Second Date Update Classics: Italian Surprise + Mid Hookup

Second Date Update Classics: Italian Surprise...

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FULL SHOW: Jeff’s Spider-Man Song, Park Mugging Date + Craziest Pet Owner Demands (7/31/26)

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, July 31st, 2026 Curious if we look as bad as we sound? Follow us @Brooke ...  Show more

Second Date Update Classics: Soulmate Psychic + Can I Cut In Lime

Part 1 One of our listeners had a great first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things…Part 2 A single phone call caused the guy in today’s Second Date Update to RUN OFF on his date with someone he called one of the most beautiful wome ...  Show more

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Second Date Update Classics: Italian Surprise + Mid Hookup
Brooke and Jeffrey

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

Second Date Update: Mid Hookup
Brooke and Jeffrey

The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she wants our help putting it over the finish line in a new Second Date Update!See omnystudio.com/listener for privacy information. 

Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night
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Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ...  Show more

Second Date Update Classics: High Flyer Liar + The Bartender and the Biker
Brooke and Jeffrey

Part 1 The woman in today’s Second Date Update has such a COOL job, it stopped us all in our tracks. We wanted to know every single detail, and you will too coming up in the podcast! Part 2 One of our listeners says he got unsolicited life advice from a bartender and it actually ...  Show more