 Chenevix-Trench was small for his age, but charmed both teachers and other pupils with his wit and enthusiasm, took part in a wide variety of sports, and continued to excel academically, winning a host of prizes.He became a house monitor at age sixteen, and head of School House the following year.Francis King, who was a thirteen-year-old in his first year at the school at the time, described Chenevix-Trench as "a supercilious, capricious and cruel head of house".