Donovan 'Red' Grant (From Russia With Love, 1963)
Robert Shaw's KGB-trained bruiser gets one of the great Bond introductions – personally killing James Bond in From Russia With Love's pre-credits sequence. Of course, the murdered man turns out to be a double, a test for Grant's mission to assassinate 007.
A cultured thug, Grant's tete-a-tete with Bond aboard the Orient Express is brilliantly tense – and builds up to the best fight scene in all the Bond movies, a vicious set-to in a cramped train carriage. It's the little details that give him away as an impostor – a true British gent would never have red wine with fish.