Awkward Tuesday: In Greg We Trust

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, May 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Y ...  Show more

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

Sophie thought she’d found unexpected chemistry with a guy she’d known for years — her ex’s best friend. But after one amazing night, he vanished. Now she’s on the hunt for answers, and what comes out involves surprising friend group drama, rumors, and a revelation neither of the ...  Show more

Becca thought her date with Jason was going great — coffee, a farmer’s market, even haggling for honey. But when Jason suddenly ghosted her, she was left wondering what went wrong… until we called him. Let’s just say talking to produce like a baby might not be everyone’s love lan ...  Show more

On this First Date Follow Up from The Jubal Show, Zach thought he was being romantic when he pulled out a napkin and sketched Kylie during their late-night taco date. Instead, his “abstract art” may have sent the wrong message — and left Kylie questioning whether he was secretly ...  Show more

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.