Second Date Update Classic: I Got the Ic...

FULL SHOW: Monday, September 28th, 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. 

We scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you!See omnystudio.com/listener for privacy information. 

One of our listeners joined a specialty club and he says it’s a GOLD MINE for cute singles… Hear what it was in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners joined a specialty club and he says it’s a GOLD MINE for cute singles… Hear what it was coming up in a brand new Second Date podcast!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. 

One of our listeners has one of the COOLEST claims to fame ever. But he’s worried its attracting the wrong type of woman… hear what it is in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners accidentally stumbled into a casual meet-up with a woman who admits she’s part of a high class secret society. Find out what it is in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners found his PERFECT MATCH and it wasn’t on one of the popular dating apps you’ve probably heard of. We’ll reveal which dating site you’re probably gonna want to sign up for in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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

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 says it was a HUGE PLUS that his date listened to our show! That should have been his first red flag, now he wants our help in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

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