Damon Wayan Sr. Intertwined with family love triangles in his past dating life!
The comedian admitted to going out with his nephew’s ex-wife, Lisa Sonner, with his nephew’s ex-romantic partner.
Damon Wayans Sr. comes from a close family known for his creative collaborations. His brother, Keenen Ivory Weian, created an iconic sketch show of “living colors” featuring Damon and other brothers.
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Damon Wayan Sr. claimed that his nephew and his partner were not in love
When he appeared on the club Shay Shay Podcast with Shannon Sharpe, Damon shared an astonishing confession. He once went on a date with his nephew ex girlfriend. At 64, he recalls his relationship and admits that “I was in love with her.”
He also humorously referred to the dynamics of the Jackson family, comparing his situation to marrying Gelmaine Jackson and Randy Jackson’s ex-girlfriend. In his words, “You’ve never played Jackson 5?”
When Sharp questioned the appropriateness of the relationship, Damon reveals that his nephew and the woman are not in love. The relationship began around 2001 after Damon’s divorce from Lisa.
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He said he was instantly attracted to her, saying, “I looked at her and I was just like, ‘Oh, my god. I’m in love.’
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The comedian gets the green light and pursues his romantic intentions from his nephew

Damon shared more insight into his romantic efforts and dived into the dynamics of working with his family. He revealed that he sought the blessings of his nephew before pursuing a relationship with a woman of interest.
The comedian also humorously pointed out that family gatherings can become troubling under such circumstances. The Wayans family is known for its collaborative spirit in the entertainment industry.
Currently, Damon stars on the show “The House of Poppa” with his son Damon Wayan Jr., with family involvement from brother Marlon and sister Kim, who directed the episode.
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In discussing the appeal of working with people with their families, Damon emphasized that the inherent chemistry and trust they share will take years to develop for most actors, making their collaborations seamless and natural.
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On the comeback to TV of the four fathers
Despite notable appearances in various films and television specials, the 64-year-old comedian prioritizes stand-up comedy and frequently tours as stand-up comics.
He is also recognized as a talented writer, director and producer, with credits such as “The Last Boy Scout”, “Mo’money”, “blankman” and “Bamboozled”.
In 2022, The Blast was developing a father-son comedy featuring CBS, which features the duo, and shares it with a script co-written by Damon Sr. and producer Kevin Hench. The project was untitled at the time, but is reportedly in development for a while.
The storyline focuses on “Poppa,” a happy talk radio host who has to help his adult son transition to a full adult before he turns 40.
The project will be produced by executives produced by CBS Studios and Wayans Men and Hench. It is worth noting that CBS has been the home of young Wayans’ Two Shakes Entertainment since its inception.
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The long-standing television career of comedian son Damon JR
Damon Jr. began his television acting career in prominently recurring roles before landing major roles in popular series such as “Happy Ending,” “New Girl,” and the CBS sitcom “Happy to the Together.”
Although “Happy Together” only ran one season, it featured an episode entitled “Father Like a Father, Like a Son” which introduces the dynamics among the on-screen Wayans Men.
His other popular projects include films such as his father’s Showtime sketch comedy series The Underground, Super Cool, Cherry, and Barb and Star Go To Vista Del Mar. Recently he concluded his work with the Netflix series “Players” and is also the executive producer of the drama “Glamous.”
His father, Damon Sr., is a four-time Emmy nominee known for co-creating and starring in the groundbreaking series “In Living Color,” which marked a pivotal moment in his career.
He was also recognized for his role as Roger Martau in the “Fatal Weapons” franchise and was scheduled to appear alongside Pam Grier in the upcoming tubi thriller “Cinnamon.”
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Damon Wayans Sr. threw weight behind Dave Chappelle after a transphobic comment

Damon Sr. publicly supported Chapelle in the backlash he faced for his jokes on Netflix Special “Closer.”
In an interview, Damon Sr. praised Chapelle for empowering comedians to express themselves freely, comparing his influence to artists who make serious sacrifices for crafts such as Van Gogh.
Chappelle’s material included anecdotes about transgender friends and jokes that touched on the limitations of the transgender experience, including the ability to have children.
Damon characterized Chapelle’s willingness to deal with controversial topics as a brave act that could encourage other comedians to share a real voice.
He emphasized the need for a broader conversation about the constraints comedians often face because of political correctness and fears that comedians will be cancelled due to their words.
It was a revelation from Damon Wayan Sr. and his interesting family!