Yesterday

Second Date Update Classic: How Dare You Heart Me

One of our listeners says he got a singular one-word text that let him know he BADLY screwed up his first date. See omnystudio.com/listener for privacy information.

16m 37s

Aug 23

FULL SHOW: Monster-In-Law Awkward Call, Get Away Car Confession + Beat Brooke Trivia (8/18/26)

Every Sunday, we host 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: Tuesday, August 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffr ... Show More

53m 26s

Aug 22

Second Date Update Classics: I Got Cheesecaked + Locked Out Of Love

Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later t ... Show More

36m 10s

Oct 2025

Second Date Update UPDATE: Fruit Loop Folly

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.

16m 52s

Aug 2024

Second Date Update Classic: Tinder Date Swipe Night

The spot where the couple on the phone today decided to take their date night SHOCKED us initially but it might actually be one the best hangouts we’ve heard all year!See omnystudio.com/listener for privacy information.

15m 57s

Nov 2024

Second Date Update UPDATE: Cabo Single

We reunited the couple on the phone today after years apart and now they’re BACK on our show for a Second Date Update UPDATE to tell us all about their happily ever after! Hear the call in the podcast!See omnystudio.com/listener for privacy information.

16m 56s

Dec 2024

Second Date Update UPDATE: Hot Girl Jumper

After one of our most-listened to Second Dates, we were flooded with texts demanding an update after it aired...And now months later the couple is back on the phone with us!See omnystudio.com/listener for privacy information.

17m 34s

Jul 2025

Second Date Update: Down In The Dumps

It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it’s even more shocking that he somehow swung that interaction into a date! Hear the where, why and how coming up in your Second Date Update!See omnystudio.com/listener for privacy informati ... Show More

17 m

Sep 2024

Second Date Update: Trust Fall TikTok

The listener who needed our help with a Second Date shared a juicy detail from their first meetup that had us all floored, but made us promise to not bring it up when we called his date. We’re always up for a challenge though!See omnystudio.com/listener for privacy information.

15m 40s

Sep 2025

Second Date Update Classics: Italian Surprise + Mid Hookup

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 ... Show More

36m 38s

Feb 2025

Second Date Update UPDATE: We Built This Thing Together

Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners months ago when they were on our show. Today he’s back and we’ll see if anything has changed since then in a Second Date Update UPDATE!See omnystudio.com/listener for privacy information.

16m 23s

Feb 2025

Second Date Update Classic: I Brought My Mom

What the couple on the phone today went through on their date was JUST SHORT of the plot of a James Bond movie. Were they shaken or stirred? We’ll find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 4s

Dec 2024

Second Date Update: Trust Fails

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either expected.See omnystudio.com/listener for privacy information.

18m 4s

Second Date Update UPDATE: 5 Second Holi...