It's easy to forget that before he embarked on a solo career, Vince Gill had been with the Pure Prairie League in the 70's. Shoot, I don't think anyone remembers that band today.
Anyway, in one of Vince's earliest videos, from 1994, "What The Cowgirls Do" features fellow country stars Little Jimmy Dickens and Rodney Crowell in cameos, but the featured guest is comedian Calvert DeForest (The Late Show With David Letterman), who had to give up his stage name of Larry "Bud" Melman when he moved with Letterman and company from NBC to CBS. Intellectual property and all that.
DeForest looks ridiculous in that cowboy gear, and that's the point. It's not his first appearance in a video, though. He was also prominently featured in Run-DMC's "Kings of Rock" nearly 10 years earlier.