Second Date Update: Let's Chalk About It

Every Sunday, we will be hosting 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: Thursday, June 18th, 2026 Curious if we look as bad as we sound? Follow us @Broo ...  Show more

Part 1 Can a guys job be a red flag? The woman in today’s Second Date met her guy at his red flag job, and she decided against her better judgment to go after him anyway! Part 2 Samantha warned her date that there’s ONE THING he HAD to do before she would see him… and he was shoc ...  Show more

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

The guy from today’s Second Date brought his dinner date back to his place, but before the magic could begin.. something tragic happened!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date has a strategy for giving a nickname on the FIRST DATE that he swears is undefeated. Hear what it is in the podcast!See omnystudio.com/listener for privacy information. 

Imagine this: You’re casually dating a guy you really like. He makes plans with you on a Monday for the following weekend, and says he’s looking forward to seeing you, and then… SILENCE. Tuesday, Wednesday, Thursday, Friday…no phone calls, no texts, nothing. What does this mea ...