Yesterday

Today vs Back in the Day (11/22/25)

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.

13m 14s

Yesterday

Second Date Update Classics: Date Night Detour + Barista Foam Job

Part 1  If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say “YES!” Part 2 One of our listeners is a barista and says she did something she would ... Show More

37 m

Nov 21

FULL SHOW: Jeff’s Iconic Thanksgiving Song, Turkey Day Mishaps + Late & Petty Date (11/21/25)

FULL SHOW: Friday, November 21st, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: <a href="https://www.youtube.com/c/BrookeandJeffrey">Youtube</a> <a href="https://www.instagram.com/brookeandjeffrey/?hl=en">Instagram</a> <a ... Show More

1h 5m

Jun 2025

Second Date Update Classics: 2nd Chance Scott + Mysterious Wallet Situation

Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to find out! Part 2 Today’s Second Date Update might involve one of the GREATEST SCAMS we’ve ever heard on a first date… Hear for yourself in the p ... Show More

37m 46s

Jul 2025

Second Date Update Classics: Secret Selfie + Day Date Surprise

Part 1 You won’t believe what one listener pulled off while on her date. Jose was FREAKING OUT that it was even possible! Hear for yourself in the Second Date Podcast! Part 2 The guy in today’s Second Date keeps ONE THING in his pocket to guarantee things go JUST RIGHT on every d ... Show More

37m 10s

Aug 30

Second Date Update Classics: I Hope It's You + Fran-Fiction

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 ... Show More

37m 10s

May 2025

Second Date Update Classics: Picture Says It All + Promotion Commotion

Part 1: One of our listeners figured out a way to get his entire evening PAID FOR, and it involved no lying, not scheming and not cheating. How did it work? We're going to find out! Part 2: One of our listeners says it was a HUGE PLUS that his date listened to our show! That shou ... Show More

34m 8s

Jul 2025

Second Date Update: Vacation No No

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.

17m 4s

Oct 4

Second Date Update Classics: Ex-Aversary + Lady In Red

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 situati ... Show More

34m 34s

Sep 6

Second Date Update Classics: Twitchers Not Tweakers + Lobster Lunges

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 i ... Show More

37m 4s

Jun 2025

Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night

Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ... Show More

36m 27s

Sep 13

Second Date Update Classics: Rome-ANTS Isn't Dead + Standup Standoff

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 lis ... Show More

37m 55s

Oct 1

Second Date Update: There's A Chili In The Air

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.

18m 21s

Second Date Update Classics: 2nd Chance ...