Awkward Tuesday: My Ex Can't Let You Go

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 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. 

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 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. 

We were shocked when we heard about our listeners tense situation that went down on a first date with an UNEXPECTED VISITOR… You’ll hear how we help him in a brand new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for priv ... Show More

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

One of our listeners had the SHOCK OF A LIFETIME after being set up on a blind date by her friend. As soon as she showed up she knew something was very wrong… Hear her story in the Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he needs an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went. You’ll hear about the weird message he received coming up in the podcast!See omnystudio.com/listener for privacy information. 

It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it’s even more shocking that he somehow swung that interaction into a date! Hear the where, why and how coming up in an all new Second Date Podcast! See omnystudio.com/listener for privacy i ... Show More

<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