Second Date Update: Better Late Than Nev...

<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

Something happened to our listener on his way to the first meetup with his date, and it changed the trajectory of their entire night! Hear what happened in a new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy in ... Show More

We were shocked when we heard about our listeners tense situation that went down on a first date with an UNEXPECTED VISITOR… You’ll hear how we help him in a brand new Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for priv ... Show More

One of our listeners became best friends with a fellow gym-goer before he decided to ask her on a date… You’ll hear how he did it in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

Normally, Second Date Updates focus on what happened DURING the date, but today it’s all about what happened one hour AFTER the date. It left one of our listeners confused and now he’s turning to US for answers! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/l ... Show More

A mysterious handwritten note was dropped onto the table during our listener's date and it altered both of their lives forever! Hear what it said coming up in a new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy informa ... Show More

One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still has SOME interest, so it couldn’t be that bad. Hear the brand new Second Date Update in the podcast! Get your 2nd Date Update Merch For A Cause HERE! See omnystudio.com/listener for priva ... Show More

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

<p>A listener from one of the most popular Second Date Updates of last year is BACK&hellip; the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We&rsquo;re gonna try to find out why in the podcast!</p> <p>Get your 2nd Date Update Merch For A Cause ... Show More

One of our listeners made a BIG ASK, a request we never heard before… telling a guy if he wanted any shot at dating her he had to do THIS first. Find out what it is in your Second Date Update podcast!! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener fo ... Show More

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.