



Textual Healing: Take A Dip In Rent
One of our listeners caught her landlord in a very compromising position and what she does next could either be the SMARTEST or DUMBEST move of her entire life. We’re gonna help her with some Textual Healing!

Second Date Update Classic: Double Kiss Surprise
One of our listeners was trying to walk a thin line in trying to get a man to notice her, and pulled a move that maybe went a little too far…

Awkward Tuesday: What If?
One of our listeners wants closure or else she’s always going to regret a moment from her past. We’re gonna try to help her in an Awkward Tuesday Phone Call!

Second Date Update Classic: Motel 7
The guy in today’s Second Date had ONE SHOT and ONE NIGHT with a woman while she was in town… and he admits… some weird stuff happened.

FULL SHOW: Jeff’s Love Song for Three, V-Day 2nd Date Edition + Riffin Around Romance (2/13/26)
We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting 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: Friday, February 13th, 2026 Curi…

Second Date Update Classics: Scam the Scammer + V-Day Pass Out
Part 1 One of our listeners is FURIOUS after her date left her in the most embarrassing situation of her life… and now she wants not just answers, but REVENGE. Part 2 One of our listeners ended up in the HOSPITAL right in the middle of his first date… and he can’t believe he was naïve enough to …

Second Date Update Classic: Valentine's Day Fork
Cupid needs our help with a Valentine’s Day emergency! The woman on the phone says they were KICKED OUT of a restaurant on their date but she insists it was one of the best meetups she’s ever had.

Second Date Update UPDATE: Family Dinner Drama
Gillian and Thomas were on our show a few months ago after some drama happened on their date over a family recipe. Now, they’re BACK for a special Second Date Update UPDATE!

Second Date Update: Universe Is Busy
One of our listeners SWEARS she found the fool-proof method to turn your dream guy into a reality! She’ll explain how she manifested him in your Second Date Update podcast!

Awkward Tuesday: Theories We Don't Like
In today’s Awkward Tuesday Phone Call, a MASSIVE SECRET gets revealed that shocked not only our listener but EVERY SINGLE PERSON in the room!