Awkward Tuesday: Nanny Zoned
The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re not exactly friends… but they've been close for years...See omnystudio.com/listener for privacy information.
11 Nov 19min
Second Date Update: Ditch Me No Ditch You
We have a CONTROVERSIAL Second Date Update today where at some point during the date, somebody DEMANDED to speak to the restaurant manager. We’re in crisis mode in the podcast!See omnystudio.com/listener for privacy information.
10 Nov 18min
FULL SHOW: 30 for 30 Challenge Date, Jeff Trapped at Work + Brooke’s Turkey Trouble (11/5/25)
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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, November 5th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.
9 Nov 1h 8min
Second Date Update Classics: Seafood Surprise + Philippines or Bust
Part 1 The guy on the phone today says his date night included a blindfold and a bit of deception, but it turned out even better than he ever planned. Hear what happened in your Second Date podcast. Part 2 The guy in today’s Second Date Update flew across the ocean just to meet someone he thinks MIGHT be the ONE!See omnystudio.com/listener for privacy information.
8 Nov 36min
Second Date Update: Karaoke Cryer
Something was EXPELLED from the body of one of our listeners while on a date, and while it wasn’t gross, it did happen for over an hour....But it’s not dissuading our listener from trying to get a Second Date!See omnystudio.com/listener for privacy information.
7 Nov 17min
Awkward Thursday UPDATE: He Saw What He Saw
The couple on the phone today came on our show just a few short months ago, and their story was so captivating, we brought them back today for the first ever Awkward THURSDAY (UPDATE)!See omnystudio.com/listener for privacy information.
6 Nov 18min
Second Date Update: 30 for 30
One of our listeners is experimenting in a new dating strategy, all about the YEAR she was born. Find out what she’s doing in your Second Date Update podcast!See omnystudio.com/listener for privacy information.
5 Nov 18min
Awkward Tuesday: Girls Trip Mystery
One of our listeners wants to find out the TRUTH of what happened when his girlfriend went on a GIRLS TRIP out of town… We’ll do our best to help in a new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.
4 Nov 18min
