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".
In September 2006, Pearson appeared on TV in the UK on the Channel 5 programme The All Star Talent Show, showcasing his recently resurrected ballet skills before a live studio and home audience. His sister, Denise Pearson, appeared on the show in the audience - and it was pointed out by presenter Andi Peters that it was the first time the two had appeared together on TV for eleven years. Viewers voted him in third place.
In 1990, Pearson was arrested for public indecency following an incident at a public toilet in New Malden in south west London. He later pleaded guilty to the charges and was fined £100.  In an interview in 2008, Pearson's sister Denise (lead singer with Five Star) commented "...Stedman was arrested in a toilet, long before George Michael was - I remember him coming into my room and crying, "I didn't do what they said I did."