Podcast Episodes

Second Date Update: Champagne and Shackles

One of our listeners ended up in the bathroom alongside her date and NOT in a good way… You’ll hear why she had no choice but to bring him with her i…

3 weeks ago

Textual Healing: License To Bill

One of our listeners wants to make a BIG MOVE with a woman he’s known for 6 DAYS. You’ll hear it, and why he needs our help pulling it off with some …

3 weeks, 1 day ago

Second Date Update: High Steaks Heartbreak

One of our listeners found the ULTIMATE HACK to take a woman out, without breaking the bank. It requires a tad bit of deception though… find out more…

3 weeks, 2 days ago

Awkward Tuesday: Private Jet For My Nervous Pet

Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking.

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3 weeks, 3 days ago

Second Date Update: Sweet Benjamin and His Big Sis

The guy looking to score another hangout with date isn’t even on the phone with us! Someone else is doing the call IN HIS PLACE! Find out who it is i…

3 weeks, 4 days ago

FULL SHOW: Jeff’s Pizza Parody, Riffin’ Around Marching Bands + Reverse Catfish Date (3/6/26)

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 fe…

3 weeks, 5 days ago

Second Date Update Classics: The Rudy of Dating + Date Night Veto

Part 1

The guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP who pla…

3 weeks, 6 days ago

Second Date Update: Taking The Plunge

One of our listeners was MORTIFIED when her date accidentally saw something that was NEVER intended for his eyes… She needs our help with a Second Da…

4 weeks ago

Second Date Update UPDATE: Gucci First Questions Later

Is it better to find true love or a rich guy with a big boat? Today we’ll finally learn the answer in a special Second Date Update UPDATE!

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4 weeks, 1 day ago

Second Date Update: Late Night Lab Experiment

One of our listeners says she found the EXACT right time to strike up a conversation with the cutest guy in the room… Find out how the shy science gi…

4 weeks, 2 days ago