Awkward Tuesday: AI Messed Up
One of our listeners trusted his “idiot” friend to help cover for him, and now he could be out of an apartment AND a girlfriend. We’ll try to save him in your Awkward Tuesday Phone Call!See omnystudio...
23 Jun 18min
Second Date Update: Tamogatchi Tea
One of our listeners told us he was STRUGGLING to get his date back on track after a few early fumbles, until a COMPLETE STRANGER swooped in and changed everything with one simple sentence! See omnyst...
22 Jun 17min
FULL SHOW: Brooke Breaks You Up, Whatcha Doin’ at World Cup + Secret Man Crush (6/18/26)
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: ...
21 Jun 54min
Second Date Update Classics: Failure To Launch + CSI Dinner Investigation
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 da...
20 Jun 37min
Second Date Update Classic: I Dare You To Date Me
One of our listeners got maybe the worst possible response to an unsolicited text message… EVER!See omnystudio.com/listener for privacy information.
19 Jun 18min
Brooke Breaks You Up: Drop the Stanford Dropout
It’s a favorite of the listeners and the bane of Brooke’s existence… We’re doing another edition of “BROOKE BREAKS YOU UP!”See omnystudio.com/listener for privacy information.
18 Jun 19min
Second Date Update: Stroll Club Hero
Josh tried to be funny to impress Lisa on their date and that plan BACKFIRED so badly, he found himself apologizing to a random 9 year old and his family. Hear how his humor got him in trouble in your...
17 Jun 17min
Awkward Tuesday: Paging Dr. Luke
We got BLINDSIDED by one of the BIGGEST LIES in the history of this show. It’s a complicated relationship problem and we’re doing our best to navigate it in your Awkward Tuesday Phone Call!See omnystu...
16 Jun 17min
