Second Date Update Classic: Small Town S...

In today’s Second Date Update we found ourselves in the middle of a problem that is WAY out of our price range, even Brooke’s! 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: Thursday, October 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeff ... Show More

Part 1 5 minutes into his date with Delilah, Jack realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground! Part 2 The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER ... Show More

One of our listeners took his date to a quaint, little remote town....and they almost didn’t come back! Find out why in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

<p>A listener from one of the most popular Second Date Updates of last year is BACK&hellip; the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We&rsquo;re gonna try to find out why in the podcast!</p><p>See <a href="https://omnystudio.com/listene ... Show More

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

A little drawing on a cocktail napkin didn’t go the way one listener planned, and neither did his date! You’ll understand why in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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. 

One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still has SOME interest. Hear the brand new Second Date Update in the podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule and now it’s no surprise he needs our help in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

<p>Imagine being on a date and the server points out your BIGGEST insecurity&hellip; It happened to one of our listeners and you can hear what it was coming up in your Second Date Update podcast!</p> <p>Get your 2nd Date Update Merch For A Cause&nbsp;<a href="https://www.theshopf ... Show More

The couple in today’s Second Date went on a date to the fair and they left with a big mystery afoot… We’ll help them sort it out and solve their problem in the podcast!See omnystudio.com/listener for privacy information.