Awkward Tuesday: Babysitting Blues

One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject a kiss in the Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

One of our listeners NEVER expected to face the kind of parenting challenge she’s facing, and it all started when ANOTHER mom reached out with a strange proposition. Catch it all in your Awkward Tuesday Phone Call! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

According to her email, one of our listeners NEVER gets ghosted. She never really goes on dates either, but she did this time and one dude isn’t calling her back so we’re gonna help try and find out why in your Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

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, November 6th, 2026 Get your 2nd Date Update Merch For A Cause HERE! Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

Part 1 The guy in today’s Second Date Update accidentally blurted out something so DUMB, it might have become the cringiest moment of his life. Relive his embarrassing moment right now in the podcast! Part 2 Isabella came to our show wanting the answer to just one question: Where has this guy been for 2 WEEKS after their date? Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

The guy on the phone for a Second Date Update today PANICKED when he got the chance to kiss his date, and did something STUPID instead. Find out what it was in the Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

One couple got touchy in an unexpected way on their first date. What’s even more unexpected is they’d be back on our show AGAIN to gives us a Special Update UPDATE on what’s happened since! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

Right in the middle of a froyo date, Amanda threw caution to the wind and suggested a WILD IDEA to end their night. We’ve never heard a date like the one in today’s Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

A part-time babysitting job led one of our listeners into our email where she’s trying to figure out how to confront her “boss” about how she’s been treated! It's your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

Meghan told herself she’d only go out for “one drink” but that night spiraled out of control and now she needs OUR HELP to fix her mistakes in your Second Date Update!See omnystudio.com/listener for privacy information.