Half-length portrait of Freind wearing black academic dress, collar and wig; he is virtually full face although inclined slightly to the left of the painting. Inscribed top-left with the identity of the sitter.
Full-length portrait of Phillimore standing; he wears smart dark green clothes with white cravat and stockings and carries a hat, not a mortar-board; he wears black buckled shoes and his right hand is tucked inside the lapel of his coat; he appears to be aged about 15; in the background is a dark wall behind Phillimore, and a patch of landscape to the right.
Three-quarters length portrait; he is turned to the left, but is portrayed full face; he wears black academic dress and collar; in his left hand is a piece of paper, in the right a quill; the background is mostly red. Inscribed bottom right: 'E Champion Dec. 1876'.
In a painted roundel. Rowe faces the right, but is portrayed full face; he wears a white shirt and brown coat and a large grey wig Provenance: Left to the School by Janet Adam-Smith, wife of John Carleton, Head Master, who bought the painting in 1961.
Bronze plaque depicting John Sargeaunt surrounded by an arch, wearing a gown; his head is inclined to the left; in the top left corner his monogram; in the top right corner, the school's arms. Inscribed 'John Sargeaunt Master of the VIth Form 1890-1918' and with the signature of the artist.
Half-length portrait of Hamilton standing; he wears black academic dress and academic gown; his head and body are turned slightly to the left; he holds an open book. In 2001, his wife is reported to have said that this was a poor likeness.
Three-quarters length; Rae reclines with his body facing the left of the picture, although he is portrayed full face; he supports his head with his left hand; he wears red robe, academic collar and gown. Signed l.r.: Richard Stone