Second Date Update: Mistah Secure

FULL SHOW: Friday, July 31st, 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. 

Are you nice to customer service reps on the phone or rude? Today’s Phone Tap victim forgot to say “goodbye” after her last customer service call so we’re calling to get what we deserve!See omnystudio.com/listener for privacy information. 

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

One of our listeners says HIS DATE asked him to do something UNUSUAL shortly after they sat down, and he thinks its part of why he’s not getting a call back. Get your 2nd Date Update Merch For A Cause HERE!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 guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP, who played a strange role in his date… Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date has been out of the dating pool for a few years, and now after his first hangout isn’t calling him back, he wants our help of all things! 

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part 2The guy in today’s Second Date Update was brave enough to ask out a CUSTOMER from his JOB! It ended up being a great time, but w ... Show More

Part 1One of our listeners decided his goal was to bring the magic of RomComs to his dating life...Now we need to help him finish his love story!Part 2The guy on the phone says one text before the date started changed their ENTIRE NIGHT—Find out what it was in your Second Date Up ... Show More

Part 1 This might be one of the first International Second Dates we’ve ever done! So come take a ride with us in an ultra-classy Second Date podcast. Part 2 A fun activity to go along with dinner is normally a great date... NOT TODAY. The guy on the phone botched his night and no ... Show More

How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners try to do exactly that in a brand new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for ... Show More

The listener who needed our help with a Second Date shared a juicy detail from their first meetup that had us all floored, but made us promise to not bring it up when we called his date. We’re always up for a challenge though!See omnystudio.com/listener for privacy information.