Today

Awkward Tuesday: Haunting of Boyfriends Past

Today’s Halloween Edition of the Awkward Tuesday Phone Call is a mortifying conversation between two people who REALLY don’t like each other anymore!See omnystudio.com/listener for privacy information.

19m 7s

Yesterday

Second Date Update: Haunted House Hero

One of our listeners said he met a woman during the spookiest time of the year but he never expected to be GHOSTED! We’re investigating and digging in for him in your Halloween Second Date Update!See omnystudio.com/listener for privacy information.

17m 53s

Oct 25

FULL SHOW: Break Room Romeo Date, Jeff’s Busted Birthday + Brooke Goes to the Club (10/21/26)

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, October 21st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJe ... Show More

1h 9m

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

Nov 2024

Second Date Update Classic: Mistah Secure

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information.

15m 33s

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 1s

Apr 2023

Second Date Update: Mistah Secure

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information.

15m 33s

Oct 2025

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More

36m 4s

Nov 2024

Second Date Update Classic: Halloween Role Reversal

The guy on the phone today wants to try and recreate his perfect first date all over again… exactly one year to the day. It involves wearing children’s costumes and it’s happening in a Second Date Update!See omnystudio.com/listener for privacy information.

15m 12s

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

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

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

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

Second Date Update Classics: Recreate th...