Stedman Pearson is the eldest of the five Pearson siblings, and has a background in dance and fashion. He left college to join his sisters and younger brother in Five Star in 1983. His main role in the group, as well as backing singer, was designing their glittering stage costumes for TV appearances and concerts, which became a trademark as they broke into the mainstream music industry in 1985.

He holds only one credit as lead vocalist in Five Star. "Feelings", from their eponymous 1990 album was written and produced by him. He co-wrote and co-produced b-sides for their single releases, including "Stone Court" (an instrumental named after their Berkshire mansion) and "Pure Energy", the flipside of one of their biggest hits, "System Addict".

The group broke Michael Jackson’s record to become the youngest ever band to top the UK charts, and were also the first black group to top the UK charts in 1987.

After the group shrunk to a trio in 2001, Pearson joined his sisters, Denise and Lor