Fry came up to Wadham College, Oxford in 1891 on a classics scholarship, and was almost immediately the most discussed undergraduate of his generation. He earned Blues in cricket, association football and athletics every year from 1892 to 1895; in 1893 he equalled the world long-jump record at 23 feet 6½ inches (7.176 m) at the Iffley Road grounds. He was simultaneously president of the university athletics club and captain of the football team.
Elected Oxford cricket captain for 1894, Fry led the side in the University Match at Lord's that summer (Oxford lost narrowly). He made his Sussex first-class debut the same season under residential qualification and finished fourth in the County Championship batting averages, scoring three first-class hundreds. Wisden noted his 'unusual stiffness of style — bat raised vertically, weight on the back foot' and his power square of the wicket.
The Sussex partnership with Ranjitsinhji became the most famous batting alliance of the period. Together they scored over 36,000 first-class runs for the county; Fry alone scored 30,886 first-class runs at 50.22 with 94 hundreds, including six successive first-class centuries in 1901 — a record finally equalled by Bradman in 1938-39 and Mike Procter in 1970-71.
Fry played 26 Tests for England, scoring 1,223 runs at 32.18 with two centuries, and captained England in 1912 (six wins from six Tests in the unique triangular tournament). He later edited his own magazine, ran a naval training ship, stood for parliament three times, was reportedly offered the throne of Albania (a story he himself promoted), and lived to 84.