Podcast Episodes

Second Date Update: Red Flag Test

We needed the listener on the phone today to be 100% HONEST about what happened with his date, and that proved to be harder than we realized…

See omny…

5 months ago

HALLOWEEN SHOW: Jeff’s Disney Villian Song, Boo’s & Booze Date + Ghost Hunter Prank (10/31/25)

We didn't want you to miss out on our favorite show of the year... Halloween is our Superbowl! Enjoy all the spooky crazy fun from our main show feed…

5 months ago

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 reali…

5 months ago

Second Date Update: Halloween Boos and Booze Bar Crawl

One critical moment told the ENTIRE story of our listener's date and now they BOTH can’t stop talking about it. Hear how it went down in your Hallowe…

5 months ago

Blind Love Is? Halloween Edition

Buckle up Boys and Ghouls, it's a special double-jam-packed HALLOWEEN EDITION of BLIND LOVE IS?

See omnystudio.com/listener for privacy information.

5 months ago

Second Date Update: Halloween Bean Dip Mystery

A family member showed up out of NOWHERE on our listener's date, and what happened next made everyone’s skin crawl. Catch it all in your Second Date …

5 months ago

Awkward Tuesday: Dark Side of the Costume Contest

A new costume is causing MAJOR drama between a listener and his close friend, and he has no idea where else to turn! It’s a Halloween-themed Awkward …

5 months, 1 week ago

Second Date Update: Romeo and Ghouliet

The guy in today’s Second Date works at a haunted house and is looking to reconvene with a coworker he once dated. It’s Halloween week and we’re hopi…

5 months, 1 week ago

FULL SHOW: Outed by Facebook Date, Nurse Alexis Fails + No Cake for Jeffrey (10/22/25)

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…

5 months, 1 week ago

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Part 1
How 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 LIV…

5 months, 1 week ago