Diggy Simmons Biography Daniel Dwayne "Diggy" Simmons III is an American socialite, reality star, fashion designer, and rapper. He is the son of Joseph "Rev Run" Simmons, one of the founding members of influential hip hop group Run–D.M.C.. He released a mixtape, The First Flight, in Dec. 2009. He eventually got his big break when he released freestyles to Drake's "Over" and subsequently Nas's... more.