Second Date Update: Best Date of My Life

FULL SHOW: Wednesday, July 9th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thing ever, or the cringiest, most awkward interaction of all time. Decide for yourself after the new Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of it in a brand new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date Update accidentally blurted out something so DUMB, it might have become the cringiest moment of his life. Relive his embarrassing moment right now in the podcast!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 says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same time… and It was definitely more than just flirty eye contact. We're going to hear how that transpired into a whole afternoon together in y ... 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 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 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. 

The guy on the phone today was asked an important question during his date, and in a moment of panic he thinks he may have given the most awkward response possible! Hear the Second Date podcast right here!See omnystudio.com/listener for privacy information. 

Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ... Show More