Awkward Tuesday: Grandpa's Secret Stash

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.

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.

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.

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.

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.

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting 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: Friday, January 2nd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

Part 1 One of our listeners said she added 3 little numbers to her dating profile and it made her matches go through the roof! Find out what it was in the podcast! Part 2 The guy in today’s Second Date Update DID NOT google his date before meeting up with her and sure wishes he did now! Good thing she'll reveal her juicy secret to us. See omnystudio.com/listener for privacy information.

The guy in today’s Second Date Update made a BOLD REQUEST before we even called his date. Was it fair? Sure! Was Brooke offended by it? Yep!See omnystudio.com/listener for privacy information.

Two of our listeners are taking a big risk by being on our show today... in hopes of reaping the BEST REWARD of all... and they're about to meet for the first time over the phone...See omnystudio.com/listener for privacy information.

One of our listeners says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same time…and it was definitely more than just flirty eye contact. We're going to hear how that transpired into a whole afternoon together in your Second Date Update!See omnystudio.com/listener for privacy information.