Brooke and Jeffrey: Second Date Update

We NEVER thought we’d hear from this couple again after the FIRST time they came on our show. But they’re back today for a Second Date Update UPDATE! Stick around to hear how they've been since the first time we met them!See omnystudio.com/listener for privacy information.

The guy on the phone today didn’t use a pickup line or a smooth move, he did something so simple, even ALEXIS said it would have worked on her! Find out what it was in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!See omnystudio.com/listener for privacy information.

The guy on the phone today ended up SCREAMING on his date, but not for any of the good reasons you’d expect. Find out why 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: Friday, October 17th, 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 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.

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 1One 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 Second Date podcast!See omnystudio.com/listener for privacy information.

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.

Part 1  One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to find out! Part 2 The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she wants our help putting it over the finish line in a Second Date Update!See omnystudio.com/listener for privacy information.

Our listener on the phone today says 5 min into his date he realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground in a new Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners got a JUICY text message from a random number, and he HAS to get to the bottom of who sent it. He’ll get that opportunity in a brand new Textual Healing!See omnystudio.com/listener for privacy information.

For one of our listeners, the hottest thing that happened on her date was a game of CHARADES! Yeah, Charades! We’ll dive into that coming up in a new Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners THOUGHT she was doing the right thing lying to her boss and her company to get her friend hired, and in today’s Awkward Tuesday Phone Call we’ll find out how it turned into the worst decision she ever made!See omnystudio.com/listener for privacy information.

The woman in today’s Second Date Update agreed to meet up with a man before she even knew his name, and it’s all because of one grand romantic gesture!See omnystudio.com/listener for privacy information.

Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. Part 2 We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.

The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast!See omnystudio.com/listener for privacy information.

There’s one particular night that one of our listeners wishes he could DO-OVER… and it ended with his girlfriend running out of the bar and out of his LIFE. He’s on the phone with us now for one more shot in an all new SAY YES TO THE EX!See omnystudio.com/listener for privacy information.

One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he needs an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

One of our listeners came up with one of the CLEANEST & MOST FUN ice breaker questions we’ve ever heard… Hear what it was in a brand new Second Date Update!See omnystudio.com/listener for privacy information.

Part 1 Is it a green flag or a red flag when your date brings BINOCULARS on a first date? Our listener on the phone today said it’s a GREEN FLAG and he’ll tell us more about their magical experience coming up.Part 2 The guy in today’s Second Date knew a WEIRD amount of personal info about his date before they met up. He says it’s not creepy and entirely REASONABLE. Judge for yourself in the podcast! See omnystudio.com/listener for privacy information.

The couple on the phone today had one of the most hilarious miscommunications for a date night EVER! It’s led them here to our show for a Second Date Update!See omnystudio.com/listener for privacy information.

Two of our listeners decided to go on a HIKE for their first meetup and it turned into one of the most memorable Second Date Updates of the year! Now they’re BACK for an UPDATE!See omnystudio.com/listener for privacy information.

One of our listeners had dates with TWO different guys, but could only pick one to pursue. Did she choose correctly? Find out in your brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners is facing a HUGE life moment, and the only person standing in his way is his terrifying FUTURE FATHER IN-LAW. He’ll make a terrifying Awkward Tuesday Phone Call in the podcast!See omnystudio.com/listener for privacy information.

Part 1 One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to get a Second Date Update with us! Part 2 The woman in today’s Second Date Update might have divulged a little TOO MUCH when she was asked about her career… and while her answer was 100% true… he’s 100% not calling her back.See omnystudio.com/listener for privacy information.

After today’s Second Date Update you might agree with us that dating apps can be used for WAY more than just dates! See what we mean in the podcast!See omnystudio.com/listener for privacy information.

Today we’re shaking it up and doing an ALTERNATE version of our Second Date Update… Going to levels we’ve never gone to before!See omnystudio.com/listener for privacy information.