Awkward Tuesday: Carrot Top Jackpot

<p>We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!</p><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.</p> 

<p>Part 1&nbsp;</p> <p>If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say &ldquo;YES!&rdquo;</p> <p>Part 2</p> <p>One of our listeners is a barista and says she did something she would ... Show More

<p>FULL SHOW: Friday, November 21st, 2025</p> <p>Curious if we look as bad as we sound? Follow us @BrookeandJeffrey:</p> <p><a href="https://www.youtube.com/c/BrookeandJeffrey">Youtube</a></p> <p><a href="https://www.instagram.com/brookeandjeffrey/?hl=en">Instagram</a></p> <p><a ... Show More

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 about to get fantastic news… His wife went o ... Show More

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. 

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 has had a secret crush on his friend for 3 YEAR ... Show More

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 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. 

One of our listeners was FORCED to talk about money with his crush, and the reason WHY it’s the topic of conversation might be the craziest part. It's 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. 

Today’s Awkward Tuesday Phone Call gave us one of the BIGGEST surprises of the year! The WHOLE SHOW didn’t know what to say... don't miss the new podcast!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 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.