Awkward Thursday: Perfect Place For A Proposal

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information.

Our listener admits her request during dinner was a little OUT OF BOUNDS. She’s worried it was TOO MUCH for her date to handle, and you can decide for yourself in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

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, October 8th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

Part 1 The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked!  Part 2 There’s a thin line between sharing and OVER-sharing. One of our listeners wishes she had learned that lesson BEFORE texting her guy after their date... then we wouldn’t be in the position to help her with a Second Date Update!See omnystudio.com/listener for privacy information.

In today’s Second Date Update we learned about a CRAZY technique, that involved one man, 200 DMs and a surprisingly high rate of success!See omnystudio.com/listener for privacy information.

We’re doing a little something different today, it’s our first ever Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy information.

One of our listeners says he DOUBLED his response rate from women by making ONE LITTLE CHANGE to his profile pic. Hear how and why in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners needs our help with an IN-LAW INFESTATION. We’re gonna try to assist and get her mother in law out of her home in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

One of our listeners completely FROZE while on his date and it all happened because of one ominous question she asked… Hear what it was in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

Part 1  The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went...You’ll hear about the weird message he received coming up. Part 2 An interaction on the dance floor led to one of the most embarrassing situations we’ve heard in a Second Date Update!See omnystudio.com/listener for privacy information.