Second Date Update: Float & Boat
One of our listeners was SO RELAXED on her night out with Vince, that she did something unintentional and kind of embarrassing. She thinks it’s probably why she needs our help with a Second Date Updat...
28 Okt 19min
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...
27 Okt 19min
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 ...
26 Okt 17min
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, ...
25 Okt 1h 9min
Second Date Update Classics: Dutch Isn't Just A Language + Dry Lips & Hands On Hips
Part 1 Jake and Kim bonded on their date over their shared HATE for one specific thing… But now she’s not calling back? Maybe we can get her to explain coming up in your Second Date Update! Part 2 All...
24 Okt 36min
Second Date Update: Apple Picking For The 1 Percent
Daniel was DESPERATELY trying to avoid answering one specific question on his date with Lilly. It got asked, it DIDN’T go well, and now he wants our help figuring out how to put the pieces back togeth...
23 Okt 17min
Awkward Thursday: HOA Candy Crackdown
The guy on the phone for today’s Awkward Thursday Phone Call DESPERATELY needs our help because his HOA is threatening to FINE him hundreds of dollars if he goes through with his favorite Halloween tr...
22 Okt 19min
Second Date Update: Microwaved Salad Guy
One of our listeners has a crush on his co-worker and he came up with a plan to show her! It involves a microwave and a wilted bowl of salad… See omnystudio.com/listener for privacy information.
21 Okt 18min
