Brooke and Jeffrey: Second Date Update

Part 1 There’s a brand new food item that you should definitely AVOID ordering on a first date unless you want to end up like one of our listeners. We’ll hear what it was and try to help him recover in your Second Date Update. Part 2 One of our listeners had not one but TWO opportunities to be a “Knight In Shining Armor” for his date… so why is she ignoring him after his heroism? Time to find out!See omnystudio.com/listener for privacy information.

The guy on the phone today put on a special THEMED DATE for his online match, and it lasted a whole fifteen minutes… Hear what sent her running in your Second Date Update!See omnystudio.com/listener for privacy information.

The woman on the phone today is being dumped by someone WAY more important than a boyfriend, she got a weird text from someone she THOUGHT was a close friend. It’s a mess and she wants our help with some Textual Healing!See omnystudio.com/listener for privacy information.

The guy on the phone today asked out someone that he works with and we DID NOT expect to hear what happened after that! Find out what it is in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

You never know what someone is gonna say when they think no one is listening. One of our listeners overheard their employee say something, and now we have an Awkward Tuesday Phone Call on our hands!See omnystudio.com/listener for privacy information.

This may be the BIGGEST RED FLAG we’ve ever heard on a first date… yet somehow, they still hooked up afterwords?? 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, January 23rd, 2026 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 guy on the phone today says he managed to pull a woman WAY out of his league, and it's all thanks to ONE move he pulled at the very end of the date!  Part 2 One of our listeners says he doesn’t need help getting a hold of the woman he dated… he needs our help to avoid criminal prosecution instead! See omnystudio.com/listener for privacy information.

One of our listeners unintentionally did something at the EXACT SAME TIME as his date, and he says it’s a sign of something HUGE! Hear what it is coming up in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

It’s back by popular demand and against Brooke’s better judgment: We’re doing an all new edition of Brooke Breaks You Up!See omnystudio.com/listener for privacy information.

The guy on the phone today is a member of the “first timers club.” What’s the first timers club, exactly? Find out for yourself when we do a Second Date Update!See omnystudio.com/listener for privacy information.

One of our listeners says the family she babysits for owes her a lot of money... And because they won't pay up, she's ready to confront them in an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

One of our listeners has a unique technique in order to give herself a pick-me-up on a date. And not only did it work for her, it led her to a guy she really likes too! Hear her strategy in your Second Date Update!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, January 14th, 2026 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 A little drawing on a cocktail napkin didn’t go the way our listener planned, and neither did his date night! You’ll understand why in the Second Date Update. Part 2 Just when you thought nothing good happens on airplanes anymore, one of our listeners met a woman on a flight and his story might inspire everyone listening!See omnystudio.com/listener for privacy information.

The guy on the phone today got caught showing up to his date after getting dropped off by ANOTHER WOMAN! We’re readying our battle stations for a contentious Second Date Update!See omnystudio.com/listener for privacy information.

One of our listeners asked his date a question that was RUDE, INSENSITIVE, and INAPPROPRIATE… at least we thought at first… Now he’s back for a special Second Date Update UPDATE!See omnystudio.com/listener for privacy information.

Ethan started his night meeting one woman, and ended up with a completely different one at his table by the end of the night! He’s desperate for a Second Date Update and we’re gonna give him one!See omnystudio.com/listener for privacy information.

99.9% of boyfriends would NEVER ask their girlfriends what the guy on the phone today asked his. Now he wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

All the guy on the phone today had to do to make himself PERFECT for his date is change TWO PHYSICAL things about himself… It backfired and now he wants a Second Date Update! 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, January 9th, 2026 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 One of our listeners didn’t admit her guilty pleasure to her date, she THEMED their entire evening around it. Now she’s not getting a call back?  Part 2 One of the most popular Second Date Updates from last year is BACK… the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We’re gonna try to find out why in the podcast!See omnystudio.com/listener for privacy information.

