Damon Wayans Sr. ‘Fell in Love’ With His Nephew’s Ex-Girlfriend

Damon Wayans Sr. made headlines recently when he revealed that he once dated his nephew’s ex-girlfriend. The actor, known for his roles in movies like “Major Payne,” shared the surprising story during an appearance on the “Club Shay Shay” podcast hosted by former NFL player Shannon Sharpe.

Sharpe was taken aback by the revelation and asked Wayans Sr. about the unusual situation. Wayans Sr. confirmed that he had indeed dated his nephew’s ex-girlfriend, explaining that he was in love with her at the time. He even made a lighthearted comparison to the Jackson 5, mentioning Jermaine Jackson’s marriage to Alejandra Oaziaza, who was previously involved with Jermaine’s brother Randy Jackson.

Despite the potentially awkward dynamic, Wayans Sr. shared that he was aware of the woman’s history with his nephew when they first met. After being divorced for two years, he found himself falling for her and sought his nephew’s approval before pursuing a relationship with her.

The actor humorously recalled the conversation with his nephew, who gave his blessing for Wayans Sr. to proceed. Reflecting on the situation, Wayans Sr. admitted that family gatherings can now be a bit awkward, given the unconventional romantic history.

Away from personal matters, Wayans Sr. is currently starring in the CBS series “Poppa’s House,” where he continues to charm audiences. Actress Vivica A. Fox recently praised his on-set charisma, noting that his playful nature was evident during filming. The show, which premiered in October 2024, is a family affair for the Wayans clan, with Wayans Sr. and his son, Damon Wayans Jr., taking on leading roles while other family members contribute behind the scenes.

Despite the unexpected twists and turns in his personal life, Damon Wayans Sr. remains a beloved figure in Hollywood, captivating audiences with his talent and charm.