Awkward Tuesday: Proposal Sabotage

Every Sunday, we host one of our FULL HOUR episodes from our main show feed Brooke & Jeffrey, and incase you missed it, here's our extra spooky Halloween show! FULL SHOW: Friday, October 30th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instag ... Show More

Part 1 The couple in today’s Second Date Update went to a haunted house for their first date, but only one of them came out, and now HE wants our help getting ahold of the woman! Part 2 No party is better for random makeouts than a Halloween Party! One of our listeners was close ... Show More

Everyone in the room might have been shrieking at the time but that’s the moment Shawn knew he was in love! Can he regather the girl that’s been ghosting him? Find out in your Second Date Update!See omnystudio.com/listener for privacy information. 

The guy in today’s Awkward Tuesday Phone call is looking for advice on how to take his relationship to the next level… physically… without sounding too weird.See omnystudio.com/listener for privacy information. 

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried! 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. 

Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but she has a good reason for it and wants our help with an Awkward Tuesday Phone Call!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 looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure out exactly how he went wrong. See omnystudio.com/listener for privacy information. 

We got an URGENT email from a listener saying he needs our help getting a STRANGER out of his house RIGHT NOW. It’s an emergency 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.