#5 Second Date Update of 2025: Vacation No No

Brooke and Jeffrey: Second Date Update

iHeartPodcasts

Comedy, Society & Culture, Relationships

4.7 • 1.7K Ratings

🗓️ 24 December 2025

⏱️ 17 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second Date Update podcast!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0	I mean, everybody does like a top 10 list of 2025, but none are more disastrous than ours.
0:07.1	That's right.
0:08.4	We have the worst of the worst.
0:10.6	And with your number five second date update, how long should a good first date last?
0:15.4	Like maybe an hour, possibly two?
0:18.9	No, wrong.
0:20.4	The correct answer is 120 hours straight.
0:23.7	Oh, wait.
0:24.7	What?
0:25.2	Because that's exactly how long one of our listeners planned his first date to span five full days.
0:31.6	And he did it with a woman that he'd never met in person before.
0:34.9	Oh, no.
0:35.4	What if the day doesn't go well at the beginning?
0:36.8	I don't know.
0:37.3	I feel like hour or two, she's already ready to tap out.
0:39.5	Yeah.
0:39.8	Sounds like a recipe for success to me.
0:42.2	Yeah.
0:42.5	But I guess we'll find out what happened in your number five second date update right now.
0:48.6	Second Date Update.
0:51.1	What do you do if you've been on the dating apps for so long, you start seeing the same people on there over and over and over.
0:59.8	Does that happen?
	...

Transcript will be available on the free plan in 12 days. Upgrade to see the full transcript now.

Previous episode | Next episode

Disclaimer: The podcast and artwork embedded on this page are from iHeartPodcasts, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of iHeartPodcasts and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.