Second Date Update: Valentine's Day Fork

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. 

Cupid needs our help with a Valentine’s Day emergency! The woman on the phone says they were KICKED OUT of their restaurant but she insists it was one of the best meetups she’s ever had.See omnystudio.com/listener for privacy information. 

The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she wants our help putting it over the finish line in a new Second Date Update!See omnystudio.com/listener for privacy information. 

Part 1 One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to find out! Part 2 The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but ... Show More

The woman on the phone today was willing to tell us what may be the most embarrassing story of the year...And even though it's the reason she's not getting a call back, we love her for sharing it...in a brand new Second Date Update!See omnystudio.com/listener for privacy informat ... Show More

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners helped her date survive an actual EMERGENCY on the side of a mountain. Hear her heroic story in your brand new Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listeners ended up in the HOSPITAL right in the middle of his first date… and he can’t believe he was naïve enough to make this dumb, avoidable choice… You’ll hear it in a special Valentine’s Day Second Date Update!See omnystudio.com/listener for privacy information. 

The guy on the phone today had a plan to create a memorable moment during his date...and it ended up almost getting them kicked out halfway through dinner...But did it still impress her? See omnystudio.com/listener for privacy information. 

The guy on the phone today had a plan to create a memorable moment during his date, and it ended up almost getting them kicked out halfway through dinner...But did it still impress her?See omnystudio.com/listener for privacy information. 

We have a CONTROVERSIAL Second Date Update today where at some point during the date, somebody DEMANDED to speak to the restaurant manager. We’re in crisis mode in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to get a Second Date Update with us!See omnystudio.com/listener for privacy information.