Second Date Update: Two's Company, Three...

<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

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!See omnystudio.com/listener for privacy information. 

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!See omnystudio.com/listener for privacy information. 

The guy on the phone today was asked an important question during his date, and in a moment of panic he thinks he may have given the most awkward response possible! Hear the Second Date podcast right here!See omnystudio.com/listener for privacy information. 

One of our listeners ended up in the HOSPITAL right in the middle of his first date… and he can’t believe he was naïve enough to make this dumb, avoidable choice… You’ll hear it in a special Valentine’s Day Second Date Update!See omnystudio.com/listener for privacy information. 

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure out exactly how he went wrong. See omnystudio.com/listener for privacy information. 

The guy on the phone today says he had the best date of his ENTIRE life… Until one comment she made at the end of the night that made him wonder… “Is she gonna be trouble?”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

One of our listeners isn’t sure if his date MEANT to VANISH or if there was just miscommunication but you can tell us what you think after a new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

The guy on the phone today ended up SCREAMING on his date, but not for any of the good reasons you’d expect. Find out why in your Second Date Update podcast!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.