This painting includes a portrait of John Esdaile Widdicomb (1787-1854), Astley's well-known riding master and conductor of the ring, wearing a red coat and gold epaulettes. According to Blanchard's Life and Reminiscences, 1891, Widdicomb was an actor who: 'played the dandylover in pantomime' to the famous clown Joseph Grimaldi at the Coburg Theatre before he went to Astley's where he became an excellent riding master. He was renowned for his good looks which he preserved well into his later years, and the poet Robert Browning described him in a letter to his wife in August 1846 as having a face: ‘just Tom Moore's, plus two painted cheeks, a sham moustache, and hair curled in wiry long ringlets.’ When there was no evening performance at Astley's he was frequently seen at Vauxhall Gardens. The other sitters in this painting have been identified as the clown Twist, seated, the actor and equestrian John Cartlich standing next to Widdicomb who stands next to the seated figure of the chief equestrian and proprietor of Astley's Andrew Ducrow (1824-1842).

This painting is undated but has been dated to approximately 1840, before the fire that destroyed Astley's Circus for the third time in 1841. Ducrow had a mental breakdown atter the fire and died in January the following year, and Cartlich, who had become famous for creating the role Mazeppa at Astley's Circus in 1831, went to the USA to become proprietor of the National Theatre in Boston.