I'm intrigued by the strong sense of favour towards (or sympathy for!) Sinatra in the other reviews here. I've read elsewhere that Sinatra never seems to have forgiven anyone for *not* being cast as Sky Masterson.
OK, so who wouldn't want to be cast as Sky Masterson?  it's a great part: the charismatic successful gambler who makes a grave mistake when he allows himself to be suckered into a bet, in which he must take Salvation Army Sargeant Sarah Brown on a date to Cuba, or lose. It's not the money  it's the pride, but he and she meet their match. Meanwhile Nathan Detroit must juggle his long-suffering fiancée Adelaide with trying to find a spot for a craps game which will make him rich if it doesn't alienate his fiancée forever first.
The film started life as a series of short stories by Damon Runyon: that's his unique dialogue you hear, and those are his great character names, and that's his horse-racing/nightclub/late night gambling world. Then it became a musical, and you can't help but feel that in film form it never really left the stage. The camera is unusually static and the sets remarkably  and not pleasingly  flat and childlike. Fortunately the music is so great, I don't care that much.
My absolute favourite thing about this film, though, is the singing and acting of the two non-singers, Brando (as Sky) and Jean Simmons (as Sargeant Sarah Brown). Of course, putting pro singers into these roles would have produced better music; but what surely gets forgotten is that two such excellent actors brought something else to the party instead: what they lacked in vocal talent they more than made up for in gusto, acting ability, and pathos, pathos, pathos. You're with Sky as he argues with Sarah against reason, steadiness, pipes and safety. You enjoy Sarah's loosening up under the influence of Cuban "milk". You feel completely the suddenness and passion of their scene in the courtyard with bells ringing and an hour to go before the plane takes them home. As Sky rightly says, it's "chemistry". Pro singers  be they Broadway belters or smooth crooners  can't necessarily be relied on to make this happen. (And they certainly didn't.) I read somewhere that Brando criticised Sinatra for not putting all of himself into his role of Nathan Detroit. Sinatra in turn was infuriated by Brando's four-take acting method. As a Brando fan (does it show?!) I'm bound to take the other side, but I can't imagine that this film would have been the much-adored classic it is today if Brando and Simmons hadn't been in it with their wonderful chemistry; Brando's unpredictability; Simmons' face, all pink cheeks and brown hair, drunk and ashamed in a Cuban bar. Beautiful. I'll always want a copy of this film lying around in case I need to feel good again. You'll forgive me if give some of the Nathan (sleep)talking parts the 100% brush-off though, won't you? You won't? Oh, be quiet and have some more of Mindy's cheesecake!

This series just gets worse and worse. Poorly written and just plain not funny! The premise is excellent, but the writer's inexperience shines through. By trying so hard to offend no one they end up insulting everyone. Now into the second season the desperate cast have stopped waving their arms about, and resorted to that patronizing, smug, "Oh, silly you" style acting that comes with a no laugh script. They roll their eyes and shake their heads at each other as if to say, aren't we zany? Isn't this funny? Well, no, it's not actually. Gum disease is less painful. No wonder, with the exception of Corner Gas, Canadians generally avoid Canadian TV. Come on CBC you're suppose to be our leading station showcasing the best of Canadian talent. Pull the plug on this amateurish mess.