Second Date Update Classic: Love Me A Le...

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

When we offered to send this couple on another date that WE PAY for, we never expected to get the answer back that we received. Hear one of the most bizarre endings to a Second Date Update ever!See omnystudio.com/listener for privacy information. 

The guy on the phone today was asked an important question during his date, and in a moment of panic he thinks he may have given the most awkward response possible! Hear the Second Date podcast right here!See omnystudio.com/listener for privacy information. 

When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Find out in a new Second Date podcast!See omnystudio.com/listener for privacy information. 

The listener on the phone today wasn’t afraid to show off his sensitive side on his date, but the way he did it sent up some red flags in studio! Hear what happened in your Second Date podcast!See omnystudio.com/listener for privacy information. 

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!See omnystudio.com/listener for privacy information. 

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More

<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

<p>One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You&rsquo;ll hear it in a brand new Second Date Update podcast!</p> <p>Get your 2nd Date Update Merch For A Cause&nbsp;<a href="https://www.theshopforward.com/collection ... 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. 

The guy on the phone today says he had the best date of his ENTIRE life… Until one comment she made at the end of the night that made him wonder… “Is she gonna be trouble?”See omnystudio.com/listener for privacy information. 

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.