In a candid revelation, Damon Wayans Sr. admits things got 'awkward' in his family after he entered a romantic relationship with a girl who once dated his own nephew.
- April 7, 2025
AceShowbiz - Damon Wayans Sr. made headlines when he disclosed a particularly eyebrow-raising chapter from his personal life during an appearance on Shannon Sharpe's "Club Shay Shay" podcast. The revelation? He once fell head over heels for his nephew's ex-girlfriend shortly after his divorce from Lisa Thorner back in 2000.
Reflecting on the situation, Damon, 64, shared, "I was in love with her. But it wasn't like they were in love. Do you know how small the pool is out here in Cali? The dating pool."
"I got divorced and I was by myself for two years and then I saw her, and I was just like, 'Oh my God, I'm in love,' " he recalled. "And I found out my nephew had dated her."
He remembered coming clean with his nephew, "I'm like, 'What's up with that?' He's like, 'That's you.' I'm like, 'Okay, pass the Courvoisier.' And I went ahead, and I fell in love. And it was okay."
However, the frank talk couldn't entirely dispel the awkwardness at subsequent family events. "Family gatherings is awkward," he admitted.
The revelation drew humorous comparisons to the famous Jackson family dynamics, particularly when Jermaine Jackson married his brother Randy's ex-girlfriend, Alejandra Oaziaza. Damon quipped, "You ain't never done the Jackson 5?" invoking laughter from both Shannon and the audience.
Damon's reflections on the "Club Shay Shay" podcast provide a rare glimpse into the often complicated intersections of family and romance. With humor and honesty, he continues to engage audiences, proving that his heart - and his comedic talent - remain as dynamic as ever.
