On this hilarious and unforgettable episode of Billy The Kidd In The Morning, featuring Billy the Kidd, Candice Lopez, and Producer Pooh, an anonymous caller drops a shocking Dirty Little Secret that leaves Billy completely stunned.

The caller claims that years ago—during Billy's nightclub DJ days at the legendary Purgatory—he repeatedly asked her out and even invited her to a concert in Chicago. The twist? She said no... every single time. Now years later, she's divorced, still single, and admits she'd probably say yes if Billy asked her out today.

Was Billy really that persistent? Is her memory playing tricks on her? Or did a missed connection come back around nearly two decades later? The debate quickly becomes one of the most entertaining and unexpected moments of the show.

Meanwhile, the chaos continues as Producer Pooh pays the price for losing Wheel of Misfortune again.

After listeners helped pick his punishment, Pooh is forced to wear a Britney Spears crop top, denim skirt, fishnet tights, sandals, and a leopard-print scarf. If that wasn't bad enough, another loss lands him with a second punishment: riding a Razor scooter everywhere he goes—including important work meetings.

Watching Pooh attempt to maintain his dignity while navigating hallways and corporate meetings may be one of the funniest Wheel of Misfortune moments yet.

Is Persistence Attractive... or Desperate?

The show tackles a question that immediately sparked conversation:

If someone turns you down once, should you ever ask again?

Billy, Candice, and Pooh debate where the line exists between confidence, persistence, dedication, and outright desperation.

Does asking multiple times show genuine interest?

A parent writes in after a disagreement with her husband about their 11-year-old son's drum lessons.

The child hasn't shown much interest, rarely practices, and doesn't seem naturally gifted at it. Mom thinks quitting teaches the wrong lesson and wants him to stick it out. Dad believes they're wasting money on something their son clearly doesn't enjoy.

Judge Candice weighs in on commitment, passion, and whether parents should encourage persistence—or recognize when it's time to move on

Listen now and join the fun! Be sure to subscribe, leave a review, and share this episode with friends. And if you've ever had a "what if" moment from your past, this episode will definitely hit home.

Listen now and join the fun! Be sure to subscribe, leave a review, and share this episode with friends. And if you've ever had a "what if" moment from your past, this episode will definitely hit home.


See omnystudio.com/listener for privacy information.

Podden och tillhörande omslagsbild på den här sidan tillhör BILLY THE KIDD IN THE MORNING. Innehållet i podden är skapat av BILLY THE KIDD IN THE MORNING och inte av, eller tillsammans med, Poddtoppen.