Second Date Update: How Dare You Chat Me...

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, June 5th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: ... Show More

Part 1 Rez DEFINITELY regrets a story he told Katrina on their date, and you’re gonna want to hear how he tells it in the Second Date Update! Part 2 One of our listeners is looking for all the help he can get locking down another hang out with a VERY classy woman.See omnystudio.c ... Show More

Is a gift ever okay on the first date? Does it say too much or go too far? We go to the bottom of that question and got way more than we bargained for in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure out exactly how he went wrong. See omnystudio.com/listener for privacy information. 

The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked! Hear how in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information. 

The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM… considering how good his first date went. You’ll hear about the weird message he received coming up in the podcast!See omnystudio.com/listener for privacy information. 

The guy on the phone today says he bonded with his date over their shared HATE for one specific thing… But now she’s not calling back? Maybe we can get her to explain coming up in your Second Date Update!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. 

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. 

The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejected by a woman! The high stakes call is happening in the podcast!See omnystudio.com/listener for privacy information. 

The guy on the phone today didn’t use a pickup line or a smooth move, he did something so simple, even ALEXIS said it would have worked on her! Find out what it was in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried! See omnystudio.com/listener for privacy information.