

Awkward Tuesday: The Prank That Went Too Far
The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast!

#3 Second Date Update of 2025: Couch Crush
Our listener met a good-looking lady at a FURNITURE store of all places. You don’t hear that one too often! We’ll share his story in your Second Date Update.

Second Date Update Classics: High School Holiday Hangout + Trial By Separation
Part 1 One of our listeners thought inviting a guy over might save her from spending time with her parents while home for the holidays… but we're going to hear how badly it backfired. Part 2 The guy in today’s Second Date has been off the market for a decade and after his first date back in the…

#4 Second Date Update of 2025: After Date Double Date
One person almost ended up in tears just 9 holes into a mini-golf date..and our listener says it’s all his fault! We’ll have him explain coming in your Second Date Update podcast!

Closure Call: Sister Secret
One of our listeners had a drunken night at the bar and it led to an entire year of silence between her and her sister. Now she wants our help reuniting the family with a Closure Call!

#5 Second Date Update of 2025: Vacation No No
One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second Date Update podcast!

Awkward Tuesday Classic: Invisible Girlfriend
In your Awkward Tuesday Phone Call, one of our listeners is convinced her brother is hiding a big secret from the family, and she wants to reveal it with our help!

#6 Second Date Update of 2025: Lonely Cannoli
A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a Second Date Update!

Second Date Update Classics: The Boy Who Cried Tree + Deck The Mall
Part 1 After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trolling us or just likes the punishment. We can't let him down this time! Part 2 Imagine if you went on a date with a coworker and after the hang out, MULTIPLE PEOPLE are…

#7 Second Date Update of 2025: Street Walker Love Story
One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in your Second Date Update podcast!