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  • Second Date Update: Defensive Driving Drama

    Second Date Update: Defensive Driving Drama
    2026/05/27

    Jay let Allie know IMMEDIATELY what ONE THING has been a deal breaker, about his past… He thought she would appreciate it, but now he’s asking us for a Second Date Update!

    See omnystudio.com/listener for privacy information.
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    18 分
  • Awkward Tuesday: Party Hard Granny

    Awkward Tuesday: Party Hard Granny
    2026/05/26

    One of our listeners told us her grandma is getting KICKED OUT of her senior home. It’s a unique circumstance and now she wants our help with an Awkward Tuesday Phone Call!

    See omnystudio.com/listener for privacy information.
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    18 分
  • Second Date Update Classic: Senior Moment Slip Up

    Second Date Update Classic: Senior Moment Slip Up
    2026/05/25

    One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too!

    See omnystudio.com/listener for privacy information.
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    18 分
  • FULL SHOW: Mistaken Identity Date, Paid Wedding Crashers + First Bidet Loser Line (5/18/26)

    FULL SHOW: Mistaken Identity Date, Paid Wedding Crashers + First Bidet Loser Line (5/18/26)
    2026/05/24

    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: Monday, May 18th, 2026

    Curious if we look as bad as we sound? Follow us @BrookeandJeffrey:

    Youtube

    Instagram

    TikTok

    BrookeandJeffrey.com

    See omnystudio.com/listener for privacy information.
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    1 時間 5 分
  • Second Date Update Classics: Update My Dino Profile + Doodle Worthy

    Second Date Update Classics: Update My Dino Profile + Doodle Worthy
    2026/05/23

    Part 1

    One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learned in your Second Date Update!

    Part 2

    The guy on the phone today tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be…

    See omnystudio.com/listener for privacy information.
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    38 分
  • Second Date Update Classic: Train Game

    Second Date Update Classic: Train Game
    2026/05/22

    There’s no EASY way to approach an attractive person on public transportation, and that was exactly the case for our listener! She’ll tell us her story and how she wants to get in touch with a guy she met on the train coming up in a Second Date Update!

    See omnystudio.com/listener for privacy information.
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    18 分
  • Awkward Thursday: 30 Day Girlfriend

    Awkward Thursday: 30 Day Girlfriend
    2026/05/21

    Normally, we help people get second dates after a first one, but today we’re helping a guy who hasn’t even had ONE date with the woman he’s interested, and he wants to jump straight into a relationship!

    See omnystudio.com/listener for privacy information.
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    19 分
  • Second Date Update: The Roadside King

    Second Date Update: The Roadside King
    2026/05/20

    One of our listeners says he DEFINITELY has someone to thank for his unforgettable date night. But the weird part is… that person isn’t exactly ALIVE…

    See omnystudio.com/listener for privacy information.
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    18 分