Yesterday

FULL SHOW: 40th Bday Blunder Awkward Call, Secret Addiction Confession + Beat Brooke (7/7/26)

FULL SHOW: Tuesday, July 7th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

51m 32s

Yesterday

Win Brooke's Bucks (7/7/26)

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 27s

Yesterday

Awkward Tuesday: 40th Birthday Blunder

The woman we call in today’s Awkward Tuesday Phone Call might be the most brutal, ruthless, and vile person we’ve ever had on the show. She’s the sister of one of our listeners and we can’t believe what happened when he called to apologize to her!See omnystudio.com/listener for p ... Show More

17m 29s

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

Oct 2025

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

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

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

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

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

Oct 2025

Second Date Update Classics: Mexican Craycation + Boob Tube Experiment

Part 1 Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encountered, and it all started with a harmless trip to Mexico… Part 2 One of our listeners said he opened the trunk of his car and his date wouldn’t stop SCREAMING… was it good scre ... Show More

36m 10s

Oct 2021

Second Date Update: It's a Costume Dummy

One of our listeners met his date at a Halloween party when he over-confidently used a pick-up line... That seriously backfired. He quickly realized his mistake and wants our help redeeming himself!

15m 9s

Aug 2025

Second Date Update Classics: Private Jet Regret + Hair Today Gone Tomorrow

Part 1 This might be one of the first International Second Dates we’ve ever done! So come take a ride with us in an ultra-classy Second Date podcast. Part 2 A fun activity to go along with dinner is normally a great date... NOT TODAY. The guy on the phone botched his night and no ... Show More

36m 35s

May 2025

Second Date Update: The Ride Of Shame

How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners try to do exactly that in a brand new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for ... Show More

18m 27s

Second Date Update Classics: It's A Cost...