Clutterbuck was born in 1837, so was ten years old when he entered the school, the youngest of the first three pupils. He arrived three days after Melhuish and Reynolds. He was the son of Peter Clutterbuck of Red Hall, Hertfordshire. He was less able academically than his schoolfellows, particularly the brilliant Samuel Reynolds, and consequently he appears most often in Singleton’s diary as the source of vexation and trouble, frequently being punished for bad behaviour or poor work.
He left the school in 1852, aged fifteen. For most of his life he was a brewer in Suffolk. In 1863 he married Adelaide, daughter of Sir George Barrow. He died on 24th July 1890.
Several other members of the Clutterbuck family attended Radley until the First World War.