Damon Wayans Sr. got entangled in a family love triangle ... Chappelle's material included anecdotes about a transgender friend and jokes that touched on the limitations of transgender experiences ...

Celebrities like Kourtney Kardashian, Damon Wayans Sr. and Hunter Biden have navigated shocking romantic overlaps with family connections involved ...

Damon Wayans Sr. is giving fans a little TMI. The 64-year-old comedian shared some personal news on the April 2 episode of the Club Shay Shay podcast, hosted by ex-NFL athlete Shannon Sharpe, that ...

Damon Wayans Sr. found a way to make family gatherings an “awkward” affair. The comedian recently admitted to “Club Shay Shay” listeners that he once dated his nephew’s ex-girlfriend.

Sonja Flemming/CBS via Getty Damon Wayans Sr. likes to keep things in the family — in more ways than one. While appearing on the April 2 episode of the Club Shay Shay podcast hosted by former ...

Damon Wayans Sr. is far from being the last Boy Scout. After the “My Wife and Kids” star, 64, admitted to dating his nephew’s former girlfriend after his 2000 split from ex-wife Lisa ...

Damon Wayans Sr. opened up about dating his nephew’s ex and how it all started with a post-divorce crush that turned into something deeper. The 64-year-old comedian and actor confirmed the long ...

Damon Wayans Sr.’s decades-long career has yielded many interesting stories, with a majority of them having to do with members of his large family. The veteran actor recently spoke about a ...

Damon Wayans Sr. has detailed his “awkward” family gatherings after he fell in love with his nephew’s ex-girlfriend. The “My Wife and Kids” alum, 64, revealed the dating oversight during ...