Second Date Update: Happy Shamaversary

Part 1 One of our listeners came up with one of the CLEANEST & MOST FUN ice breaker questions we’ve ever heard… Part 2 The woman on the phone today described her date like a very famous film, but the comparison immediately had us all very concerned.See omnystudio.com/listener for ... 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, September 11th, 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 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. 

One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… You’ll hear what happened in your brand new 2nd date update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners claims she was just TRYING to flirt, but it went so badly it almost caused the guy to crash his car! Hear what happened in your Second Date podcast!See omnystudio.com/listener for privacy information. 

In today’s Second Date Update we had a listener caught in the most awkward position you could hope to be in on a first date. Find out what it was in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject a kiss in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in a brand new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

One of our listeners received one of the lamest pickup lines of all time… and went along with it! It ended her up here for a Second Date Update!See omnystudio.com/listener for privacy information. 

Part 1 Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encountered, and it all started with a harmless trip to Mexico… Part 2 One of our listeners said he opened the trunk of his car and his date wouldn’t stop SCREAMING… was it good scre ... Show More

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.