Second Date Update: Lonely Cannoli

FULL SHOW: Wednesday, October 8th, 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 says he DOUBLED his response rate from women by making ONE LITTLE CHANGE to his profile pic. Hear how and why in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a brand new 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. 

One of our listeners left his date with a GIFT that was ONLY supposed to be opened the next day… you’ll hear what it was, and how it backfired coming up in the Second Date Update podcast!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. 

One of our listeners said his date was a 10/10 and going flawlessly, that's why he couldn't believe what happened when he went in for the first kiss...We're gonna hear it in a brand new Second Date Update.See omnystudio.com/listener for privacy information. 

Our listener on the phone today says his entire night was ruined when his date reached down and pulled something out from between the seats of his car... It was definitely incriminating and even left all of us in shock! Hear for yourself in a brand new Second Date Update.See omny ... Show More

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 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 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. 

Our listener on the phone today says 5 min into his date he realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground in a new Second Date Update podcast!See omnystudio.com/listener for privacy information.