One of our listeners botched her date after trying to give him an honest compliment…. Hear how we tried to help her out her problem in a Second Date Update! See omnystudio.com/listener for privacy information.
Am I The Jerk? Save The Announcement
2026/06/25 | 17 mins.
One of our listeners is soon to be married and she’s already made half her friends and family angry. Is she at fault or are they overreacting? See omnystudio.com/listener for privacy information.
Second Date Update: Pursue Me Please
2026/06/24 | 17 mins.
Sometimes in the dating world, you have to decide if the pursuit is WORTH the prize at the end of the journey. In today’s Second Date Update we’re figuring out just HOW FAR one man will go for just one, single date. See omnystudio.com/listener for privacy information.
Awkward Tuesday: AI Messed Up
2026/06/23 | 18 mins.
One of our listeners trusted his “idiot” friend to help cover for him, and now he could be out of an apartment AND a girlfriend. We’ll try to save him in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.
Second Date Update: Tamogatchi Tea
2026/06/22 | 17 mins.
One of our listeners told us he was STRUGGLING to get his date back on track after a few early fumbles, until a COMPLETE STRANGER swooped in and changed everything with one simple sentence! See omnystudio.com/listener for privacy information.
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:
iHeartRadio: https://www.iheart.com/podcast/1119-brooke-and-jeffrey-110194157/
Apple: https://podcasts.apple.com/us/podcast/brooke-and-jeffrey/id1252608081
Spotify: https://open.spotify.com/show/6wmqpNulHEqJNeR2iqmgyj?si=6cdcc5432d75423f
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