Second Date Update Classic: Age-Ja-Vu

FULL SHOW: Friday, September 4th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

One of our listeners felt INSTANT REGRET during his date and even tried to BAIL as soon as it started… But he stuck it out and now he wants our help with a Second Date Update!See omnystudio.com/listener for privacy information. 

What’s the opposite of a Wingman? Whatever you call it, that type of guy is what ruined our listeners date.  Now he wants our help to try and save it with a Second Date!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! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP, who played a strange role in his date… Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date took one classic date idea and flipped it on its head, making all of us in studio jealous when we heard it. Who is this beloved mystery man?See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!See omnystudio.com/listener for privacy information. 

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

After one of our listeners met a man on a unique dating website she swears she CAN’T let him slip away! We’ll help her with a Second Date podcast!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date had to do something DRASTIC in order to save his date from going off the rails. Find out what it was in the podcast!See omnystudio.com/listener for privacy information. 

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it derailed his chances in your Second Date Update!See omnystudio.com/listener for privac ... Show More

One of our listeners has one of the COOLEST claims to fame ever. But he’s worried its attracting the wrong type of woman… hear what it is in the Second Date Update podcast!See omnystudio.com/listener for privacy information.