Demetri Wiley: A Loverboy’s Soundtrack

Demetri Wiley: A Loverboy’s Soundtrack

Presented by The Den Theatre

Demetri Wiley is an independent force—a Chicago-born artist, podcaster, and storyteller who turns pain into purpose. Raised on the West Side in a music-loving family, he began performing at just eight years old, channeling icons like Michael Jackson in school talent shows. That early passion laid the foundation for his signature sound—a soulful fusion of R&B, rap, and raw vulnerability.

Through tracks like “Broken Prayers” and “Lost Loverboy,” Demetri explores love, mental health, fatherhood, and emotional healing with unflinching honesty. A survivor of depression and a devoted father, he found new purpose in fatherhood and creative expression—using his platform to share not just music, but meaningful conversations.

As the host of the Lost Loverboy Podcast, he dives into topics like emotional intelligence, heartbreak, and personal growth—building a community of listeners who see themselves in his journey. Whether through music, podcasting, or creative production, Demetri is committed to being real, evolving out loud, and helping others heal in the process.

From the heart of Chicago to wherever healing matters, Demetri Wiley is more than an artist—he’s a mirror for anyone learning to love, feel, and grow.

VIP Ticket Holders will be able to take place in a pre-show Meet and Greet starting at 6pm.

The Den Theatre and comedy club is pleased to host Demetri Wiley: A Loverboy’s Soundtrack on July 26, 2025 at 1331 N. Milwaukee Ave. in Chicago’s Wicker Park neighborhood.

Tickets are currently available at thedentheatre.com or by calling (773) 697-3830.