Masked Speaker: Child Upgrade

<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

Grace’s dad tries to jokingly set her up with the new kid on the block, so she pretends they’ve been hooking up already!See omnystudio.com/listener for privacy information. 

The guy on the phone today had a plan to create a memorable moment during his date...and it ended up almost getting them kicked out halfway through dinner...But did it still impress her? See omnystudio.com/listener for privacy information. 

The only thing blocking Corey from finding love is TRUTH and HONEST. He might have told a little bit too much of the truth… Judge for yourself in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Part 1 The woman in today’s Second Date has to defend her one weird habit that she swears is NATURAL, but it left all of us shocked.Part 2 One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in your Second ... Show More

One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

We conducted a mini-experiment with Brooke in today’s new Second Date and it helped us get into the unusual mindset of one of our listeners to try and find him a match!See omnystudio.com/listener for privacy information. 

<p>One of our listeners made her date laugh so hard that something embarrassing slipped out and she&rsquo;s worried it&rsquo;s the reason he&rsquo;s not calling back!</p> <p>Get your 2nd Date Update Merch For A Cause&nbsp;<a href="https://www.theshopforward.com/collections/brooke ... Show More

The guy on the phone today didn’t use a pickup line or a smooth move, he did something so simple, even ALEXIS said it would have worked on her! Find out what it was in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners says she BOUGHT children on their first date...It sounds weird, possibly illegal, but a version of that happened, and you’ll hear how in a brand new Second Date Update!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast!See omnystudio.com/listener for privacy information.