Yesterday

Second Date Update: Sunset Scribbles

The woman on the phone today says not only was her date a “solid 9” but the date he planned for them put him head and shoulders above the rest! So why isn’t he calling her back? Find out in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

19m 11s

Mar 22

FULL SHOW: Disney Adult Date, José’s Meet n Greet Fail + Brooke’s Snack Wars (3/18/26)

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, Marc ... Show More

1h 5m

Mar 21

Second Date Update Classics: Ride of Shame + Incriminating News at 11

Part 1 How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners try to do exactly that. Part 2 One of our listeners got their 15 seconds of fame DURING A DATE and it included tv cameras recordin ... Show More

36m 40s

Jan 2025

Second Date Update: Mid Hookup

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 new Second Date Update!See omnystudio.com/listener for privacy information.

17m 30s

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

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 2025

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

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

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

Sep 2025

Second Date Update Classics: Fin Dumb + Model Convention

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 ... Show More

36m 5s

Oct 2025

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

Jan 2025

Second Date Update: Senior Moment Slip Up

One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! Hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information.

17m 48s

Oct 2025

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More

36m 4s

Second Date Update Classics: Italian Sur...