Yesterday

Second Date Update Classics: Offer He Can't Refuse + Sea Meat Surprise

Part 1 One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Part 2 The woman on the phone today claims that she discovered a place that is swarming with career driven, high-value m ... Show More

35m 57s

Yesterday

Today vs Back in the Day (7/18/26)

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 21s

Jul 17

FULL SHOW: Jeff’s Cyclospora Parody, Most Desperate Man Date + Viral Toddler Song (7/17/26)

FULL SHOW: Friday, July 17th, 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 4m

Jul 2025

Second Date Update: Randall Is Back For More

After many failed romantic encounters...and a couple of outright scams...one of our most lovable listeners is back! He says this time is different because he finally executed the perfect date night, at least for a few minutes. We'll find out what went wrong this time in your bran ... Show More

18m 34s

Feb 2025

Second Date Update UPDATE: We Built This Thing Together

Get your 2nd Date Update Merch For A Cause HERE! 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 omn ... Show More

17m 13s

Oct 2024

Second Date Update: Recreate The Scene

One of our listeners decided his goal was to bring the magic of RomComs to his dating life. You’ll find out how during an all new Second Date Update!See omnystudio.com/listener for privacy information.

17m 15s

Feb 2025

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

16m 5s

Jun 2025

Second Date Update: 1st Impressions Are Everything

One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to process. Hear what she went through in a new Second Date Update!See omnystudio.com/listener for privacy information.

19m 44s

Mar 2025

Second Date Update: Taco Truckstop Mystery

<p>A listener from one of the most popular Second Date Updates of 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!</p> <p>Get your 2nd Date Update Merch For A Cause ... Show More

18m 9s

Mar 2025

Second Date Update Classic: Hot Date Hijack

What started as a romantic one on one date ended with our listener sandwiched between three gorgeous women all night! He’ll explain how he did it coming up in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy ... Show More

16m 49s

Dec 2023

Second Date Update: The Boy Who Cried Tree

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!See omnystudio.com/listener for privacy information.

17m 19s

Jul 2025

Second Date Update Classics: Recreate the Scene + Lifetimes of Love

Part 1One of our listeners decided his goal was to bring the magic of RomComs to his dating life...Now we need to help him finish his love story!Part 2The guy on the phone says one text before the date started changed their ENTIRE NIGHT—Find out what it was in your Second Date Up ... Show More

36m 24s

May 2025

Second Date Update: Three Wheelin' It

One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still has SOME interest, so it couldn’t be that bad. Hear the brand new Second Date Update in the podcast! Get your 2nd Date Update Merch For A Cause HERE! See omnystudio.com/listener for priva ... Show More

18m 23s

Second Date Update: Randall Is Back For ...