Second Date Update: Karaoke Cryer
Something was EXPELLED from the body of one of our listeners while on a date, and while it wasn’t gross, it did happen for over an hour....But it’s not dissuading our listener from trying to get a Sec...
7 Marras 202517min
Awkward Thursday UPDATE: He Saw What He Saw
The couple on the phone today came on our show just a few short months ago, and their story was so captivating, we brought them back today for the first ever Awkward THURSDAY (UPDATE)!See omnystudio.c...
6 Marras 202518min
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 Marras 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 Marras 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 Marras 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 Marras 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 Marras 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 Loka 202518min
