Second Date Update: Trust Fails

Part 1 One of our listeners is worried her gratitude for a gift was BADLY misinterpreted as rude and now she wants our help with a Second Date Update! Part 2 What do you do when someone suddenly STOPS replying to your texts? One of our listeners did something a little UNUSUAL to ... Show More

FULL SHOW: Friday, June 12th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok 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. 

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. 

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. 

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. 

Get your 2nd Date Update Merch For A Cause HERE! The guy in today’s Second Date Update has been on the show before, but today he gets the special opportunity for a First Date REDATE!See omnystudio.com/listener for privacy information. 

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

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. 

Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve ever had on this show. And it’s all because of an embarrassing run-in that happened at a bar!See omnystudio.com/listener for privacy information. 

The woman in today’s Second Date Update is trying online dating for the first time after leaving a long term relationship. Her first try went so well she’s reaching out to us for help!See omnystudio.com/listener for privacy information.