Second Date Update: Heart Eyes for Air F...

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 said he did EVERY FORM of communication he possibly could leading up to his first date…. And something STILL went wrong…. 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. 

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 invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to process. Hear what she went through in a new Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down. Hear what it was coming up in a new Second Date Update!See omnystudio.com/listener for privacy information. 

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it derailed his chances in your Second Date Update!See omnystudio.com/listener for privac ... Show More

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information. 

Imagine spending an entire day trying to impress a person you really like and in the span of 20 minutes you’re back in your car wondering how it all went wrong. We’re going to get some answers from one of our listeners in your Second Date!See omnystudio.com/listener for privacy i ... Show More

Running into the last person you would ever want to see while out on a date is a nightmare. It happened to one of our listeners and it might be one of the cringiest Second Dates we’ve ever done!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.