Second Date Update: Baddie and the Daddy

Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later t ... 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, August 21st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

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 the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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

One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later they were inside her place getting familiar! Hear what went down in your 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 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. 

One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… You’ll hear what happened in your brand new 2nd date update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for you too? Find out what it is in an all new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners had a GREAT first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Hear what he sent coming up in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners warned her date that there’s ONE THING he HAD to do before she would see him… and he was shocked to find out she was SERIOUS. Hear what it was in a new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners says it was a HUGE PLUS that his date listened to our show! That should have been his first red flag, now he wants our help in a brand new Second Date podcast!See omnystudio.com/listener for privacy information.