Second Date Update Classic: Someone's On...

<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

One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners DEFINITELY regrets a story he told on his date, and you’re gonna want to hear how he tells it in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners left his date with a GIFT that was ONLY supposed to be opened the next day… you’ll hear what it was, and how it backfired coming up in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners said his date was a 10/10 and going flawlessly, that's why he couldn't believe what happened when he went in for the first kiss...We're gonna hear it in a brand new Second Date Update.See omnystudio.com/listener for privacy information. 

One of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Part 1 The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went...You’ll hear about the weird message he received coming up. Part 2 An interaction on the dance floor led to one of the most embarrassing situati ... Show More

Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. Part 2 We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our lis ... Show More

For one of our listeners, the hottest thing that happened on her date was a game of CHARADES! Yeah, Charades! We’ll dive into that coming up in a new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

After today’s Second Date Update you might agree with us that dating apps can be used for WAY more than just dates! See what we mean in the podcast!See omnystudio.com/listener for privacy information. 

One of our listeners had dates with TWO different guys, but could only pick one to pursue. Did she choose correctly? Find out in your brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.