Win Brooke's Bucks (5/8/26)

Part 1 Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date! Part 2 We promise you that you’ve never heard of anything like the move a ... Show More

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See omnystudio.com/listener for privacy information. 

FULL SHOW: Friday, May 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners overheard their husband saying something VERY s ... Show More

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!    One of our listeners discovered a hidden secret in their home, and ... Show More

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information. 

One of our listeners is facing a HUGE life moment, and the only person standing in his way is his terrifying FUTURE FATHER IN-LAW. He’ll make a terrifying Awkward Tuesday Phone Call in the podcast!See omnystudio.com/listener for privacy information. 

<p>One of our listeners made her date laugh so hard that something embarrassing slipped out and she&rsquo;s worried it&rsquo;s the reason he&rsquo;s not calling back!</p> <p>Get your 2nd Date Update Merch For A Cause&nbsp;<a href="https://www.theshopforward.com/collections/brooke ... Show More

The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re not exactly friends… but they've been close for years...See omnystudio.com/listener for privacy information. 

Monster stories are usually just fun thrillers told around a campfire. But what happened in a small Illinois town 50 years ago, has never been explained.See omnystudio.com/listener for privacy information. 

Iliza is helping listeners confront their loved ones about terrible choices in partner. See omnystudio.com/listener for privacy information. Learn more about your ad choices. Visit megaphone.fm/adchoices 

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners managed to make a genuine connection with a woman, all because of one trick he’s been using for YEARS! Hear what it is in a new Second Date podcast!See omnystudio.com/listener for privacy information.