Second Date Update: Baddie and the Daddy

Part 1 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! Part 2 If you’re looking for a unique, innovative and new move to pick up women, you ... 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, April 24th, 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 left his date with a GIFT that was ONLY supposed to be opened the next day… you’ll hear what it was, and how it backfired coming up in the Second Date Update 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 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. 

One of our listeners DEFINITELY regrets a story he told on his date, and you’re gonna want to hear how he tells it in the 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 completely FROZE while on his date and it all happened because of one ominous question she asked… Hear what it was in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners managed to make a genuine connection with a woman, all because of one trick he’s been using for YEARS! Hear what it is in a new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready in your Second Date Update podcast!See omnystudio.com/listener for privacy information.