Second Date Update: Way Too Natural

One of our listeners needs our help desperately before his apartment is completely EMPTY of all his belongings. He thinks his girlfriend has something to do with it, but he won’t know how to talk to her until we do an Awkward Tuesday Phone Call!See omnystudio.com/listener for pri ... Show More

Mike and Chrissy’s first date sounded like the start of a horror movie… Why was a mysterious stranger watching them silently the whole time?? We needed more details in the Second Date Update podcast!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: Thursday, October 1st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeff ... 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. 

One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… You’ll hear what happened in your brand new 2nd date update podcast!See omnystudio.com/listener for privacy information. 

<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 tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information. 

<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

A little drawing on a cocktail napkin didn’t go the way one listener planned, and neither did his date! You’ll understand why in the Second Date Update 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

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. 

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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.