Second Date Update: 15 Minutes Of Lame
Our listener, Jason, has NO IDEA what went wrong on his date with Riley, but SOMETHING must have happened based on how things ended. He asked for our help and we’re ready to dive in, in your Second Da...
3 Apr 17min
Awkward Thursday: Hello Universe, Are You There?
Humiliation happened not once but THREE SEPARATE TIMES to one of our listeners, but he’s not ready to give up. In fact, he wants our help with an Awkward Thursday Phone Call and we’re gonna give it to...
2 Apr 19min
Second Date Update: Farmers Market Only
One of our listeners purposely arrived OVER AND HOUR AHEAD of their date, and you’ll never believe what they used that time to prepare for. Find out if it backfired or helped in your Second Date Updat...
1 Apr 18min
Awkward Tuesday: Ferrari To Friendzone
The woman on the phone today DEEPLY regrets the compliment she paid to a guy, he took it the WRONG WAY and now Jose and Brooke are gonna have to dig deep for some advice in your Awkward Tuesday Phone ...
31 Mars 19min
Second Date Update: Dirty Danny the Sexy Shoe Salesman
What’s the boldest move a woman can make on the first date? Our listener on the phone today fears she might have pushed it in her interaction but we’re ready to help her get a Second Date Update!See o...
30 Mars 18min
FULL SHOW: Jeff’s Spring Cleaning Song, Brooke’s Radio Wisdom + In Walks the Ex Date (3/27/26)
We're trying out a new idea for our fans of the 2nd Date Update! 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 feedba...
29 Mars 1h 4min
Second Date Update Classics: Pink Doesn't Stink + Unconventional Beauty and the Feast
Part 1 One of our listeners had women FLOCKING to him thanks to one subtle change to his wardrobe. Hear what it was in your Second Date Update. Part 2 When a listener describes his date as an "unconve...
28 Mars 36min
Second Date Update: An Ex Walks Into A Bar
You’re gonna be shocked when you hear how BRIEF the conversation was that brought our listeners date to a COMPLETE and INSTANT STOP. Avoid this sentence if you can, once you hear it, in your Second Da...
27 Mars 18min
