Masked Speaker: Second Hand Engagement

Part 1 One of our listeners had the SHOCK OF A LIFETIME after being set up on a blind date by her friend. As soon as she showed up she knew something was very wrong… Part 2 The woman on the phone today says her date decided to switch booths HALFWAY through their dinner… And all o ... Show More

A podcast exclusive of the hosts behind the scenes. Producer Boyd and Jeffrey dive into the ridiculous story of how Jeffrey got into radio & how wild those first years were.See omnystudio.com/listener for privacy information. 

FULL SHOW: Friday, May 15th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

A man proposed multiple times to his fiance before she said yes find out why.See 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, 'Brooke and Jeffrey',  that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners wants to STOP her futur ... Show More

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. 

Happy Wednesday everyone!!! We're asking about your holiday disaster stories in today's Question of the Week. Sticking on the holiday theme, there's one Sarah who's been shocked when an invite for a girls trip didn't come her way, another who doesn't know whether or not to tell h ... Show More

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners figured out a way to get his entire evening PAID FOR, and it involved no lying, not scheming and not cheating. How did it work? Find out in your 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

Sometimes just one photo can raise the REDDEST of RED FLAGS and that happened to one of our listeners. She noticed something on a guys profile pic and now she wants our help finding him and getting him to explain. See omnystudio.com/listener for privacy information. 

Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special UPDATE from the person who shares her weird passion!See 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 discovered a hidden secret in their home, and ... Show More