Second Date Update UPDATE: Cabo Single

<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

We reunited the couple on the phone today after years apart and now they’re BACK on our show for a Second Date Update UPDATE to tell us all about their happily ever after! Hear the call in the podcast!See omnystudio.com/listener for privacy information. 

We NEVER thought we’d hear from this couple again after the FIRST time they came on our show. But they’re back today for a Second Date Update UPDATE! Stick around to hear how they've been since the first time we met them!See omnystudio.com/listener for privacy information. 

The couple on the phone today were so sweet and cute the last time they appeared on our show that we’re having them back on for a Second Date Update UPDATE. Stick around through the end to hear what's happened since they last joined us! Get your 2nd Date Update Merch For A Cause  ... Show More

Two dog lovers came on our show earlier and it was one of the most memorable Second Date Updates ever! They’re back today in a new Second Date Update UPDATE podcast!See omnystudio.com/listener for privacy information. 

Today is proof that just because we think a relationship is doomed doesn't mean anything... because one of the most unexpected couples we've had on our show are BACK for a Second Date Update UPDATE! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for p ... Show More

After one of our most-listened to Second Dates, we were flooded with texts demanding an update after it aired...And now months later the couple is back on the phone with us!See omnystudio.com/listener for privacy information. 

Two plant parents became one of our sweetest Second Date Update calls we’ve done all year, and even better we’ve got an update on their situation coming up in the podcast!See omnystudio.com/listener for privacy information. 

A couple that met at holiday work party did a 2nd date with us way back in December. And after the call, we thought there was NO WAY this relationship would work out....but they are back with a very SURPRISING update about what's happened since being on the show!See omnystudio.co ... Show More

Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special UPDATE from the person who shares her weird passion!See omnystudio.com/listener for privacy information. 

Two of our listeners decided to go on a HIKE for their first meetup and it turned into one of the most memorable Second Date Updates of the year! Now they’re BACK for an UPDATE!See omnystudio.com/listener for privacy information.