43. Shyheim f/ June Lova and Milk D "On and On" (1994)
Album: AKA the Rugged Child
Label: Virgin / EMI Records
When ODB said "Wu Tang is for the children" he really meant it. Shyheim was a Wu-affiliated child MC who released his first single, "On And On," in 1994. The song detailed the gritty upbringing Shy experienced in Staten Island's notorious Stapleton Houses. At the time, the masses were eager for anything Wu-Tang-related and this track hit No. 7 on the Billboard R&B charts. Though he'd release a second LP, and go on to star in movies (The Preacher's Wife) and appear in sitcoms The Parent 'Hood), Shy was jailed in the early 2000s, effectively derailing his music career.