Second Date Update Classic: Cake By The ...

To get in the spooky spirit our own resident Gen Zer watched one of the most famous classic horror films of all time....Will Child's Play hold up for the new generation? We're about to find out! And let's hope Chucky isn't listening...See omnystudio.com/listener for privacy infor ... Show More

Part 1 The couple in today’s Second Date Update went to a haunted house for their first date, but only one of them came out, and now HE wants our help getting ahold of the woman! Part 2 No party is better for random makeouts than a Halloween Party! One of our listeners was close ... Show More

FULL SHOW: Friday, October 30th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

The guy in today’s Second Date was having the worst nights of his life… before a beautiful woman stepped in and changed everything…See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!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 THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down. Hear what it was coming up in a new Second Date Update!See omnystudio.com/listener for privacy information. 

Part 1 This might be one of the first International Second Dates we’ve ever done! So come take a ride with us in an ultra-classy Second Date podcast. Part 2 A fun activity to go along with dinner is normally a great date... NOT TODAY. The guy on the phone botched his night and no ... Show More

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. 

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date stepped in to make a heroic gesture, but what happened after that made everything uncomfortable. So we’re gonna try and help him rescue a rendezvous and another date! 

The guy on the phone today had a plan to create a memorable moment during his date, and it ended up almost getting them kicked out halfway through dinner...But did it still impress her?See omnystudio.com/listener for privacy information.