With King Richard off to the Crusades, Prince John and his slithering minion, Sir Hiss, set about taxing Nottingham's citizens with support from the corrupt sheriff - and staunch opposition by the wily Robin Hood and his band of merry men.
Pluto finds a bone - but also finds Butch the bulldog, who claims it for himself. Idea: Pluto paces off a distance, buried treasure style, and digs a large bone-shaped hole. Butch falls for it, and while he's digging deeper, Pluto almost makes off with the bone. Butch catches on just in time and chases Pluto, who ducks into a junkyard. The bone gets sucked into in a squeeze-bulb horn, which Pluto does battle with.
Jealous over Mickey's attention to a kitten, Pluto's devil-self argues with his angel-self over whether or not to rescue the kitten when it falls into a well. The angel-self wins, and Pluto is treated like a hero. In the end, he and the kitten become friends.
Mickey's going golfing, and Pluto is his caddy. Besides the usual caddy duties, Pluto runs to the ball and points to it. But when the ball lands in a gopher hole, Pluto's got another task: chase the gopher. They eventually chase each other through a number of holes in a knoll where Mickey is trying to putt out, causing the knoll to collapse.
Mickey Mouse lies in bed like a lord, getting served breakfast by man's (and mouse's?) best friend Pluto as gentleman's gentleman. Next duty is to fetch the paper, but also pay for it with a coin for the vending machine, and those round things have a nasty habit of escaping a dog's teeth and bouncing over the pavement till they end up in the gutter. After enough attempts to fish and spend the penny, Pluto has a newspaper to carry the same way. The wind has a nasty way to get a better grip on page after page then the dog, so by the time he delivers the daily dose of printed news it's an embarrassingly muddy mess.