1991: two-year-old season In the spring of 1991, the two-year-old Dr Devious won the May Maiden Stakes at
Newbury, then in June ran second in the
Coventry Stakes at
Royal Ascot. Ridden for the remainder of the year by
Willie Carson, in July he won the
Superlative Stakes at
Newmarket and in August the
Vintage Stakes at
Goodwood Racecourse. The horse had been sold by
Robert Sangster to
Luciano Gaucci before the
Vintage Stakes, but the agreement was that he would be leased back to Sangster for his next two races. Back at Newmarket, on 2 October he finished a head second to Young Senor in a crowded field in the Tiffany Highflyer Stakes then just over two weeks later (wearing the Gaucci colours for the first time) ran in the Group One seven
furlong Dewhurst Stakes, Britain's most prestigious race for two-year-olds. He took the lead a furlong from the finish and won by two and a half lengths from Great Palm.
1992: three-year-old season American
Jenny Craig purchased Dr Devious for a reported $2.5 million as a gift for her husband
Sidney. In April 1992, Dr Devious finished second to
Alnasr Alwasheek under the French-based American jockey
Cash Asmussen in the
Craven Stakes. In May of that year, the colt was shipped to
Churchill Downs in
Louisville, Kentucky, to compete in America's most prestigious horse race, the
Kentucky Derby. Racing on dirt, Dr Devious finished seventh to winner
Lil E. Tee. After the race, Sidney Craig asked the advice of his American trainer,
Ron McAnally, who advised him that Dr Devious was a turf specialist and that he should send the colt back to England. Dr Devious returned to England to run in the Epsom Derby on 3 June. Starting the
8/1 second favourite in a field of eighteen, he took the lead a furlong from the finish and held off the challenges of
St Jovite and Silver Wisp to win by two lengths. Three and a half weeks after his Epsom win, Dr Devious met St Jovite again in the
Irish Derby at the
Curragh. Dr Devious was made odds-on favourite but was never able to make a serious challenge to St Jovite, who won by twelve lengths in record time. Dr Devious finished fourth in the
International Stakes at York in August and then ran against St Jovite for a third time in the Irish Champion Stakes over ten furlongs. The two horses raced head-to-head down the straight, with Dr Devious moving ahead near the post and winning by a short head. Dr Devious ran three more times without recovering his best form. He finished sixth in the
Prix de l'Arc de Triomphe, fourth in the
Breeders' Cup Turf, and unplaced on his final start in the
Japan Cup. ==Stud career==