Brooke and Jeffrey: Second Date Update

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 pr...

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 TikT...

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/list...

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.

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 omnystudio.com/listener for privacy information.

We LOVE bringing people together, even if they’ve never even seen the other in person before! So today, we’re blindly putting two listeners in the mood for love, into the biggest romantic opportunity of their lives! See omnystudio.com/listener for privacy information.

One of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

The guy in today’s Awkward Tuesday Phone Call has had THREE FAILED PROPOSALS. He wants out help finding out what he’s doing wrong… or if there’s another explanation… See omnystudio.com/listener for privacy information.

One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject a kiss in the Second Date Update podcast! See omnystudio.com/listener for privacy information.

Part 1 One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up. Part 2  The peculiar thing one of our listeners saw when he picked up his date at the start of the night RUINED his entire evening and you’ll hear what it was in a Se...

The guy on the phone today says he bonded with his date over their shared HATE for one specific thing… But now she’s not calling back? Maybe we can get her to explain coming up in your Second Date Update! See omnystudio.com/listener for privacy information.

Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special UPDATE from the person who shares her weird passion! See omnystudio.com/listener for privacy information.

We had NO IDEA who we’re dialing in today’s Second Date Update, and of course we walked straight into a trap! See omnystudio.com/listener for privacy information.

One of our listeners needs help asking a VERY LOADED question to his girlfriend… We’ll try to help him out in your Awkward Tuesday Phone Call podcast! See omnystudio.com/listener for privacy information.

The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejected by a woman! The high stakes call is happening in the podcast! See omnystudio.com/listener for privacy information.