Yesterday

FULL SHOW: 3rd Wheel Steal Date, Be My Fake Girlfriend Loser Line + Missed Connections (9/28/26)

FULL SHOW: Monday, September 28th, 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

Yesterday

Win Brooke's Bucks (9/28/26)

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information.

5m 32s

Yesterday

Missed Connections (9/28/26)

We scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you!See omnystudio.com/listener for privacy information.

7m 24s

Mar 2025

Second Date Update UPDATE: Carjitsu Crazy

Its not easy to date a pro athlete, it’s even harder when it’s an athlete from an obscure sport! One of our listeners is facing that obstacle, but we’re getting answers from her when she returns again in a Second Date Update UPDATE! Get your 2nd Date Update Merch For A Cause HERE ... Show More

17m 28s

Aug 2024

Second Date Update: Carjitsu Crazy

One of our listeners is actually ELITE in a unique sport we had never heard about before today’s Second Date Update!See omnystudio.com/listener for privacy information.

17m 20s

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

Sep 2025

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

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

Mar 2025

Second Date Update Classic: Secret Mission

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

16m 46s

Nov 2024

Second Date Update Classic: Get Silly with Two Milly

One of our listeners has one of the COOLEST claims to fame ever. But he’s worried its attracting the wrong type of woman… hear what it is in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 28s

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

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

Oct 2025

Second Date Update: Numbers Don't Lie But You Should

In today’s Second Date Update we had a listener caught in the most awkward position you could hope to be in on a first date. Find out what it was in the podcast!See omnystudio.com/listener for privacy information.

18m 50s

Second Date Update UPDATE: Carjitsu Craz...