The guy on the phone today is willing to tell us the MOST EMBARRASSING date night of his life… in hopes it will get him another shot with the woman he loves. Will it be worth the humiliation? Find out in the Second Date Update!See omnystudio.com/listener for privacy information.

One of our listeners hopes things aren’t falling apart with his long-distance girlfriend. And with our help he wants to make an Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy information.

There’s one moment in every date where you can end on a high note, or push your luck and risk it all. One of our listeners says he definitely made the WRONG choice on his date and now he’s on the line looking for help with a Second Date Update.See omnystudio.com/listener for privacy information.

One of our listeners just moved in with her fiancé and what she found buried in his attic was incredible! She needs our advice on how to talk to him about it so we’re doing an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

There’s one thing a guy can put on his dating profile that will instantly up his chances of matching by 90%... The woman on the phone today saw it on her date's profile and now she wants our help locking him down in a Second Date Update!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, January 2nd, 2026 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 One of our listeners said she added 3 little numbers to her dating profile and it made her matches go through the roof! Find out what it was in the podcast! Part 2 The guy in today’s Second Date Update DID NOT google his date before meeting up with her and sure wishes he did now! Good thing she'll reveal her juicy secret to us. See omnystudio.com/listener for privacy information.

The guy in today’s Second Date Update made a BOLD REQUEST before we even called his date. Was it fair? Sure! Was Brooke offended by it? Yep!See omnystudio.com/listener for privacy information.

Two of our listeners are taking a big risk by being on our show today... in hopes of reaping the BEST REWARD of all... and they're about to meet for the first time over the phone...See omnystudio.com/listener for privacy information.

One of our listeners says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same time…and it was definitely more than just flirty eye contact. We're going to hear how that transpired into a whole afternoon together in your Second Date Update!See omnystudio.com/listener for privacy information.

The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast!See omnystudio.com/listener for privacy information.

Our listener met a good-looking lady at a FURNITURE store of all places. You don’t hear that one too often! We’ll share his story in your Second Date Update.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, December 24th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners thought inviting a guy over might save her from spending time with her parents while home for the holidays… but we're going to hear how badly it backfired.  Part 2 The guy in today’s Second Date has been off the market for a decade and after his first date back in the game he’s getting left on read!See omnystudio.com/listener for privacy information.

One person almost ended up in tears just 9 holes into a mini-golf date..and our listener says it’s all his fault! We’ll have him explain coming in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners had a drunken night at the bar and it led to an entire year of silence between her and her sister. Now she wants our help reuniting the family with a Closure Call!See omnystudio.com/listener for privacy information.

One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

In your Awkward Tuesday Phone Call, one of our listeners is convinced her brother is hiding a big secret from the family, and she wants to reveal it with our help!See omnystudio.com/listener for privacy information.

A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a Second Date Update!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, December 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 After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trolling us or just likes the punishment. We can't let him down this time! Part 2 Imagine if you went on a date with a coworker and after the hang out, MULTIPLE PEOPLE are now avoiding you. It happened to one of our listeners and you can hear why in a Second Date!See omnystudio.com/listener for privacy information.

One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

It’s one of the most controversial segments in the history of our show, but today it comes with a twist. It's the Holiday Edition of Brooke Breaks You Up!See omnystudio.com/listener for privacy information.

The most annoying part of dating apps is all the wasted energy you put in, only to never actually meet up in person… But our listener on the phone says he has a method to eliminate that headache!See omnystudio.com/listener for privacy information.

What if a family member overhears something they weren't supposed to, and now the holidays are going to be EXTRA WEIRD unless you make a phone call with our help? It's happening right here in your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not calling back!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, December 10th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 The guy on the phone today told us he’s fed up with being friend-zoned, and he wants to get ahead of things with a bizarre new plan we’ve never tried before!  Part 2 The guy on the phone says a random child walked up to their table during a romantic dinner and said something that threw off their ENTIRE EVENING. Is a kid really to blame for him not getting a Second Date?See omnystudio.com/listener for privacy information.