Rupert Steggles
Rupert Steggles is a fictional character in three linked Jeeves short stories, being an amateur bookmaker of dubious reputation.
In "The Great Sermon Handicap" (1922, collected in the semi-novel The Inimitable Jeeves, 1923), Steggles, who is lodging in Twing while cramming the classics for university under Reverend Francis Heppenstall, devises a scheme to entertain the guests at Twing Hall: to take bets on the sermon duration of local Anglican clergymen on a given Sunday.
In "The Purity of the Turf" (1922, collected in the semi-novel The Inimitable Jeeves, 1923), he runs a crooked turf accountancy racket during the Twing village school treat (a sports day) held on the grounds of Twing Hall of Lord and Lady Wickhammersley. He cons Bertie Wooster and his consortium (Freddie Widgeon, Cynthia Wickhammersley, and Bingo Little) out of a considerable sum of cash. However, a devious trick by an unnamed manservant (Jeeves, no doubt) allows the syndicate to win back several hundred pounds in the egg-and-spoon race.
In "The Metropolitan Touch" (1922, collected in the semi-novel The Inimitable Jeeves, 1923), Steggles makes book on whether Bingo or the Reverend Hubert Wingham will win the hand of Miss Mary Burgess. Since his position will pay off with a Wingham win, Steggles repeatedly sabotages Bingo's romantic efforts, finally causing a catastrophic flop of a students' musical entertainment put on by Bingo. Jeeves, however, has bought a share of a tavern-keeper's book, and profits handsomely.
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