Gen Z vs Classic Movies: Billy Madison

Part 1 One of our listeners isn’t sure if his date meant to VANISH or if there was just miscommunication but you can tell us what you think after you hear it. Part 2 Today we’re shaking it up and doing an ALTERNATE version of our Second Date Update… Going to levels we’ve never go ...  Show more

FULL SHOW: Friday, August 28th, 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. 

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ...  Show more

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. 

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up.Part 2 The peculiar thing one of our listeners saw when he picked up his ...  Show more