Rawlings portrayed Ashy Larry on the sketch comedy series on Comedy Central, which ran from 2003-2006, making Chappelle a ...

After Johnson left the room, Rawlings portrayed another iconic Chappelle's Show character, Ashy Larry, as a contestant for which all of the balloons were popped. Speaking to Trump, Chappelle gave ...

When Rawlings did enter show business, he did so with flourish, not only as “Ashy Larry” and other characters on Chappelle’s Show, but also “Day-Day” on The Wire, and much more recently ...

After two decades of being known as “Ashy Larry” from “Chappelle’s Show,” Donnell Rawlings says he’s gone from “ashy to classy.” These days, the 56-year-old stand-up comic and ...

Rawlings was previously seen in sketches as “Ashy Larry” on “Chappelle’s Show.” He also appeared as Damien “Day-Day” Price on HBO’s “The Wire,” and he also starred as Dez in ...

Dave Chappelle brought back his infamous “Chappelle’s Show” character, Silky Johnson, the notorious player hater, while reenacting the viral YouTube speed dating show “Pop the Balloon.” ...

Rawlings portrayed Ashy Larry on the sketch comedy series on Comedy Central, which ran from 2003-2006, making Chappelle a household name. Created by Amuli and Bolia Matundu, “Pop the Balloon ...

He was quickly met with a slew of popped balloons. Rawlings portrayed Ashy Larry on the sketch comedy series on Comedy Central, which ran from 2003-2006, making Chappelle a household name. Created by ...