Can You Date A Family Member’s Ex? Damon Wayans Sr. Say He Did During Podcast Interview

Damon Wayans Sr. Reveals He ‘Fell in Love’ with His Nephew’s Ex-Girlfriend, While appearing on the April 2 episode of the Club Shay Shay podcast hosted by former NFL star Shannon Sharpe, the comedian revealed that he once dated his nephew’s ex-girlfriend.  “I was in love with her, that’s the thing,” Damon, 64, recalled, before jokingly asking Sharpe, “You ain’t never done the Jackson 5?” — a reference to the fact that Jermaine Jackson married brother Randy Jackson’s ex-girlfriend, Alejandra Oaziaza. When Sharpe, 56, questioned the decision, Damon went on to clarify that his nephew and the woman had not been “in love.” He also explained that the relationship began around 2001 after he had split from his then-wife Lisa Thorner. “I got divorced and I was by myself for two years,” he said. “And then I saw her [his nephew’s ex] and I was just like, ‘Oh my God. I’m in love.’ And then I found out my nephew had dated [her].”

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Wayans Sr. went on to explain that he then checked in with his nephew to make sure it would be okay to pursue a relationship with the woman. “I’m like, you know, ‘What’s up?’ and he’s like, ‘That’s you.’ And I’m like, ‘Okay, pass the Courvoisier, let’s go!’ And I went ahead and I fell in love and it was okay,” he said before joking, “Family gatherings is awkward.” Damon’s tight-knit family is known for their creative collaborations, both in front of the camera and behind it. His older brother, Keenen Ivory Wayans, 66, wrote and created the iconic sketch comedy show In Living Color, in which Damon and several of his siblings regularly appeared.