Second Date Update: Most Popular Guy In ...

FULL SHOW: Monday, April 20th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

We scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you!See omnystudio.com/listener for privacy information. 

One of our listeners is dealing with a difficult type of neighbor drama. You’re gonna want to hear our advice coming up in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

One of our listeners needs help asking a VERY LOADED question to his girlfriend… We’ll try to help him out in your Awkward Tuesday Phone Call podcast!See omnystudio.com/listener for privacy information. 

One of our listeners met a guy at a house party and says he literally RISKED HIS LIFE to not get caught with her! Now she wants answers! We're going to help her 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. 

One of our listeners says she LOVES her boyfriend just the way he is…. Except for ONE THING. She’ll explain why she needs him to STOP FOREVER coming up in a new 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. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners is willing to put herself in a very uncomfortab ... Show More

One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he needs an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information. 

One of our listeners is freaking out over what his new stepmom just posted online...He says it has potential to ruin their entire family dynamic UNLESS he can convince her to take it down. That's why he's come to us for help in a brand new Awkward Tuesday Phone Call!See omnystudi ... Show More