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Second Date Update: Vacation On Me
16/10/2026 | 18minKyle made ONE SLIGHT adjustment to his dating profile and he ended up matching with a woman he calls “The real deal.” So why does he need our help? We’ll figure it out in your Second Date Update!
See omnystudio.com/listener for privacy information.Second Date Update UPDATE: A Whole New Girlfriend
15/10/2026 | 18minYou may remember Brian and Olivia as a “Disney DO & Disney DON’T” couple where he was super into all things Disney and she was open to learning more…. But where are they now MONTHS after they first appeared on the show? Find out in your Second Date Update UPDATE!
See omnystudio.com/listener for privacy information.Second Date Update: The Sobfather
14/10/2026 | 18minWhat’s the most embarrassing thing your date could catch you doing? David got caught at a bad time RIGHT as his date was meeting up with him and it happened AGAIN later on. We’ll help him try to recover in your Second Date Update podcast!
See omnystudio.com/listener for privacy information.Awkward Tuesday: A Rabbi Walks Into A Bar
13/10/2026 | 18minMeeting your girlfriend’s parents can be stressful! It happened to Simon over a month ago, so why NOW does he need our help “fixing” what he says went wrong? Find out in a new Awkward Tuesday Phone Call!
See omnystudio.com/listener for privacy information.Second Date Update: McLaren Missus Mishap
12/10/2026 | 19minIn today’s Second Date Update we found ourselves in the middle of a problem that is WAY out of our price range, even Brooke’s!
See omnystudio.com/listener for privacy information.
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Sobre Brooke and Jeffrey: Second Date Update
Ghosted after a first date? We call the person who isn't calling you back to find out the real reason why and get you a Second Date. Low success rate...high entertainment for the rest of us.
Want more? Catch the FULL hour long show over at Brooke and Jeffrey:
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Spotify: https://open.spotify.com/show/6wmqpNulHEqJNeR2iqmgyj?si=6cdcc5432d75423f
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Brooke and Jeffrey: Second Date Update
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