Awkward Tuesday: Work Friend To Boyfriend

The woman in today’s Second Date Update knows she didn’t give strong signals to the guy she’s interested. In fact, she stayed FAR AWAY from him the whole night! We’ll dig into why in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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: Thursday, September 10th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJ ...  Show more

The woman in today’s Awkward Tuesday Phone Call wants to preserve a friendship that might be on the rocks all thanks to her buddy's new girlfriend.See omnystudio.com/listener for privacy information. 

How do you tell someone you love that their wildest dream might not be achievable? One of our listeners has that very problem with her boyfriend and she chose to email us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

One of our listeners has a dilemma. Her friend asked her to tell the biggest lie of her life, or it might cost someone their career! We’ll help her through it in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!See omnystudio.com/listener for privacy information.