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.
Awkward Thursday: 30 Day Girlfriend
21.05.2026 | 19 Min.
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.
Second Date Update: The Roadside King
20.05.2026 | 17 Min.
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.
Awkward Tuesday: Something Smells In Canada
19.05.2026 | 19 Min.
We’re dealing with an INTERNATIONAL ROMANCE EMERGENCY in today’s Awkward Tuesday Phone Call! We’re putting all our efforts behind getting one woman to FINALLY pick up the phone for her boyfriend… See omnystudio.com/listener for privacy information.
Second Date Update: Mistaken Identity
18.05.2026 | 18 Min.
Our listener on the phone today went out of his way to do the KIND, HONEST, and RESPECTFUL thing for his date… but it ended him up here with us and out of luck and love! Luckily, we can help him with a Second Date Update! 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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