#6 Second Date Update of 2025: Lonely Cannoli

FULL SHOW: Evict My House Guest Awkward, Whatcha Doin’ at Oktoberfest + Prison Prank (9/22/26)

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Tuesday, Se...

27 Syys 55min

Second Date Update Classics: Mothers Dayte + Terrible Tarot

Part 1 The guy on the phone today decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast! Part 2 The guy in today’s Second Date clearly got his...

26 Syys 36min

Second Date Update: Unwritten Rules For Fools

Jack managed to secure a night over at Sarah’s place, but she CAUGHT HIM on the couch doing something he shouldn’t in the MIDDLE of the night! Find out what happened in your Second Date Update!See omn...

25 Syys 18min

Awkward Thursday: Hopsticle Course

One of our listeners thinks he has the chance to take the TRIP of a LIFETIME with one of his co-workers… if we can give him the right advice in your Awkward THURSDAY Phone Call!See omnystudio.com/list...

24 Syys 18min

Second Date Update: Drive Thru Date

Cody admits “MISTAKES WERE MADE” on his date with Tiz. But, despite his failings he’s ready to reach out and try to make a better love connection in your Second Date Update podcast!See omnystudio.com/...

23 Syys 18min

Awkward Tuesday: House Guest

How do you tell a close friend to get out of your house forever without ruining the friendship? We’ll try to figure it out the hard way during your Awkward Tuesday Phone Call podcast!See omnystudio.co...

22 Syys 19min

Second Date Update: Bump Set Date

Tracy gave Rob a VERY specific place he had to go in order to score a date with her. Was it worth his effort? Let’s find out in your Second Date Update podcast!See omnystudio.com/listener for privacy ...

21 Syys 18min