 Crossley made his debut for St. Mary's YMA in their first ever Hampshire Junior Cup match on 26 November 1887, playing at inside-right in the 1–0 victory over Totton.He played at left-half in the final against Southampton Harriers, which ended in a 2–2 draw, but did not feature in the replay two weeks later.Crossley returned at left-half in the first match of the following season's cup run against Havant, but retired from football shortly thereafter.