One listener reunited with his high school crush and spent HUNDREDS of dollars to make sure he didn't lose her AGAIN... But did his expensive idea backfire?!

One of our listeners CROSSED THE LINE and breached our trust! We were rooting for him..... Until he BETRAYED us... Even Jeffrey is STILL disappointed!

Our self-proclaimed BIGGEST FAN is on the phone today! We CAN'T let him down...Time to bring our A GAME.

Today's couple is one of our most MEMORABLE EVER....We have a feeling we’ll be talking about this guy for years and years to come…

We've got a MYSTERY on our hands... Today's caller received a text from his date saying one thing... "SEATBELT"... He can't get another date with her until he figures out what it means!

Can taking your date somewhere for a BARGAIN DEAL still be romantic?? One listener claimed it was great... But we have SPLIT opinions...

This date lasted 20 MINUTES before the POLICE were involved... And it only got crazier from there!

Setting ground rules for a first date is pretty normal.... But the woman in today's date may have taken things TOO FAR. Her rules were SO EXTREME that it led to an argument in studio!

Today's caller says NOT ONLY is he amazingly good looking, but he's an incredible listener and planned the PERFECT date.. So why isn't he getting a call back?

Kurt & Cassie called us a few months ago when their friends were stopping them from dating.... Well, they did it anyways and are back with UPDATES!