Second Date Update: Hotel Bar Rendezvous

One of our listeners found out what his girlfriend has been SECRETLY planning to give him for his birthday and he says he needs to STOP her IMMEDIATELY. Hear why in your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Our listener on the phone thinks that the reason he's not getting a call back is because of an argument he got into with a cashier during their date. He says it’s totally justified but he wants our assistance explaining! We'll do just that in the Second Date Update Podcast!See om ... Show More

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

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. 

A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a brand new Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listeners warned her date that there’s ONE THING he HAD to do before she would see him… and he was shocked to find out she was SERIOUS. Hear what it was in a new Second Date Update podcast!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. 

Part 1 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. Part 2 An interaction on the dance floor led to one of the most embarrassing situati ... 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 listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejected by a woman! The high stakes call is happening in the 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 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. 

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.