
Second Date Update: Bathroom 911
2026-1-09 | 17 mins.
The guy on the phone today is willing to tell us the MOST EMBARRASSING date night of his life… in hopes it will get him another shot with the woman he loves. Will it be worth the humiliation? Find out in the Second Date Update!See omnystudio.com/listener for privacy information.

Awkward Thursday: Long Distance Liar
2026-1-08 | 19 mins.
One of our listeners hopes things aren’t falling apart with his long-distance girlfriend. And with our help he wants to make an Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy information.

Second Date Update Classic: Eyes Closed Mouth Open
2026-1-07 | 17 mins.
There’s one moment in every date where you can end on a high note, or push your luck and risk it all. One of our listeners says he definitely made the WRONG choice on his date and now he’s on the line looking for help with a Second Date Update.See omnystudio.com/listener for privacy information.

Awkward Tuesday: Grandpa's Secret Stash
2026-1-06 | 19 mins.
One of our listeners just moved in with her fiancé and what she found buried in his attic was incredible! She needs our advice on how to talk to him about it so we’re doing an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

Second Date Update Classic: High Stakes Higher Stacks
2026-1-05 | 17 mins.
There’s one thing a guy can put on his dating profile that will instantly up his chances of matching by 90%... The woman on the phone today saw it on her date's profile and now she wants our help locking him down in a Second Date Update!See omnystudio.com/listener for privacy information.



Brooke and Jeffrey: Second Date Update