Second Date Update Classic: Senior Moment Slip Up
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.
25 Touko 18min
FULL SHOW: Mistaken Identity Date, Paid Wedding Crashers + First Bidet Loser Line (5/18/26)
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: ...
24 Touko 1h 5min
Second Date Update Classics: Update My Dino Profile + Doodle Worthy
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 phon...
23 Touko 37min
Second Date Update Classic: Train Game
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...
22 Touko 17min
Awkward Thursday: 30 Day Girlfriend
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 relationshi...
21 Touko 19min
Second Date Update: The Roadside King
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 informati...
20 Touko 17min
Awkward Tuesday: Something Smells In Canada
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 o...
19 Touko 19min
Second Date Update: Mistaken Identity
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 ...
18 Touko 18min
