Second Date Update: My Dream Woman

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. 

There’s a fine line between unbridled romance and complete humiliation and in today’s new Second Date we’re defining that line!See omnystudio.com/listener for privacy information. 

Today’s Second Date involves 1 man, 1 insane technique and over 200 Direct Messages. See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date took one classic date idea and flipped it on its head, making all of us in studio jealous when we heard it. Who is this beloved mystery man?See omnystudio.com/listener for privacy information. 

What started as a romantic one on one date ended with our listener sandwiched between three gorgeous women all night! He’ll explain how he did it coming up in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy ... Show More

The guy in today’s Second Date was having the worst nights of his life… before a beautiful woman stepped in and changed everything…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 Update!See omnystudio.com/listener for privacy information. 

The listener on the phone today wasn’t afraid to show off his sensitive side on his date, but the way he did it sent up some red flags in studio! Hear what happened in your Second Date podcast!See omnystudio.com/listener for privacy information. 

Part 1 One of our listeners described their dinner date as the most IMPRESSIVE thing that they had ever seen. We HAD to know more so we contacted them as part of today Second Date Update. Part 2 One of our listeners admits he struggled to keep his cool on his date once he saw som ... Show More

Today’s Second Date involves 1 man, 1 insane technique and over 200 direct messages. 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.