Second Date Update: 30 for 30
One of our listeners is experimenting in a new dating strategy, all about the YEAR she was born. Find out what she’s doing in your Second Date Update podcast!See omnystudio.com/listener for privacy in...
5 Nov 202518min
Awkward Tuesday: Girls Trip Mystery
One of our listeners wants to find out the TRUTH of what happened when his girlfriend went on a GIRLS TRIP out of town… We’ll do our best to help in a new Awkward Tuesday Phone Call!See omnystudio.com...
4 Nov 202518min
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
