Second Date Update UPDATE: Cabo Single

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. 

We reunited the couple on the phone today after years apart and now they’re BACK on our show for a Second Date Update UPDATE to tell us all about their happily ever after! Hear the call in the podcast!See omnystudio.com/listener for privacy information. 

The couple on the phone today were so sweet and cute the last time they appeared on our show that we’re having them back on for a Second Date Update UPDATE. Stick around through the end to hear what's happened since they last joined us! Get your 2nd Date Update Merch For A Cause  ... Show More

Today is proof that just because we think a relationship is doomed doesn't mean anything... because one of the most unexpected couples we've had on our show are BACK for a Second Date Update UPDATE! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for p ... Show More

After one of our most-listened to Second Dates, we were flooded with texts demanding an update after it aired...And now months later the couple is back on the phone with us!See omnystudio.com/listener for privacy information. 

Two plant parents became one of our sweetest Second Date Update calls we’ve done all year, and even better we’ve got an update on their situation coming up in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Our listener on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize she was relationship material! You’ll hear what it was in your brand new Second Date Update! Get your 2nd Date Update Merch For A ... Show More

Get your 2nd Date Update Merch For A Cause HERE! Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners months ago when they were on our show. Today he’s back and we’ll see if anything has changed since then in a Second Date Update UPDATE!  See omn ... Show More

One of our listeners decided his goal was to bring the magic of RomComs to his dating life. You’ll find out how during an all new Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.