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 omnystudio.com/listener for privacy information.
3 Nov 202518min
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, Brooke & Jeffrey! FULL SHOW: Friday, October 31st...
2 Nov 20251h 5min
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 realized he needed our help. Part 2 One of our listeners...
1 Nov 202536min
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 Halloween Second Date Update podcast!See omnystudio.com/li...
31 Okt 202518min
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.
30 Okt 202518min
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 Update podcast!See omnystudio.com/listener for priv...
29 Okt 202518min
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 Tuesday Phone Call!See omnystudio.com/listener for ...
28 Okt 202519min
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 hoping to treat them both right in the podcast!See omny...
27 Okt 202517min
