Second Date Update Classics: Mexican Craycation + Boob Tube Experiment

Part 1 Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encountered, and it all started with a harmless trip to Mexico… Part 2 One of our listeners said he opened the trunk of his car and his date wouldn’t stop SCREAMING… was it good screaming? Bad screaming? You're about to find out. See omnystudio.com/listener for privacy information.

In today’s Second Date Update we had a listener caught in the most awkward position you could hope to be in on a first date. Find out what it was in the podcast!See omnystudio.com/listener for privacy information.

Our listeners are HOPING their exes have changed into new upstanding people they actually want to date, it’s a DOUBLE LOADED edition of Say Yes To The Ex!See omnystudio.com/listener for privacy information.

One person in today’s Second Date Update stood up in the middle of their dinner, and THREW down their chair in a crowded restaurant. Safe to say you’ll need to hear what happened in the podcast!See omnystudio.com/listener for privacy information.

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.