A portrait of Lillie Smith Aynscombe (c. 1715 – 10), a director of the Sun Fire Office from, at the latest, 1754 until his death in 1791. The portrait was painted during his lifetime. Smith Aynscombe was a maternal great-grandfather of Colonel Thomas-Chaloner Bisse-Challoner (Lillie Smith's daughter was Ann Townsend, who was the mother of Katherine Bisse, who was the mother of Challoner). The portrait may have descended to Challoner differently as he was heir to virtually the whole family.