Second Date Update: Trust Fails

FULL SHOW: Wednesday, July 29th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

David brought Anne back to his place after their date, and when the front door randomly opened he was greeted by a grown man’s worst nightmare! Hear how it all went down in your Second Date Update!See omnystudio.com/listener for privacy information. 

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either expected.See omnystudio.com/listener for privacy information. 

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either expected.See omnystudio.com/listener for privacy information. 

One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to process. Hear what she went through in a new Second Date Update!See omnystudio.com/listener for privacy information. 

When we offered to send this couple on another date that WE PAY for, we never expected to get the answer back that we received. Hear one of the most bizarre endings to a Second Date Update ever!See omnystudio.com/listener for privacy information. 

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information. 

One of our listeners had a GREAT first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Hear what he sent coming up in your Second Date Update!See omnystudio.com/listener for privacy information. 

How long would you wait for a first date to show up before bailing? The listener in today’s Second Date waited 60 minutes for them to show their face and you’ll be shocked at what happened once she finally arrived!See omnystudio.com/listener for privacy information. 

We NEVER thought we’d hear from this couple again after the FIRST time they came on our show. But they’re back today for a Second Date Update UPDATE! Stick around to hear how they've been since the first time we met them!See omnystudio.com/listener for privacy information. 

Little mistakes are okay on a first date, but today's Second Date had one BIG mistake and we're hoping it didn't happen on purpose...See omnystudio.com/listener for privacy information. 

In today’s Second Date Update we had a listener caught in the most awkward position you could hope to be in on a first date. Find out what it was in the podcast!See omnystudio.com/listener for privacy information.