Second Date Update: Trying To Connect 4

FULL SHOW: Wednesday, July 9th, 2025 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. 

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Our listener on the phone today wasn’t afraid to show off his sensitive side, but they way he did it sent up some red flags in studio. Hear what happened in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners sent a RISKY text after his first date and he may have gone WAY over the line. We’ll help him figure out how to recover in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

Imagine spending an entire day trying to impress a person you really like and in the span of 20 minutes you’re back in your car wondering how it all went wrong. We’re going to get some answers from one of our listeners in your Second Date!See omnystudio.com/listener for privacy i ... Show More

One of our listeners was feeling himself after HE was the one asked out by a woman...But after she made the first move… now she’s gone silent! Hear what happened in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

After one of our listeners met a man on a unique dating website she swears she CAN’T let him slip away! We’ll help her with a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

The woman in today’s Second Date was almost TOO EMBARRASSED to tell her the reason why she wasn’t calling a guy back. Hear what that reason was in an all new podcast!See omnystudio.com/listener for privacy information. 

Thanks to a new, weird trend, one of our listeners met a woman he had a MAJOR CRUSH on and felt comfortable spending HUNDREDS of dollars on her. We’ll explain in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners has a unique technique in order to give herself a pick-me-up on a date. And not only did it work for her, it led her to a guy she really like too! Hear her strategy in a brand new Second Date! 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.