Wayans partnered with Randy Adams to createWhat the Funny, an online destination for urban comedy.[3][4] He created the comedy competition television showFunniest Wins, which aired onTBS in 2014.[5] In 2014, Wayans and his brothers traveled the U.S. with "The Wayans Brothers Tour".[6] In 2017, he co-wrote and starred in theNBC sitcomMarlon, which ran for two seasons.[7]
Between 1992 and 1993, Wayans appeared with his siblings on the sketch comedy showIn Living Color. From 1995 until 1999, he co-starred in the WB sitcomThe Wayans Bros. with his brotherShawn Wayans. He was originally considered for the role ofRobin in the 1992 filmBatman Returns,[12] but it was felt that the film featured too many characters, so his character was omitted. Wayans was then formally signed to the role in the 1995 sequelBatman Forever to play oppositeBilly Dee Williams asTwo-Face, but the mid-production change in directors fromTim Burton toJoel Schumacher resulted in both parts being recast and Wayans being paid out (Williams was not yet signed on, but received a penalty fee as his contract forBatman allowed him the option of reprise), and he still receives royalty payments. He was replaced byChris O'Donnell. In August 2021, a comic book adaptation of the original concept,Batman '89, began publication, byDC Entertainment, using Wayans's likeness for Robin with his permission, their civilian identity renamed Drake Winston.[13]
Wayans produced the first two films of theScary Movie series, in which he and Shawn were credited writers and co-stars. Those films were released in 2000 and 2001. In 2000, Wayans appeared as Tyrone C. Love inRequiem for a Dream and as Snails inDungeons & Dragons. That same year, he and Shawn hosted the 2000MTVVideo Music Awards. Wayans also produced theNickelodeoncartoon seriesThugaboo. In 2017, NBC gave him his own sitcom,Marlon; it was canceled after two seasons.[14][15][16]
In September 2017,Variety announced that Wayans would partner with LA-based entertainment companyShots Studios to launch a YouTube channel.[17] He has appeared in videos alongside creators such asAnwar Jibawi andHannah Stocking. In 2020, Wayans signed a deal withHBO Max.[18]
Wayans was in a long-term relationship with Angela Zackery from 1992 to 2013, and although he once called her his "ex-wife", he said in 2021 that he had never married.[19][20] They have two children, one of whom istransgender. In 2023, Wayans expressed support for histrans son and theLGBTQ community.[21][22] Wayans also shares a child with his former girlfriend, Brittany Moreland.[23] Wayans was a close friend of rapperTupac Shakur.[24] He is also a longtime friend of actorOmar Epps.[25]