Second Date Update: Dine For One But I'm...

Part 1 One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Part 2 The woman on the phone today claims that she discovered a place that is swarming with career driven, high-value m ... Show More

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See omnystudio.com/listener for privacy information. 

FULL SHOW: Friday, July 17th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in a brand new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked! Hear how in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners accidentally stumbled into a casual meet-up with a woman who admits she’s part of a high class secret society. Find out what it is in your Second Date podcast!See omnystudio.com/listener for privacy information. 

What started as a romantic one on one date ended with our listener sandwiched between three gorgeous women all night! He’ll explain how he did it coming up in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy ... Show More

The guy on the phone today says his date night included a BLINDFOLD, a bit of deception and it turned out even BETTER than he ever planned. Hear what happened in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still has SOME interest, so it couldn’t be that bad. Hear the brand new Second Date Update in the podcast! Get your 2nd Date Update Merch For A Cause HERE! See omnystudio.com/listener for priva ... Show More

One of our listeners TRIED to reschedule with his date but she said NOPE and showed up anyway. We couldn’t believe where they had their first hangout… find out where it was in a new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners described their dinner date as the most IMPRESSIVE thing that they had ever seen. We HAD to know more so we contacted them as part of a new Second Date Podcast!See omnystudio.com/listener for privacy information.