Second Date Update Classic: Uber Meets

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: Friday, May 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Y ... Show More

Part 1 Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date! Part 2 We promise you that you’ve never heard of anything like the move a ... Show More

Dennis wrote a SONG for Taylor after their night out and he’s not getting a call back. In exchange for our help with a Second Date Update he’s gonna let us PLAY IT on air too!See omnystudio.com/listener for privacy information. 

One of our listeners had her daughter come home in tears and she says the only way to fix it is if we helped her a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

<p>One of our listeners secretly contacted her date’s MOM before even meeting up with a guy. You’ll hear her devious plan in a Second Date Update podcast!</p><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.</p> 

One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not calling back!See omnystudio.com/listener for privacy information. 

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! Hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information. 

If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say “YES!”See omnystudio.com/listener for privacy information. 

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!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. 

Mom Blocked – One of our listeners emailed us for help getting a Second Date… not for themselves… but for a relative. It’s one of the most embarrassing things that could happen to a grown man. 

Mom Blocked – One of our listeners emailed us for help getting a Second Date… not for themselves… but for a relative. It’s one of the most embarrassing things that could happen to a grown man.