Second Date Update: All In The Family

Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later t ... Show More

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See omnystudio.com/listener for privacy information. 

FULL SHOW: Friday, August 21st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

One of our listeners says he got an UNSOLICITED photo from a woman that left him speechless… in a bad way. See omnystudio.com/listener for privacy information. 

One of our listeners got maybe the worst possible response to an unsolicited text message… EVER!See omnystudio.com/listener for privacy information. 

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. 

One of our listeners admits he struggled to keep his cool on his date once he saw something on her Instagram. We couldn't believe it when we heard it either!See omnystudio.com/listener for privacy information. 

One of our listeners hadn’t thought about her ex-boyfriend in years until she got a random DM from a complete stranger… and what it said left us all shocked!See omnystudio.com/listener for privacy information. 

<p>One of our listeners made her date laugh so hard that something embarrassing slipped out and she&rsquo;s worried it&rsquo;s the reason he&rsquo;s not calling back!</p> <p>Get your 2nd Date Update Merch For A Cause&nbsp;<a href="https://www.theshopforward.com/collections/brooke ... Show More

One of our listener's romantic gesture was NOT as well-received as he thought it would be. Was it too much? Let us know after you hear the Second Date podcast!See omnystudio.com/listener for privacy information. 

A family member showed up out of NOWHERE on our listener's date, and what happened next made everyone’s skin crawl. Catch it all in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Our listener on the phone today says his entire night was ruined when his date reached down and pulled something out from between the seats of his car... It was definitely incriminating and even left all of us in shock! Hear for yourself in a brand new Second Date Update.See omny ... Show More

One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Second Date Update podcast is right here for ya!See omnystudio.com/listener for privacy information.