Jan 31

Second Date Update Classics: Sweet Sixteen Dates+ Be Excellent & Be Thirsty

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 oppor ... Show More

38m 18s

Jan 31

Today vs Back in the Day (1/31/26)

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See omnystudio.com/listener for privacy information.

13m 47s

Jan 30

FULL SHOW: Friend of a Cheater Date, Jeff’s Seahawks Song + José’s Football Frenemy (1/30/26)

FULL SHOW: Friday, January 30th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

1h 6m

Apr 2025

Second Date Update: That Name Sounds Familiar

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.

17m 40s

Oct 2024

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 an all new Second Date Podcast! See omnystudio.com/listener for privacy i ... Show More

17 m

Oct 2024

Second Date Update: High Value Man

The listener on the phone today says she only dates “HVM’s.” What exactly IS an HVM? Find out in a Second Date podcast!See omnystudio.com/listener for privacy information.

16m 55s

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

18m 27s

Jun 2025

Second Date Update: Lonely Cannoli

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

18 m

Mar 2024

Second Date Update: Hey Pineapple

The guy in today’s Second Date has a strategy for giving a nickname on the FIRST DATE that he swears is undefeated. Hear what it is in the podcast!See omnystudio.com/listener for privacy information.

17m 42s

Sep 2025

Second Date Update: Hotel Bar Rendezvous

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.

18m 23s

Feb 2025

Second Date Update: First Time Tinderer

The woman in today’s Second Date Update is trying online dating for the first time after leaving a long term relationship. Her first try went so well she’s reaching out to us for help!See omnystudio.com/listener for privacy information.

16m 14s

Aug 2025

Second Date Update: Too Handy Not Handsy

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.

18m 38s

Jun 2024

Second Date Update: Soulmate Psychic

One of our listeners had a GREAT first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Hear what he sent coming up in your Second Date podcast!See omnystudio.com/listener for privacy information.

16m 5s

Second Date Update: That Name Sounds Fam...