Second Date Update Classics: Hoping For A Bad...

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. 

Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ...  Show more

A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your new Second Date podcast!See omnystudio.com/listener for privacy information. 

Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her entire career. Part 2 There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule a ...  Show more

Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. Part 2 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 lis ...  Show more