Second Date Update Classics: Ex-Aversary + Lady In Red

Second Date Update Classics: Ex-Aversary + La...

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Second Date Update: Bachelor Party of One

This may be the BIGGEST RED FLAG we’ve ever heard on a first date… yet somehow, they still hooked up afterwords?? See omnystudio.com/listener for privacy information. 

FULL SHOW: Jeff’s Plant Daddy Song, Bridal Bounty Date + Most Insane Reality Shows (1/23/26)

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting 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, January ...  Show more

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Second Date Update Classics: Ex-Aversary + Lady In Red
Brooke and Jeffrey

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

Second Date Update: Ex-Aversary
Brooke and Jeffrey

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. 

Second Date Update: Barwreck
Brooke and Jeffrey

Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve ever had on this show. And it’s all because of an embarrassing run-in that happened at a bar!See omnystudio.com/listener for privacy information. 

Second Date Update Classics: 2nd Chance Scott + Mysterious Wallet Situation
Brooke and Jeffrey

Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to find out! Part 2 Today’s Second Date Update might involve one of the GREATEST SCAMS we’ve ever heard on a first date… Hear for yourself in the p ...  Show more