Second Date Update Classic: Motel 7

Our listener, Juliana, let something slip at the WRONG moment and now she wants our help getting her situationship back on track! We’ll do our best in the Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Blake didn’t spend ANY money on his date with Ashley, in fact, he actually MADE money in a way that’s 100% legal. You’ll hear how in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, May 29th, 2026 Curious if we look as bad as we sound? Follow us @Brookea ... Show More

The guy from today’s Second Date brought his dinner date back to his place, but before the magic could begin.. something tragic happened!See omnystudio.com/listener for privacy information. 

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

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.See omnystudio.com/listener for privacy information. 

One of our listeners took his date to a quaint, little remote town....and they almost didn’t come back! Find out why in your Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners said he changed ONE THING on his dating profile that instantly changed the game for him. He wishes he’d done this years ago and you can hear what it is in a new Second Date podcast!See omnystudio.com/listener for privacy information. 

The entire room was BLOWN AWAY when the guy in today’s Second Date revealed a secret. Could it be the biggest confession of the year?See omnystudio.com/listener for privacy information. 

<p>One of our listeners had the most traumatic night of his life, that ended with him climbing out the window of his own home... but he told his friends the story and none of them believe him...</p><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for p ... Show More

<p>All too often, bad date stories can get very dark for women. With that in mind, Anney and Samantha share some funnier bad date stories, and the joy of finding camaraderie amongst other women.</p><p> </p> Learn more about your ad-choices at <a href="https://www.iheartpodcastnet ... Show More

Dear Steve and Shirley, a while back I met a man on a dating app and it was supposed to be just a one-night stand. He came over and we had the most explosive sex! After that, we talked all night. He lives out of town and when he got back home, we talked daily and spent hours gett ... Show More