Second Date Update: How Dare You Chat Me...

Part 1 The woman in today’s Second Date has to defend her one weird habit that she swears is NATURAL, but it left all of us shocked. Part 2 One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in your Second ... Show More

FULL SHOW: Friday, August 22nd, 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. 

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure out exactly how he went wrong. See omnystudio.com/listener for privacy information. 

The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went. You’ll hear about the weird message he received coming up in the podcast!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 on the phone today was asked an important question during his date, and in a moment of panic he thinks he may have given the most awkward response possible! Hear the Second Date podcast right here!See omnystudio.com/listener for privacy information. 

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!See omnystudio.com/listener for privacy information. 

The couple in today’s Second Date Update went to a haunted house for their first date, but only one of them came out, and now HE wants our help getting ahold of the woman!See omnystudio.com/listener for privacy information. 

You won’t believe how the guy in today’s Second Date managed to score a date with a Perfect 10! He got the first date, but now he needs our help trying to wrangle another…See omnystudio.com/listener for privacy information. 

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. 

The listener on the phone today says she only dates “HVM’s.” What exactly IS an HVM? Find out in a Second Date podcast!See omnystudio.com/listener for privacy information.