Second Date Update Classic: Uber Meets

Two weeks after tying the knot, Katherine wants an apology from one of her unruly family members for the way he acted at her wedding. Its your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Susan said her date asked her a STRANGE question at the end of the night and was VERY disappointed by her response… You’ll hear the question and her answer in your Second Date Update!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: Friday, October 16th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffr ... Show More

<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 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. 

There’s a thin line between sharing and OVER-sharing. One of our listeners wished she had learned that lesson BEFORE texting her guy after their date then we wouldn’t be in the position to help her with a Second Date Update!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. 

One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Part 1 One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to find out! Part 2 The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but ... 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

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. 

Part 1 The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked! Part 2 There’s a thin line between sharing and OVER-sharing. One of our listeners wishes she had learned that lesson BEFORE texting her guy after their date... the ... 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