind of saucy, but not disrespectful.

180.901 - 181.341 Brooke

You know what I mean?

181.361 - 191.097 Unknown

Roasty a little bit, but like totally joking. It's like talking to your grandpa, but 60 years ago. No, Jeff, not at all. Everybody has a grumpy grandpa who likes to poke fun at them, right?

191.638 - 196.045 Jeffrey

Not grumpy, yes. He's not an old man. This is playful flirty.

196.085 - 198.99 Unknown

His name is Ashwin. He sounds like a grandpa already.

Chapter 3: How did Sierra and Ashwin's conversation evolve during their diner date?

798.048 - 800.854 Ashwin

You know, we're in my bed naked and we've just been together.

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800.834 - 802.657 Unknown

Oh, okay.

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802.677 - 805.782 Jeffrey

It's like getting a participation trophy after the fact.

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805.802 - 820.866 Unknown

Well, you know, maybe there was some sort of miscommunication or she didn't say quite what she meant. And I'll give her a chance to explain herself right here because I need to let you know, Sierra is on the other line of this call listening, wanting to talk to you.

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821.467 - 824.732 Jeffrey

Oh, God. Oh, God. She's the one that should be embarrassed.

824.752 - 824.852 Unknown

Yeah.

825.233 - 827.196 Jeffrey

Ashwin, hi.

829.1 - 832.104 Unknown

Please tell us five is, like, the number one rank. Like, it's the best.

832.124 - 834.146 Jeffrey

Oh, yeah, you were going backwards.

Chapter 4: What led to the unexpected closeness between Sierra and Ashwin?

922.577 - 929.745 Unknown

Yeah, I think so. Doesn't matter. It's better. You didn't have to do anything. That was great.

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929.725 - 936.314 Ashwin

Can we please stop talking about what number I'm ranking? Okay, fair.

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936.354 - 941.822 Sierra

Yes, I'm so sorry. I'm just so embarrassed. I was trying to make a joke. It didn't land.

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941.902 - 943.804 Jeffrey

You definitely have said your apology.

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943.824 - 955.46 Unknown

Yeah, you've said that a lot, and I think Ashwin gets the idea that you didn't mean it. But we mean this when we say we'd like to send you out on another date, the two of you. Ashwin, if you're willing to give her one more chance, we would pay for it.

955.5 - 958.264 Jeffrey

Don't let your pride stand in the way of this one, Ashwin.

958.396 - 967.869 Ashwin

Yeah, no, her explanation definitely makes me feel better and embarrassed that I can't take jokes about bedtime.

969.07 - 970.552 Brooke

Bedtime.

970.692 - 974.718 Ashwin

Yeah, no, I definitely would be interested in another date.

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