Second Date Update: Vacation On Me
Kyle 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 o...
16 Okt 18min
Second Date Update UPDATE: A Whole New Girlfriend
You 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 ap...
15 Okt 18min
Second Date Update: The Sobfather
What’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 recov...
14 Okt 18min
Awkward Tuesday: A Rabbi Walks Into A Bar
Meeting 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 Ca...
13 Okt 18min
Second Date Update: McLaren Missus Mishap
In 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.
12 Okt 19min
FULL SHOW: Bridezilla Closure Call, Thanksgiving Sabotage Secret + Hot Pocket Lie (10/8/26)
Every Sunday, we host 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: Thursday, O...
11 Okt 53min
Second Date Update Classics: Hotel Bar Rendezvous + Facebook KO
Part 1 5 minutes into his date with Delilah, Jack realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground! Part 2 The listener in today’s ...
10 Okt 36min
Second Date Update Classic: Burned By Beauties
When we offered to send this couple on another date that WE PAY for, we never expected to get the answer back that we received. Hear one of the most bizarre endings to a Second Date Update ever!See om...
9 Okt 18min
