Second Date Update: Date Night Detour

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. 

If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say “YES!”See omnystudio.com/listener for privacy information. 

One of our listener's romantic gesture was NOT as well-received as he thought it would be. Was it too much? Let us know after you hear the Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners says his plan to impress his date and make her like him did NOT go how he wanted… in fact his night ended in physical pain! See omnystudio.com/listener for privacy information. 

One of our listeners was trying to walk a thin line in trying to get a man to notice her, and pulled a move that maybe went a little too far… See omnystudio.com/listener for privacy information. 

One of our listeners chose an interesting activity for their date… but we wouldn’t call it romantic. What was most shocking was his date actually chose to go along with it! 

One of our listeners says he got an UNSOLICITED photo from a woman that left him speechless… in a bad way. 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. 

One of our listeners TRIED to reschedule with his date but she said NOPE and showed up anyway. We couldn’t believe where they had their first hangout… find out where it was in a new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners says his plan to impress his date and make her like him did NOT go how he wanted… in fact his night ended in physical pain! Hear it all in your Second Date Update!See omnystudio.com/listener for privacy information. 

You won’t believe what one listener pulled off while on her date. Jose was FREAKING OUT that it was even possible! Hear for yourself in the Second Date Podcast!See omnystudio.com/listener for privacy information.