Nov 22

Today vs Back in the Day (11/22/25)

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.

13m 14s

Nov 22

Second Date Update Classics: Date Night Detour + Barista Foam Job

Part 1  If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say “YES!” Part 2 One of our listeners is a barista and says she did something she would ... Show More

37 m

Nov 21

FULL SHOW: Jeff’s Iconic Thanksgiving Song, Turkey Day Mishaps + Late & Petty Date (11/21/25)

FULL SHOW: Friday, November 21st, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: <a href="https://www.youtube.com/c/BrookeandJeffrey">Youtube</a> <a href="https://www.instagram.com/brookeandjeffrey/?hl=en">Instagram</a> <a ... Show More

1h 5m

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

Dec 2024

Second Date Update: Happy Shamaversary (#7)

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information.

18m 34s

Sep 5

Second Date Update: Euro Date

The couple on the phone today had one of the most hilarious miscommunications for a date night EVER! It’s led them here to our show for a Second Date Update!See omnystudio.com/listener for privacy information.

18m 37s

Aug 25

Second Date Update: Marathon Date

One of our listeners said his date was a 10/10 and going flawlessly, that's why he couldn't believe what happened when he went in for the first kiss...We're gonna hear it in a brand new Second Date Update.See omnystudio.com/listener for privacy information.

18m 21s

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

Apr 2025

Second Date Update: Appetizer Energy, Entrée Problems

One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down. Hear what it was coming up in a new Second Date Update!See omnystudio.com/listener for privacy information.

17m 22s

Aug 15

Second Date Update: Only Tears

One of our listeners isn’t sure if his date MEANT to VANISH or if there was just miscommunication but you can tell us what you think after a new Second Date Update podcast!See omnystudio.com/listener for privacy information.

18m 40s

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

Sep 30

Second Date Update: Way Too Natural

One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject a kiss in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

18m 37s

Oct 4

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

Second Date Update: Randall Is Back For ...