Yesterday

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

Yesterday

Today vs Back in the Day (8/22/26)

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.

16m 32s

Aug 21

FULL SHOW: Jeff’s Backstreet Boys Parody, Never Talked Date + Ashton’s Family Meeting (8/21/26)

FULL SHOW: Friday, August 21st, 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

Aug 2025

Second Date Update Classics: High Flyer Liar + The Bartender and the Biker

Part 1 The woman in today’s Second Date Update has such a COOL job, it stopped us all in our tracks. We wanted to know every single detail, and you will too coming up in the podcast! Part 2 One of our listeners says he got unsolicited life advice from a bartender and it actually ... Show More

37m 3s

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

Sep 2025

Second Date Update Classics: Fin Dumb + Model Convention

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up.Part 2 The peculiar thing one of our listeners saw when he picked up his ... Show More

36m 5s

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

Aug 2025

Second Date Update Classics: Pretty Fly for a Non- Brazilian Guy + Baddie and the Daddy

Part 1 The woman in today’s Second Date has to defend her one weird habit that she swears is NATURAL, but it left all of us shocked.Part 2 One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in your Second ... Show More

37m 54s

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

Jun 2025

Second Date Update Classics: 2nd Chance Scott + Mysterious Wallet Situation

Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to find out! Part 2 Today’s Second Date Update might involve one of the GREATEST SCAMS we’ve ever heard on a first date… Hear for yourself in the p ... Show More

37m 46s

Jan 2025

Second Date Update: Fetching Feelings

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 5s

Aug 2025

Second Date Update Classics: Locked Up In Love + Rent a Car Romance

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part 2The guy in today’s Second Date Update was brave enough to ask out a CUSTOMER from his JOB! It ended up being a great time, but w ... Show More

37m 41s

Nov 2025

Second Date Update Classics: It's A Costume Dummy + Blackout Drunk Shuttlecock

Part 1 The guy in today’s Second Date Update tried a pickup line that was cringey, not just on one level… but on MULTIPLE LEVELS and he quickly realized he needed our help. Part 2 One of our listeners found themselves in the middle of an epic house party and he thinks he found a ... Show More

36m 52s

Second Date Update Classics: High Flyer ...