Second Date Update: Apple Picking For Th...

FULL SHOW: Friday, October 23rd, 2026 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. 

Today’s Phone Tap victim is known around her office for taking the company costume contest VERY seriously… so we’re sending Brooke after her to raise the level of competition!See omnystudio.com/listener for privacy information. 

Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to find out! Part 2 Today’s Second Date Update might involve one of the GREATEST SCAMS we’ve ever heard on a first date… Hear for yourself in the p ... Show More

One of our listeners went on a beach date and he gets huge props for one thing he DIDN’T DO… what was it? Find out in your Second Date 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 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 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 in today’s Second Date had ONE SHOT and ONE NIGHT with a woman while she was in town… and he admits… some weird stuff happened.See omnystudio.com/listener for privacy information. 

Part 1 One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to find out! Part 2 The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but ... Show More

What started as a romantic one on one date ended with our listener sandwiched between three gorgeous women all night! He’ll explain how he did it coming up in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy ... Show More

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part 2The guy in today’s Second Date Update was brave enough to ask out a CUSTOMER from his JOB! It ended up being a great time, but w ... Show More

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up.Part 2 The peculiar thing one of our listeners saw when he picked up his ... Show More